New England Fall Road Trip: Magical Itinerary Ideas + Map

New England is one of the best places in the USA to take a fall road trip. We’ve put together a detailed guide filled with things to do, where to eat, and driving times so you can plan the perfect New England fall road trip itinerary. 

I have been dreaming of taking a New England road trip in the fall for as long as I can remember. 

And if I’m honest, I was a little nervous that it wouldn’t live up to the hype. But I can say that it not only lived up to my expectations, but it blew them away.

I’m already dreaming of planning a repeat New England fall road trip next autumn because it was downright magical.

While beautiful during any season, there is something truly special about visiting New England in the fall. 

Not only does New England have the best display of fall foliage in the world (yep, I’m sticking by that), but the colors paired with charming historic towns, maple farms, cozy bakeries, windy mountain roads, and beautiful hikes, creates a vibe. That’s what the kids say, right?

You’ll feel like you stepped into a postcard, or a storybook, or Gilmore Girls.

Like I said, downright magical.

We’ve put together a New England fall road trip itinerary that’ll take you through quintessential towns and routes with the best foliage in the region. 

This route is suitable for people of all ages (we did this trip with my parents who are retired and our daughter who was under a year old at the time). Plus, we’ve given options to shorten or extend your road trip depending on your time frame.

So get out your notebook and a mug of coffee and get ready to take notes to plan one of the most memorable road trips of all time!

New England Road Trip Guide

For more tips and advice for planning your New England fall road trip, jump to the following sections (or just keep scrolling to see it all!).

• Itinerary ideas
  • 2 week New England fall road trip
  • 10 day leaf peeping itinerary
  • 10 day Boston to Maine itinerary
• New England road trip map
• New England road trip destinations
• Best time to go
• Tips for leaf peeping

---

---

New England Fall Road Trip Itinerary Ideas

We have 3 different New England fall road trip itinerary options to choose from:

• 2 week fall foliage itinerary (our top recommendation!)
• 10 day itineraries: 
  • Option a) Leaf Peeping Road Trip
  • Option b) Boston to Maine Road Trip

Itinerary planning note

• Starting point: Boston
• Ending point: Boston

Since Boston is the cheapest city to fly into, this is where most visitors will start and end their trip. That said, if you are driving to this region or you have flexibility on where you fly in or out of, you don’t necessarily need to start and end in Boston. In fact, I’d urge you not to, as it’s not the most efficient route. 

An alternative option is to start in Syracuse (look into flying into Toronto or Buffalo) and end in Boston. This will allow you to drive through New York and add on some amazing stops like Watkins Glen State Park and either the Catskills or the Adirondacks, where you can hike Indian Head, which is spectacular in the fall. 

2 week New England fall foliage itinerary overview

• Day 1: Boston
• Day 2: Brattlebroro, Quechee State Park, Woodstock
• Day 3: Killington (short detour), Burlington (via Highway 4 through Green Mountain National Forest), stop at Shelburne Farms along the way
• Day 4: Burlington to Stowe (stops in Waterbury along the way) 
• Day 5: Stowe, VT
• Day 6: Nichols Ledge hike, Hill Farmstead Brewery, Littleton, NH
• Day 7: Artist Bluff hike, Flume Gorge, Kancamagus Highway, North Conway
• Day 8: Crawford Notch State Park, Mount Washington, North Conway
  • Have extra time? Detour up to Dixville Notch and hike Table Rock which overlooks Lake Gloriette (this will add 2.5 additional hours of driving, but it will be super worthwhile if you like hiking) 
• Day 9: North Conway to Portland, ME
• Day 10: Boothbay Harbor, Camden
• Day 11: Camden to Bar Harbor
• Day 12: Acadia National Park
• Day 13: Acadia to Kennebunkport, ME
• Day 14: Ogunquit, Salem, Boston

10 day leaf peeping itinerary overview

This is a shortened version of the itinerary above. We’ve focused on the best fall foliage destinations (ie. Vermont and New Hampshire). This means we’ve cut most of Maine from this route. 

Note: If you are more interested in Maine’s coastal towns and exploring Acadia National Park, see the next iteration of the itinerary below.

• Day 1: Boston
• Day 2: Brattlebroro, Quechee State Park, Woodstock
• Day 3: Killington (short detour), Burlington (via Highway 4 through Green Mountain National Forest), stop at Shelburne Farms along the way
• Day 4: Burlington to Stowe (stops in Waterbury along the way) 
• Day 5: Stowe, VT
• Day 6: Nichols Ledge hike, Hill Farmstead Brewery, Littleton, NH
• Day 7: Artist Bluff hike, Flume Gorge, Kancamagus Highway, North Conway
• Day 8: Crawford Notch State Park, Mount Washington, North Conway
• Day 9: North Conway to Portland, ME
• Day 10: Portland to Boston

10 day Boston to Maine itinerary overview

This route cuts Vermont out completely, but has a really good mix of leaf peeping spots as well as bringing you up along Maine’s coast to Acadia National Park.

• Day 1: Boston
• Day 2: Boston to Littleton, NH
• Day 3: Artist Bluff hike, Flume Gorge, Kancamagus Highway, North Conway
• Day 4: Crawford Notch State Park, Mount Washington, North Conway
  • Have extra time? Detour up to Dixville Notch and hike Table Rock which overlooks Lake Gloriette (this will add 2.5 additional hours of driving, but it will be super worthwhile if you like hiking) 
• Day 5: North Conway to Portland, ME
• Day 6: Boothbay Harbor, Camden
• Day 7: Camden to Bar Harbor
• Day 8: Acadia National Park
• Day 9: Acadia to Kennebunkport, ME
• Day 10: Salem, Boston

Have more or less time?

These are our suggested routes for 10 days to 2 weeks. However, if you have more or less time, see our tips below.

Have less time? I’d recommend cutting Boston from your itinerary if you’re short on time. It is a cool city with lots to do, but it’s not a great place for leaf peeping when compared to the other destinations on this route.

Have more time? Add time to any of the places that you’re most excited about (or accommodations where you’d like to stay an extra night). Acadia could certainly use an extra day if you have the room!

