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1
Stowe
2
White Mountains
3
Portland
4
Nantucket
5
Boston

16-Day New England Fall Foliage & Coast

16 days
5 cities
71 experiences
5 hotels
5 transports
Download
Dallas
Stowe
Sep 19 – 22
White Mountains
Sep 22 – 24
Portland
Sep 24 – 27
Nantucket
27 Sep – 1 Oct
Boston
Oct 1 – 5
Dallas
Days 1-4
Sep 19 – 22
Stowe

Hi! Your trip includes a wonderful stay in Stowe, Vermont, from September 19 to 22, 2026. This charming town is perfect for enjoying the vibrant fall foliage and scenic nature walks, which align beautifully with your love for autumn colors and outdoor activities. Stowe offers a cozy, boutique atmosphere with plenty of opportunities to relax and soak in the quintessential New England charm.

Car Rental
Sep 19
Toyota Corolla

Toyota Corolla

Intermediate • Automatic • 4-5 Door
Stay
Days 1-4
Sep 19 – 22
3 nights

Green Mountain Inn

9.6
Wonderful1,000 reviews
Historic inn dating back to 1833 for authentic charm
Itinerary
Days 1-4
Sep 19 – 22
Day 1•Sep 19•Weather icon20°C•2 Experiences

Arrival and Relaxing Evening in Stowe

Day 2•Sep 20••4 Experiences

Exploring Smugglers Notch and Local Flavors

Day 3•Sep 21•Weather icon22°C•3 Experiences

Scenic Path and Waterfall Views

Day 4•Sep 22•Weather icon24°C•2 Experiences

Morning in Stowe and Departure to White Mountains

Days 4-6
Sep 22 – 24
White Mountains

Experience the breathtaking fall foliage in the White Mountains, New Hampshire, where vibrant autumn colors paint the landscape. Enjoy scenic drives along the Kancamagus Highway, hike picturesque trails, and relax in charming mountain towns. This leg offers a perfect blend of nature, adventure, and cozy New England charm.

Stay
Days 4-6
Sep 22 – 24
2 nights

The Glen House Hotel

Standard Room, 2 Queen Beds, Accessible (Accessible Classic Queen)
9.6
Wonderful1,005 reviews
Located directly in the White Mountains near scenic drives
Itinerary
Days 4-6
Sep 22 – 24
Day 4•Sep 22•3 Experiences

Arrival and Scenic Mountain Drives

Day 5•Sep 23•3 Experiences

Cog Railway and Mountain Exploration

Day 6•Sep 24•4 Experiences

Tramway Views and Departure

Days 6-9
Sep 24 – 27
Portland

Your trip includes a visit to Portland, Maine, where you can enjoy the vibrant arts scene, historic Old Port district, and world-renowned seafood. This coastal city offers a perfect blend of charming boutiques, scenic waterfront views, and excellent dining experiences, making it an ideal stop for a relaxing yet culturally rich leg of your journey. Don't miss the chance to explore Portland Head Light, one of the most photographed lighthouses in America, adding a picturesque touch to your fall trip.

Stay
Days 6-9
Sep 24 – 27
3 nights

The Press Hotel, Marriott Autograph Collection

Room, 1 King Bed
9.4
Wonderful1,000 reviews
Located in the heart of downtown Portland, steps from the waterfront and historic district.
Itinerary
Days 6-9
Sep 24 – 27
Day 6•Sep 24••5 Experiences

Arrival in Portland and Old Port Culinary Exploration

Day 7•Sep 25••4 Experiences

Lighthouses and Casco Bay Scenic Views

Day 8•Sep 26•Weather icon15°C•5 Experiences

Portland History and Local Craft Beverages

Day 9•Sep 27••2 Experiences

Departure to Nantucket

Days 9-13
27 Sep – 1 Oct
Nantucket

Your trip includes a charming stay in Nantucket from September 27 to October 1, 2026, where you can enjoy the quintessential New England fall experience. Explore the island's historic lighthouses, stroll along pristine beaches, and savor fresh seafood in cozy local eateries. This leg perfectly blends relaxing beach vibes with autumnal beauty, making it a highlight of your Northeast journey.

Stay
Days 9-13
27 Sep – 1 Oct
4 nights

Jared Coffin House

Superior Queen Guest Room - Daniel Webster HouseBreakfast included
9.2
Wonderful957 reviews
Iconic historic 1845 landmark offering an authentic Nantucket experience
Itinerary
Days 9-13
27 Sep – 1 Oct
Day 9•Sep 27•2 Experiences

Arrival in Nantucket

Day 10•Sep 28•4 Experiences

Historic Downtown and Coastal Brews

Day 11•Sep 29•4 Experiences

Lighthouse Views and Sconset Charm

Day 12•Sep 30•4 Experiences

Biking the Island and Sunset at Madaket

Day 13•Oct 1•1 Experience

Departure Day

Days 13-17
Oct 1 – 5
Boston

Your upcoming stay in Boston from October 1 to October 5, 2026, offers a perfect blend of rich history and vibrant city life. Explore iconic landmarks like the Freedom Trail and enjoy the crisp fall air with colorful foliage in nearby parks. Staying in a centrally located hotel, you'll have easy access to Boston's best dining, shopping, and cultural experiences, making this leg of your trip both convenient and memorable.

Stay
Days 13-17
Oct 1 – 5
4 nights

The Godfrey Hotel Boston

Studio
9.6
Wonderful5,187 reviews
Centrally located steps from The Freedom Trail
Itinerary
Days 13-17
Oct 1 – 5
Day 13•Oct 1••3 Experiences

Arrival in Historic Boston

Day 14•Oct 2•Weather icon17°C•5 Experiences

Freedom Trail and North End Exploration

Day 15•Oct 3•Weather icon24°C•6 Experiences

Gardens, Books, and Art in Back Bay

Day 16•Oct 4••4 Experiences

Harvard History and Fenway Views

Day 17•Oct 5•Weather icon27°C•1 Experience

Departure from Boston

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This itinerary was created with Layla, the free AI trip planner.