Alternatively, you could add more places to your itinerary. These are the spots we’d recommend looking into, then adding to your route based on your interests and how much time you have.

• Dixville Notch, NH
• The Berkshires, MA
• Lake Willoughby, VT
• Finger Lakes, NY
• Catskills, NY
• Adirondacks, NY
• Lubec and Grand Manan Island, ME

New England fall road trip map

Want your New England fall road trip itinerary all mapped out for you?

We spent an entire month on our New England fall road trip; exploring, eating, photographing, hiking, and making core memories. 

It was such an incredible trip, that we decided to create an interactive map with all of the details of our extensive planning and on the ground research.

Not only does it cover all of the destinations in this itinerary, it also includes all sorts of personal notes and tips so you know exactly what to expect, or what to order!

In this map you’ll find:

• Hidden gems: our favorite spots are the ones off the typical tourist route
• Top sights: we can’t leave out the big ones, so don’t worry, you won’t miss any!
• Worthy hikes: there’s a variety for all levels
• Cozy cafes: think excellent coffee and baked goods worth dreaming about!
• Breweries, wineries & distilleries
• Viewpoints & Photo spots: where to snap the best pictures
• Campgrounds: both free and paid
• Unique places to stay: Airbnbs and hotels
• Scenic drives: the best scenic routes in the area for fall foliage + stops along the way

What you’ll get on the map:

• 200+ pins that are clearly labeled
• Descriptions, tips, and personal thoughts for each pin
• Toggle layers on and off so you can view one type of pin (like restaurants), or see all of the layers at once
• Photos so you know what to expect
• A variety of places to stay, including both campgrounds and Airbnbs/hotels
• Lifetime access to the map via Google Maps

Places covered:

• Vermont 
• New Hampshire
• Maine (including the best spots in Acadia National Park!)
• Bonus: A bit of upstate New York too!

New England fall road trip destinations

Boston, Massachusetts

Boston is the iconic capital of Massachusetts and unofficial capital of New England. The city is steeped in history with tons of things to do. 

You could easily spend your entire trip here and not get bored. But then that wouldn’t be much of a road trip now would it?

If you only have one day to spend in Boston at the start of your New England fall road trip, here’s how we’d suggest you spend it…

Morning

The Flour Bakery + Cafe has 3 locations around the city and is a great place to start your morning in Boston. Go early because they get busy. And order the sticky bun, you’ll thank us later. 

Freedom Trail

Marked by a red line on the sidewalks and pathways is the Freedom Trail that has various stops of historical significance in Boston. Stretching from the Boston Commons to Bunker Hill, passing by Paul Revere’s House and the Old North Church, you should spend a large portion of your day following learning about history. 

If you are history buff, we’d recommend booking a tour led by a guide dressed in colonial attire. Tours leave from the Boston Commons Visitors Centers every hour and last typically 90 minutes. 

However, if you want to DIY the tour and stop when you want (like us!) we suggest downloading a free audio guide, start at the Boston Commons and end in the North End where your food tour will most likely start. 

Alternative: Black Heritage Trail

Alternatively to the Freedom Trail, you could walk the Black Heritage Trail that starts at the Boston Commons and explores the Beacon Hill area. This tour highlights various residences and community buildings significant to the Black community around the American Civil War. Download the National Parks App and follow the self-guided audio tour. 

Mid-day

Take a food tour

With its melting pot of cultures and long history, it’s no surprise that Beantown is a foodie capital. We recommend taking a food tour to learn more about how food played a role in the city’s growth and expansion. 

There are tons of tours but we recommend this secret food tour that starts at 11 am and you’ll eat your way through the North End neighborhood.

Alternative: DIY Food tour 

If you don’t have time for a full 3 hour tour, you can alway DIY your own. These are a few of our gastronomic must stops:

• Order a sfogliatelle at this hidden alleyway bakery
• Clam chowder (and lobster rolls, though you’ll find arguably better ones if you’re heading to the coast of Maine) at this restaurant on the “HAH-bah”.
• Grab a slice of hand-crafted Italian pizza
• Settle the famous Cannoli fight between Mike’s and Modern Pastry

Afternoon

Check out Quincy Market 

Walk through the famous Quincy Market which is home to 50+ vendors and restaurants. This is a major touristy area so it will be busy. Grab a snack if you want, or just enjoy the buskers outside the market. 

Alternative: Eat at a less touristy market

High Street Place Food Hall is a modern food hall with smaller crowds than you’ll find at Quincy Market. 

Happy Hour

As a major metropolitan city, Boston can get quite expensive. Save money and grab happy hour at one of these quintessential Boston spots:

• Cheers: pop into the place where “everyone knows your name”.
• Sam Adams Taproom: tour the taproom that claims to be the “original craft beer”.
• Trillium Garden on The Greenway: A smaller outdoor beer garden featuring craft beer and wine alongside food trucks. 

Night

Ghost Tour

Boston is a rather haunted place. I mean with it dating back to before the US was born, there has to be a few skeletons in the closet. 

Since you’re visiting New England in the fall, there is no better way to get your fill of scary stories by taking a night time ghost tour in one of the most haunted cities in the USA.

Alternative: Speakeasy

If you don’t want to get spooked (or you need a fun time after the tour), why not hit up a Boston speakeasy or cozy bar for a nightcap. 

• OFFSUIT: craft drinks and a curated small-plates menu in an intimate, hidden setting
• Union Oyster House: the oldest continuously operating restaurant in the United States, serving up classic New England seafood—famous for its oysters and chowder
• The Green Dragon Tavern: legendary pub with roots in the American Revolution, offering a lively atmosphere, hearty pub fare, and live music
• Modern Pastry – Underground: Yes, the lower level of the cannoli place has a full bar!

More things to do in Boston

Have more time, here are few more things to do in Boston:

• Tour the USS Constitution Tall Ship
• Walk the Harvard Yard and explore Cambridge
• Eat your way through Little Italy
• Stroll around Chinatown 
• Search for street art 
• Wander the wharf
• Have a drink at a rooftop bar
• Get off the beaten path and visit the Mapparium Museum

Where to stay in Boston

If you want to be right in the center of the action of Boston, we recommend staying somewhere near the waterfront, downtown or the north end. However, Boston is well-connected by a metro system and if you want to save money, or not worry about parking, you could stay somewhere outside of downtown and take the train in to explore.

Note: All of our top recommended accommodations below offer on-site parking!

Driving times:

• Boston to Brattleboro, VT: 105 miles | 2 hours 30 minutes
• Boston to Littleton, NH: 152 miles | 2 hours 45 minutes

Brattleboro, Vermont

A charming town nestled in the Green Mountains and known for its vibrant arts scene, eclectic shops, and farm-to-table dining. Brattleboro offers stunning views of autumn foliage, riverside walks along the Connecticut River, and a welcoming, creative community. 

Scott Farm Orchard

Don’t miss a stop at Scott Farm Orchard, just outside Brattleboro, a picturesque destination on a New England fall road trip.  

Famous for its heirloom apple varieties, this historic orchard (from the National Register of Historic Places) offers scenic views of rolling hills and vibrant autumn foliage. Visitors can pick their own apples, enjoy fresh cider, and explore the farm’s charming grounds. 

Where to eat

• Fire Arts Bakery & Cafe: a cozy spot offering artisanal breads, pastries, and wood-fired pizzas
• Cafe Loco: quirky roadside cafe known for its creative, locally-sourced dishes, vibrant atmosphere, and stunning views of the surrounding fall foliage

Where to stay

Brattleboro to Woodstock

• Driving time: 1 hour 15 minutes | 63 miles
• Stops along the way:
  • Harlow Farm Stand: A charming, organic farm stand in Westminster, Vermont, offering fresh, locally-grown produce, artisanal goods, and seasonal specialties, perfect for stocking up on farm-to-table treats during your fall road trip.

Woodstock, Vermont

Woodstock is a quintessential town, perfect for a New England fall road trip stop. Known for its charming downtown, historic covered bridges, and stunning autumn landscapes, Woodstock offers visitors a blend of classic New England architecture, boutique shopping, and farm-fresh dining. Explore the picturesque Quechee Gorge, stroll through the quaint town center, and enjoy the vibrant fall foliage that surrounds this idyllic Vermont destination.

Quechee State Park

Quechee State Park is a perfect place to take in the fall foliage with stunning views of the dramatic gorge, scenic hiking trails, and opportunities for picnicking.

Tip: Be sure to walk across the bridge to view the Quechee Gorge from above!

More things to do in Woodstock

• Taftsville Covered Bridge: One of Vermont’s oldest and longest covered bridges. The Taftsville bridge spans the Ottauquechee River with its distinctive red timber frame, offering a charming photo opportunity. 
• Sleepy Hollow Farm: This picture-perfect working farm is said to be one of the most photographed houses in New England. Renowned for its stunning views of rolling hills and vibrant fall foliage, it has become a magnet for photographers. Particularly during leap-peeping season.
  • Note: While this farm is undoubtedly beautiful and a New England fall icon, it became such an Instagram attraction and overrun with tourists. It has now been taken off of Google Maps. This farm is on private property, on a single-lane road, and there is no place to park. 
• Woodstock Farmers’ Market: What was once a small roadside stand has evolved into a year-round brick and mortar store with 2 locations. It’s a cute place to stock up on groceries and goods for your road trip. 

Where to stay in Woodstock

Woodstock to Killington

• Driving time: 30 minutes

Killington, Vermont

This mountain town is best known as a winter hub with its popular ski resort. However, it’s a good place for a quick stop on your New England fall road trip. 

Get out and stretch your legs on the Thundering Brook Falls trail; a short and easy hike to a waterfall.

Places to eat

• Sunup Bakery: cute shop with yummy pastries and breakfast sandwiches
• Liquid Art Restaurant: a creative menu of globally inspired dishes, paired with an impressive selection of wines and crafted cocktails

Killington to Burlington

• Driving time: about 2 hours
• Stops along the way:
  • Warren Falls (VT Route 100 N) series of waterfalls and swimming spots
  • Shelburne Farms (US Hwy 7) Stunning large farm with farm-to-table products

Burlington, Vermont

Burlington is Vermont’s most well-known city on the shores of Lake Champlain. The University of Vermont college town—known as the sister city to Boulder, Colorado—has a vibrant energy with a mix of cultural attractions, charming boutiques, and outdoor activities.

Things to do in Burlington

• Shelburne Farms: A large, stunning farm with farm-to-table products for sale, located slightly south of Burlington
• Church Street Marketplace: This walking street has some nice boutiques
• Waterfront Park: a nice park on the shores of Lake Champlain

Where to eat

• American Flatbread Burlington: Delicious wood fired pizzas with friendly staff
• Farmhouse Tap & Grill (Vermont): Farm-to-table dining experience with good craft beers
• Leunig’s Bistro: French-inspired dining with classic bistro fare, seafood, and creative cocktails
• Cafe Dim Sum: authentic and delicious dim sum and other Chinese dishes

Breweries

• Zero Gravity Brewery: a diverse selection of craft beers with inventive flavors
• Burlington Beer Company: known for its creative, high-quality craft beers
• Foam Brewers – Burlington: unique craft beers with a focus on hoppy, aromatic brews 

Burlington to Stowe

• Driving time: 45 minutes | 36 miles
• Stops along the way:
  • Bolton Potholes: a small waterfall and swimming hole just off the highway
  • Ben & Jerry’s Factory: If you’re fans of the brand, or you just have a solid sweet tooth, you’ll want to make a stop here
  • Cabot Creamery Store: stop to taste some cheeses and shop the farm store 
  • Cold Hollow Cider Mill: fresh, handcrafted ciders and apple-based treats
  • Vermont Artisan Coffee & Tea: expertly crafted coffees and teas
  • Smugglers’ Notch Distillery Tasting Room: definitely try the maple bourbon – you’ll thank us later!

Stowe, Vermont

Perhaps the most iconic fall town in New England, Stowe, Vermont is popular for good reason. 

The charming downtown boasts a postcard-worthy church complete with a white steeple. Cozy coffee shops, boutiques, bed and breakfasts, and upscale-yet-casual eateries line the streets.

Rolling mountains loom in the not-so-far distance, and in the fall, they are bespeckled in hues of orange, red, and yellow.

It is quintessential Americana.

We have a whole guide with all the best things to do in Stowe, but here’s a little sneak peek:

Smugglers Notch

Smugglers Notch is a scenic, winding drive through the Smugglers’ Notch Pass. The route offers breathtaking views of rugged mountain terrain and vibrant fall foliage.

Our advice: If you’re visiting during peak leaf peeping season, get here as early as possible. It gets incredibly busy and is hard to navigate in traffic. Also, if you come when it’s really busy, you won’t be able to find a parking spot for the hiking in this area. 

Things to do at Smugglers Notch

• Hike Sterling Pond trail: a popular trail at Smugglers Notch – budget about 1.5 hours for your hike
• Zipline through the colorful trees with ArbortTrek Canopy Adventures in Smugglers Notch
• After driving through Smugglers Notch, circle back through Morrisville (much less crowded than Stowe) and stop at:
  • Rock Art Brewery
  • North Country Donuts

Stowe Mountain Resort

• Hours: open daily from 10 a.m. to 4:30 p.m. (mid-June through mid-October)
• Cost: $40 per adult; child and family rates available
• More info

On your way up (or back) down the mountain from Smuggler’s Notch, you’ll pass by Stowe Mountain Resort. As one of Vermont’s premier ski destinations, winter is the peak season for this resort, but that doesn’t mean you cannot enjoy it on your fall road trip!

For some epic fall foliage panoramic views, you’ll want to take the Gondola Skyride to the top of Vermont’s highest mountain, Mount Mansfield. On a beautiful fall day, the views from the gondola ride are jaw-dropping.

Our experience: On the day we went, the top of the mountain got the first snow of the season, so it was really cool to ride up past the frost line. If it has snowed, be sure to wear warm layers (hats & mittens too!) because it is much colder at the top of the mountain than below.  

Hikes around Stowe

• Hike to Bingham Falls: a quick and easy trail and one of the most popular waterfall waterfalls hikes in Vermont due to its easy access
• Hike to Moss Glen Falls: a moderate 5-mile out and back trail to a picturesque cascade
• Climb Mount Mansfield via the Sunset Ridge Trail: a more challenging 5-mile hike up Vermont’s tallest mountain

Things to do in downtown Stowe

• Photograph the iconic church from a variety of angles including this viewpoint
• Listen to live music at Zenbarn: They have a Grateful Dead cover band every Wednesday night from 7-10 p.m. 
• Try some craft beers at The Alchemist Brewery
• Get beer and a pretzel at von Trapp Brewery & Bierhall
• Check out Stowe Cider: Safety Meeting dry hopped cider is one of our favorite ciders we’ve ever tried!
• Go shopping in downtown Stowe
• Walk the Stowe Recreation Path
• Snap a picture at Gold Brook Covered Bridge
• Catch a sunset or just take in the views at Sunset Rock

Where to eat

• Woodland Baking and Coffee: cozy spot for breakfast sandwiches and pastries (try the Woodland swirl!)
• Michael’s on the Hill: A memorable dining experience just outside of town perched on a hill is a renovated 1820’s house serving farm-to-table fare in an elegant setting. Reservations are necessary. 
• Butler’s Pantry: popular brunch spot serving classic American comfort food with a focus on hearty breakfasts, lunches, and homemade baked goods
• Backyard: casual outdoor dining experience with tacos, tots, burgers, and cocktails
• The Bench: stylish setting with gourmet burgers, small plates, craft beers and cocktails
• Green Goddess Café: vibrant, health-conscious cafe with vegetarian and vegan options
• Idletyme chic brewery and bistro
• Stowe Bee Bakery & Cafe: charming cafe serving up delicious, handcrafted baked goods, artisanal breads, and fresh coffee

Where to stay

Click below to read our complete guide to Stowe, Vermont!

20 Exciting Things to Do in Stowe, Vermont

Stowe to Littleton

• Driving time: 1 hour 30 minutes | 70 miles
• Stops along the way:
  • Nichols Ledge Hike: Short and pretty easy, amazing views, much less crowded than many other hikes in the area.
  • Hill Farmstead Brewery: voted one of the best breweries in the world. This is an idyllic setting for a picnic.

Nichols Ledge hike

• Distance: 0.62 miles, out and back
• Elevation gain: 243 ft
• Difficulty: moderate
• Trail notes on Alltrails

One of our favorite short hikes for fall foliage! You’ll get an epic view overlooking Nichols Pond and the surrounding forest.

There tend to be far fewer people than other popular spots, like Artist Bluff (New Hampshire). We had the lookout entirely to ourselves for a while.

The hike took us about 30 minutes round trip (just hiking time), but you’ll want to budget some extra time at the top to take in the view!

Littleton, New Hampshire

Littleton is a charming small town nestled in the White Mountains, making it an ideal stop on a New England fall road trip. 

The charming downtown offers a picturesque Main Street, vibrant arts scene, and breathtaking views of fall foliage. There’s a mix of boutique shopping, cozy cafes, and outdoor activities, all set against the stunning backdrop of the Ammonoosuc River and surrounding mountains.

Where to eat

• Polly’s Pancake Parlor: famous pancake house from the 1800’s on the way to Artist Bluff (good for before or after your hike)
• Schilling Beer Co.: great beer and pizza in an atmospheric setting on the river
  • Insider tip: try to get a spot outside if it’s nice 
• The Inkwell Coffee House: artisan coffee, fresh pastries, and light bites in a book-themed cafe
• Littleton Freehouse Taproom & Eatery: trendy gastropub serving up a creative menu of pub fare and craft beers 
• Jack & Fin’s: a family-friendly restaurant featuring sandwiches and cupcakes

Littleton to North Conway 

• Driving time: 1 hour 30 minutes (on the Kancamagus Highway) | 48 miles
• Stops along the way:
  • Artist Bluff hike
  • Flume Gorge

Kancamagus Highway scenic drive

As you make your way from Little to North Conway, drive the Kancamagus Highway scenic route with lots of stops along the way.

Driving this road during peak leaf season is spectacular. If possible, try to plan your drive on a weekday (not the weekend), and start your drive early.

Stop wherever you get the urge! We’ve marked our favorites on our New England map, but add in any more that look good to you.

• Take the Loon Mountain Gondola to the summit for epic views
• Hike to Sabbaday Falls: a gorgeous waterfall and easy out and back trail just off the highway
• Get out and stretch your legs at the Rocky Gorge Scenic Area

Camping? There are lots of campgrounds along this road! Make advanced reservations if possible. If you don’t have reservations, we’d recommend Blackberry Crossing Campground (search for it in this map) because all sites are first come. (This is where we stayed)

Artist Bluff hike

• Distance: 1.5-mile loop
• Elevation gain: 436 ft
• Difficulty: moderate
• Trail notes on Alltrails

This is a moderately easy trail that leads to a lake overlook that is especially stunning in the fall.

That said, it is one of the most popular hikes for fall foliage, and it gets so crowded that it will be unenjoyable if you don’t plan properly (truthfully the crowds ruined this hike for us).

Insider tips: Avoid this hike on the weekend and start early (I’d recommend before 9 a.m.).

Flume Gorge

Flume Gorge is a stunning section of Franconia Notch State Park, featuring waterfalls, forest trails, and an 800-ft boardwalk through a narrow gorge with towering moss-covered walls.

The boardwalk trail is one-way through the gorge, so you can not backtrack. Take your time so you can see everything on your way through. Give yourself at least 90 minutes to explore this area.

Good to know: This is a popular park, especially in the fall, and there is a limited number of people who can enter each day. So be sure to make your reservation well in advance.

North Conway, New Hampshire

A picturesque mountain town in the heart of the White Mountains, North Conway makes an ideal stop on your New England fall road trip. The charming town offers a blend of outdoor adventures, boutique shopping, and cozy dining options.

Arethusa Falls hike

• Distance: 2.8 miles, out and back
• Elevation gain: 885 ft
• Difficulty: moderate
• Trail notes on Alltrails

Head to Crawford Notch State Park for some of the most incredible fall foliage views and hikes. Arethusa Falls hike is one of our top recommendations as this is the state’s second highest waterfall.

Conway Scenic Railway

Taking a train ride on the Conway Scenic Railroad is one of the more popular things to do in this area during the fall. 

You can choose from a 1-hour ($23), 2-hour ($52), and 5-hour rides ($76). We’ve heard very good things about the 5-hour train ride (where you can enjoy lunch in the train), but it books up pretty far in advance.

Note: you’ll have to reserve ahead of time and be on time or early for departure!

Our personal experience: We did the 1-hour train ride (since we had our baby with), and it was nice but not spectacular, in our opinions. Being that it is a short journey, you don’t make it as far into the scenic areas. Plus, we did it just after peak leaves, so it wasn’t quite as impressive as it would have been right as the leaves are popping. Next time, we will plan further in advance so we can do the longer train ride and make it a bit earlier in October.

Other things to do in North Conway

• Take a ride to the top of Mount Washington on the world’s first mountain-climbing cog railway: The Cog
• Drive out to Dixville Notch and hike Table Rock (this will add 2.5 additional hours of driving, but it will be super worthwhile if you like hiking)

North Conway to Portland

• Driving time: 1 hour 40 minutes | 64 miles

Portland, Maine

Situated along the rocky coast of southern Main, Portland, is a coastal city with a funky vibe that offers a perfect blend of historic charm and modern culture.

The hub of the city is the bustling waterfront on Casco Bay. The Old Port district features beautifully preserved 19th-century architecture, boutique shops, and an array of cozy cafes and restaurants. 

Known as the land of lighthouses and lobster, Portland is also a food lover’s paradise. You’ll want to try all the seafood you can get your hands on—from classic lobster shacks to innovative farm-to-table dining. 

Things to do in Portland

• Stroll the Waterfront and the Old Port to soak in the vibe
  • Grab an ice cream at Sticky Sweet
  • Try some unique flavors at The Holy Donut
  • Go for cocktails at Blyth & Burrows, a vintage-inspired cocktail bar
• Photograph the Portland Head Light, Maine’s oldest lighthouse and an iconic symbol of the state.
• Climb to the top of the Portland Observatory
• Walk the Portland Freedom Trail 
• Take the ferry to Peaks Island
• Do a city tour on a trolley
• Take a cruise on a sailboat

Where to eat in Portland

• J’s Oysters: a Portland institution, this spot has dive bar vibes and great for satisfying all your seafood cravings.
  • Recommendations: lobster stew, oysters Rockefeller, crab stuffed mushrooms, lobster roll
• Eventide Oyster Bar: modern, upscale oyster bar
  • Try their signature brown butter lobster roll
• The Shop By Island Creek Oysters: Buzzy oyster market and raw bar
• Duckfat: popular Portland spot known for its duck-fat-fried Belgian fries, creative sandwiches, and house-made sodas
• Highroller Lobster Co: playful, modern takes on classic lobster dishes
  • Try their lobster grilled cheese 
• The Lobster Shack at Two Lights: A quintessential Portland dining experience with a scenic location on the cliffs of Cape Elizabeth

Where to stay in Portland

Portland to Boothbay Harbor

• Driving time: 1 hour and 30 minutes | 58 miles
• Stops along the way:
  • Wolfe’s Neck Center Farm Café: for coffee, scones, and a breakfast sandwich. There’s also a farm store here. They are open Thursday – Monday from 8-11 a.m. (May through October).

Boothbay Harbor, Maine

Nestled along the rocky shores of the Atlantic, Boothbay Harbor is known for its stunning waterfront views and charming downtown. 

Visitors can explore the town’s scenic harbor, dotted with boats and lobster traps, while enjoying leisurely strolls along the waterfront. Come Autumn, vibrant foliage highlights the surrounding hills, adding a colorful backdrop to this coastal city. 

Things to do in Boothbay Harbor

• Visit the Coastal Maine Botanical Gardens troll exhibit, which we happen to think was super cool!
• Snap a photo of the Pemaquid Point Lighthouse, a quintessential historic Maine lighthouse
  • Tip: If you’re hungry, head to the nearby Round Pound Lobster Shack.
• Take a scenic schooner cruise on the bay

Where to eat in Boothbay Harbor

• Red’s Eats Our favorite lobster roll we’ve ever had! The fried scallops are also excellent. Aim to get there right when they open (if not earlier!) and expect a line.
• Boothbay Craft Brewery, Tavern & RV good beer and a convenient place to camp

Boothbay Harbor to Camden

• Driving time: 1 hour | 45 miles
• Stops along the way:
  • Maine State Prison Showroom: featuring items crafted by inmates at the state prison
  • Glidden Point Oyster Farms
  • McLoons Lobster Shack: if you didn’t stop at Red’s Eats, this is another good option

Glidden Point Oyster Farms

If you’re an oyster aficionado, visiting this oyster farm should be on your Maine bucket list! You probably will never have fresher oysters in your life.

You can visit the farm store where you can enjoy shuck-your-own-oysters (they provide a towel and knife), paired with wine or beer (or NA beverages) and local snacks in a lovely outdoor setting. There is also a food truck onsite.

If you’re a serious oyster lover, consider booking a farm tour where you’ll learn about the life cycle of an oyster.

Farm tours run daily through mid-October and begin at 10:45 a.m. and 12:15 p.m. It is just $12 for adults and $10 for kids, and the tour lasts 30-45 minutes. Book a farm tour on their website. 

Camden, Maine

Nestled between the rugged Camden Hills and Penobscot Bay, this Camden offers breathtaking views of both the mountains and the sea, especially during the fall as the vibrant foliage transforms the landscape. 

The town’s historic harbor is dotted with classic schooners, and visitors can enjoy scenic boat tours or simply take in the stunning waterfront views. 

The upscale town has streets lined with boutique shops, art galleries, and cozy cafes, as well as a range of good dining options. 

Things to do in Camden

• Go shopping on Main Street
• Coffee and bookstore browsing at Owl & Turtle Bookshop Café
• Golden Hour views at Mt. Battie Tower located in Camden Hills State Park
• Drinks at Barren’s Distillery + Restaurant

Where to eat

• Peter Ott’s on the Water: waterfront dining with fresh, local seafood and classic New England fare
• Barren’s Distillery + Restaurant: small-batch distillery with a focus on gin and vodka made using local Maine ingredients. Come for a tasting, or enjoy a cocktail (or mocktail!) with food in their restaurant.
  • Tip: We recommend any of the dishes with scallops!

Camden to Bar Harbor

• Driving time: 2 hours | 77 miles
• Stops along the way:
  • Fort Knox and Penobscot Narrows Observatory: The views from the observation tower are spectacular (especially in the fall!).

Bar Harbor, Maine

Undeniably touristy, this kitschy-cute town is the most popular base for exploring Acadia National Park because it’s the closest town. There are lots of great restaurants and some fun things to do in the area.

Our option: Honestly, Bar Harbor is very touristy and busy – lots of souvenir shops and crowds – but it is still pretty, has some great dining options, and is worth some time while visiting Acadia.

Insider Tip: If all accommodation in Bar Harbor is booked or out of your price range, look into staying in Ellsworth (see below).

Things to do in Bar Harbor

• Explore Acadia National Park (duh!)
• Do a sunset sailing cruise
  • Departs at different times throughout the season
• Go souvenir shopping
• Catch a flick at Reel Pizza Cinerama, a funky movie theater where you can order pizza
• Go brewery-hopping
  • Atlantic Brewing: more popular, pub food options, not a ton of beer options, known for a blueberry ale
  • Fogtown Brewing Company – Bar Harbor: intimate location, we personally preferred the beers here

Where to eat in Bar Harbor

• Cafe This Way: diner-style breakfast spot that usually has a line, they’re known for their blueberry pancakes
• Project Social Kitchen & Bar: sit in the cute garden and enjoy tapas and cocktails
• Side Street Cafe: one of the more popular restaurants in the area, serving a variety of seafood and American dishes
  • Honest thoughts: We saw this recommended everywhere and thought it was good but not super memorable
• The Barnacle: Perfect place to enjoy fresh oysters at the bar. Pair them with a martini or wine, if you’d like!
• Udder Heaven Ice Cream Retreat: Seasonal ice cream shop with tons of flavors 

Alternative: Ellsworth

While we wouldn’t recommend going out of your way to stop in Ellsworth, it can be a good alternative place to stay if Bar Harbor is completely booked or very expensive (as it often is in the fall). 

FYI: It’s a 30-40 minute drive to Bar Harbor, so it will add some commute time.

Additionally, we found some really good places to eat if you’re in the area:

• 86 This: affordable burrito shop that has won awards
• Steamy Buddha Yoga: cozy yoga studio with an onsite safe serving healthy food; we loved the sweet potato soup here!
• Provender Kitchen + Bar: a local recommended this place to us as a special occasion type of meal

Acadia National Park, Maine

Situated on Maine’s Atlantic coast, Acadia National Park has long been on our bucket list. Distinguished by rocky beaches, granite peaks, and windswept woodlands, this northeast gem is well worth a visit.

With easily accessible viewpoints as well as heart-thumping hikes, this is a great national park for people of all ages. 

Our personal experience: We visited with my parents, who are retired, as well as with our daughter who was 10 months old at the time, and we all had a wonderful experience. 

Acadia to Kennebunkport

• Driving time: 3 hours and 30 minutes | 200 miles

Kennebunkport, Maine

This charming coastal town that exudes classic New England charm, making it a perfect stop on a New England fall road trip.

The quaint village atmosphere gives way to a scenic coastline, offering visitors a delightful mix of natural beauty and rich history.

Things to do in Kennebunkport

• Wander or drive through the neighborhoods and look at Halloween and New England Fall decorations. It’s way over the top and awesome!
• Grab a coffee at Dock Square Coffee House
• Stop into Zen and Company, a funky rock shop

Kennebunkport to Salem

• Driving time: 1 hour and 30 minutes | 75 miles

Salem, Massachusetts

Classic New England autumn (and witchy) vibes, Salem goes into full Halloween mode in the fall. Wear a costume if you have one as the streets will be filled with witches, ghosts and the hottest pop icons of the year. 

However, Salem gets crazy crowded in October, especially on the weekends. We only tell you this so you know what to expect as we do recommend experiencing the town in autumn. You will have wait times for restaurants and you may have to queue outside of stores because of limited capacity. 

Our advice:

• Try to go early and on weekdays. 
• Park outside of town and take the train otherwise you might be paying a lot of parking or have to park far away. 
• Bring snacks so you don’t get too hungry. No one likes a hAngry witch

Things to do in Salem

• Walk on Essex Street as this is one of the main drags in town and there will be street performers and crowds for people watching 
• Go shopping downtown and pop into some interesting shops:
  • Artemisia Botanicals: witchy shop 
  • ASCEND new age rock shop
• Check out the Salem Witch Trials Memorial; plaques dedicated to the witch trial victims
• Walk around The Burying Point, a burial ground dating back to 1637
• If you’re a fan of the movie Hocus Pocus, you’ll want to visit Ropes Mansion and Garden. This house museum was Allison’s house in Hocus Pocus! Plus there is a free garden in the back. 
• The Witch House at Salem: Another historic home-turned-museum
• Head down to Salem Common , an open green space with attractions in the fall
• Try this History and Hauntings guided walking tour to learn about Salem’s storied past from a local

Where to eat in Salem

• Odd Meter Coffee Co: cute and quirky coffee shop
• Melt Ice Cream: delicious homemade ice cream
• Turner’s Seafood at Lyceum Hall -Salem: New England-style seafood and oyster bar
• Bambolina: wood-fired pizzas
• Red’s Sandwich Shop: local favorite sandwich shop
• Ugly Mug Diner: trendy American diner
• Life Alive Organic Cafe Salem: all organic vegetarian and vegan cafe
• ChezCasa: incredible sandwiches that are worth the walk from downtown

Salem to Boston

• Driving Time: 45 minutes | 22 miles
• Stops along the way:
  • Connors Farm pumpkins

---

More places to add to your itinerary

If you have more than 2 weeks for your New England fall road trip, or just want to check out someplace new, we have a few bonus destinations for you. 

The Berkshires, Massachusetts

The Berkshires refers to a scenic, rural area in western Massachusetts renowned for its rolling hills, charming towns, and vibrant arts scene. 

Fall is a particularly lovely time to visit the Berkshires as the changing leaves transform the landscape into a kaleidoscope of colors. The region’s dense forests and picturesque landscapes provide some of the most breathtaking fall foliage in New England. 

The region is crisscrossed with scenic hiking trails, such as those in Mount Greylock State Reservation, where you can summit the highest peak in Massachusetts and take in panoramic views of the surrounding foliage. 

Things to do in the Berkshires

• Enjoy leisurely drives along the winding country roads, stopping at farm stands, orchards, and wineries along the way
• Explore quaint towns like Lenox, Stockbridge, and Great Barrington, each offering a unique blend of historic charm
• Check out the Tanglewood music venue, nestled in the woods outside of Lenox. This is the summer home of the Boston Symphony Orchestra
• Visit the Norman Rockwell Museum in Stockbridge
• Go hiking around Mount Greylock

Finger Lakes, New York

Finger Lakes is a region in upstate New York that got its name from the series of ten long, narrow lakes that dot the landscape. As fall arrives, the region bursts into vibrant hues of red, orange, and yellow, creating a picturesque backdrop for exploring its rolling vineyards and charming small towns. 

Things to do in Finger Lakes

• Explore Watkins Glen State Park: state park featuring a cascading waterfall in a narrow gorge
  • We recommend going down into the gorge and walking through tunnels and next to waterfalls. 
• Discover Ithaca: vibrant college town surrounded by stunning nature, known for its lively arts and dining scene
• Grab a pint at Two Goats Brewing: a laid-back brewery offering craft beers with stunning views of Seneca Lake
• Walk to Ithaca Falls: easy flat walk to a large 150-foot waterfall
• Buttermilk Falls State Park: state park featuring a series of cascading waterfalls and scenic hiking trails
• Herkimer Diamond Mines: a unique experience where visitors can dig for their own quartz crystals, known as “Herkimer Diamonds

Where to eat in Finger Lakes

• The Elf In The Oak: a cozy cafe offering delicious homemade sandwiches, baked goods, and locally sourced specialties with a view
• Doug’s Fish Fry: a local favorite eatery known for its fresh, no-frills seafood, especially its famous fish fry

Adirondacks 

Spanning over six million acres in upstate New York, the Adirondacks  is home to towering mountains, pristine lakes, and dense forests that come alive in autumn with stunning fall colors. 

As you drive through the Adirondacks, you’ll be surrounded by breathtaking vistas, from Lake Placid to the dramatic peaks of the High Peaks region. 

Charming towns like Lake Placid, Saranac Lake, and Old Forge provide the perfect base for exploring the area, with opportunities to hike, kayak, and simply take in the natural beauty.

Things to do in Adirondacks

• Indian Head hike: probably one of the most well-known fall foliage hikes on the east coast, (requires parking permit, reserve online in advance) 
• Explore the Adirondack Experience Museum
• Take a scenic train ride on the Adirondack Railroad

---

What is the best time to visit New England?

The best time to visit New England is, in our humble opinion, the fall!

If you find yourself daydreaming about crunchy leaves, maple-spiced coffee, pumpkin patches, crisp autumn air, and foliage in all the orange-yellow-red hues you can imagine… we are right there with you!

Fall is my favorite season of the year and New England is the quintessential fall destination. 

As summer turns to fall, the region’s picturesque landscapes transform into a vibrant tapestry of autumn colors, turning every town, drive and hike into a postcard-worthy photo op. 

The cooler temperatures provide perfect conditions for outdoor activities like apple picking, hiking, and exploring charming small towns. 

Additionally, New England has tons of seasonal events such as fall festivals and harvest markets, making it an ideal time to pass through on your New England fall road trip.

Summer in New England

Summer can be a wonderful time to visit this region, but your itinerary should look a little different. 

Instead of some of the scenic highways through forests, spend more time on the coast and seek out lakes with resort towns. Perhaps add Martha’s Vineyard and or Cape Cod to your route for a quintessential east coast summer vacation.

My personal experience: As a teenager, I went on a New England road trip with my family in the summer, and it was one of my favorite trips from that time. I loved the coastal Maine towns, and I vividly remember having a lobster boil on the beach. If I had to choose between summer or fall I would always choose fall. But part of that is just because I’m obsessed with autumn weather, colors, holidays, food, and all the vibes that come with it!

Tips for leaf peeping in New England in the fall

These tips will ensure you know what to expect and you’re prepared!

1. Come with realistic expectations

Know that the vibrancy of the foliage changes from year to year depending on how much rainfall the region has seen and other factors. Some years it is spectacular, and other years it is more subdued. 

All that said, it will still be dreamy and will likely be one of the best displays of autumn colors you’ve seen (just because this region is that amazing in the fall). As long as you don’t come with a heavily-edited Instagram photo in mind, and you’ll be blown away.

2. Timing for peak colors varies

This makes planning the exact timing for peak a little tricky, but we recommend aiming for the first 2 weeks of October. 

3. Prioritize where you most want to see peak colors

If there’s a specific place you want to get the best colors, like Stowe, Vermont or the Kancamagus Highway, prioritize spending a couple of days at least in that area. 

Also adjust your itinerary so you can aim to be there roughly around the 7-10th of October. Again, this is not an exact science, but it should give you a good chance of near-peak colors.

If you don’t have a specific spot in mind you need to be for peak colors, it might be worth trying to avoid the most popular places, as they will be very crowded at this time. Lesser-known areas will be stunning and have fewer crowds.

4. Book accommodation far ahead if possible

When we think of accommodation in New England, we picture cute B&Bs, glamping stays, Airbnb cabins with hot tubs, historic lodges, and charming downtown hotels. Sounds dreamy, right?

If you, like us, enjoy staying in unique and special accommodation, we recommend trying to book your rooms several months in advance as these will fill up quickly during leaf peeping season.

On the other hand, if accommodation is just a place to crash for the night, and a roadside motel is as good as a boutique bed & breakfast to you, then save your money and don’t worry too much about booking far in advance.

5. If you’re camping, get a Harvest Hosts membership

We did this road trip in our campervan and it was truly incredible. We highly, highly recommend doing it this way, but there’s a bit of a caveat…

There are some really amazing campgrounds in New England, but many of them close down during the fall, which is kind of a shame. We spent a ton of time researching, got suggestions from readers, and spent quite a bit of time on the ground searching, and were able to find a fair amount of campgrounds that were still open in October.* 

That said, our Harvest Host membership was a lifesaver during this trip. Most towns have strict overnight parking regulations, so stealth camping wasn’t a great option. Plus, most of the campgrounds near the actual towns we wanted to visit were fully booked during leaf season.

Our Harvest Hosts membership allowed us to camp at several breweries, maple farms, and even an alpaca farm, all pretty close to towns, which was very convenient. Personally, I wouldn’t do this as a camping trip in the fall without a Harvest Hosts membership.

If you’re not familiar with the program, we have a whole article about the pros and cons of Harvest Hosts.

Is Harvest Hosts Worthwhile? Honest (no BS!) Review + Tips

*Want to know where these campsites are? Check out our New England Map for exact campsite locations that we loved (and that were open well into October).

6. Be prepared for crowds in popular areas

Taking a fall New England road trip is on many people’s bucket lists (and for good reason!), so it makes sense that a lot of the popular places will be crowded.

Not only do people from out of state and out of the country come for fall foliage, but also consider that leaf peeping season is very short – 2-3 weeks at most. That means you’ve got all sorts of people visiting small towns at the same time, making them, and the attractions around them, feel disproportionately busy.

If possible, avoid the most popular, Instagram-famous, spots during midweek. There are tens of thousands of “local-ish” visitors from major east coast cities, like New York and Boston, who plan weekend trips to the top fall color spots, making them extra busy Friday through Sunday. 

Going to popular towns and on iconic hikes midweek and early in the day will give you the best chance of beating crowds.

7. Research whether you need reservations or permits

Some popular hikes and state parks in this region require permits or advance reservations. Make sure you know which require this and which don’t so you don’t show up and get turned away.

Similarly, if there are any restaurants you have your heart set on, make sure you know whether or not reservations are required.

8. This is a trip you can do over and over again

Try not to get overwhelmed by the sheer amount of places in New England that are named at “top places to visit in the fall”. 

There’s no way you can see them all (and do them justice) during one trip. That is, unless you have several weeks and don’t mind starting well before the leaves start changing, and ending your trip when the trees are bare.

Start by using our suggested itinerary, or list out the top places you really want to see and connect them in a route that aligns with your travel days. 

Accept that you won’t be able to see it all on this one trip. Just start planning next year’s New England road trip too! (That’s what we’re doing!)

9. Pack appropriately

Bring a variety of warm layers, rain gear, sun protection, and clothing for warmer days. Fall can be fickle and you may experience all seasons in a single day! 

Also, if you plan to do any hiking, be sure you’re prepared with proper shoes and gear. On the flipside, have a couple of nicer(ish) outfits for cute fall photos, exploring towns, and dining out.

10. Have a game plan as well as flexibility

This is a great trip to have a solid itinerary in mind, but also a bit of flexibility in your schedule. 

A combination of the two will ensure you don’t miss out on the best spots (and you can prepare for them), but you’ll also be able to chase the colors where they are best instead of having to go-go-go.

This is why we love the idea of having a map with all sorts of places pinned (like this one where we have all our top recs and the places that are still on our bucket list!). This means if you end up in an area you don’t have a plan for, you can consult the map and get quick recommendations for the best food, hidden gems, hikes, and viewpoints near you.

---

You might also like…

• Ultimate Road Trip Packing List
• Top New England Hikes for Fall Foliage (+ 1 to skip!)
• How to Plan an Epic USA Road Trip
• Eco-Friendly Road Trip Tips

Don’t forget to grab your New England road trip map!

Save this article on Pinterest for later!

We want to hear from you!

What did you think of our New England fall road trip itineraries? Are you planning a road trip through New England in the fall and still have questions? Leave us a comment below and we’ll do our best to get back to you!