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Fall Colors Road Trip: Boston to Vermont, White Mountains, and Portland

Viewed by 130 travelers

Day 1: Exploring Boston

Boston, MA on October 5, 2024

8:00AM

Breakfast at Flour Bakery

Start your day at Flour Bakery, known for its scrumptious sticky buns and fresh baked goods.
Located in the Fort Point neighborhood, easily accessible before your drive.
USD15, 1 hour

9:00AM

Freedom Trail Walk

Take the historic Freedom Trail that winds through the city to explore landmarks like Boston Common and Paul Revere's House.
Start at Boston Common and follow the red-brick path.
Free, 2 hours

11:30AM

Lunch at Quincy Market

Grab a quick yet delicious lunch at Quincy Market, choosing from a variety of international food stalls.
Just a short walk from Boston Common.
USD20, 1 hour

12:30PM

Drive to Vermont

After lunch, hop in the car for an early afternoon drive to Vermont, enjoying the scenic views of New England.
Drive north via I-93 and I-89.
USD50 (Rental), 3 hours

3:30PM

Check-in at Hotel

Arrive at your cozy hotel in Stowe, Vermont, nestled amidst the fall colors.
Located in central Stowe.
USD200, 30 minutes

4:00PM

Stroll Through Stowe

Enjoy an afternoon stroll in Stowe, with charming shops and lively atmosphere all around.
Walk through the main street of Stowe.
Free, 1.5 hours

5:30PM

Dinner at The Whip Bar & Grill

Savor delicious farm-to-table dishes at The Whip Bar & Grill, offering rustic ambiance and local flavors.
Located right in Stowe.
USD40, 1.5 hours
Find Hotels in Boston

Day 2: Vermont Adventures

Stowe, VT on October 6, 2024

8:00AM

Breakfast at The Green Room

Fuel your day with a hearty breakfast at The Green Room, where you can enjoy fresh ingredients and local coffee.
Located near your hotel in Stowe.
USD15, 1 hour

9:00AM

Smugglers' Notch Scenic Drive

Embark on a scenic drive through Smugglers' Notch, highlighted by vibrant fall foliage and breathtaking mountain views.
Drive route through Smugglers’ Notch Road.
Free, 1.5 hours

10:30AM

Hiking at Mount Mansfield

Take a short hike on Mount Mansfield, Vermont's tallest peak, for stunning panoramic views of the fall colors.
Follow the trails leading from the base area.
Free, 2 hours

1:00PM

Lunch at the Moosewalk Café

Indulge in a light lunch at the Moosewalk Café, known for its casual atmosphere and tasty sandwiches.
A short drive back into Stowe.
USD20, 1 hour

2:00PM

Visit Ben & Jerry's Factory

Take a tour of the iconic Ben & Jerry's Factory and sample their delicious ice cream flavors.
Located just a short drive from Stowe.
USD12, 2 hours

4:00PM

Leaf Peeping on the Waterbury Reservoir

Spend a serene afternoon at Waterbury Reservoir, perfect for leaf peeping and unwinding in nature's beauty.
West side of Stowe.
Free, 2 hours

6:00PM

Dinner at Piecasso

Taste award-winning pizzas at Piecasso, a family-friendly and lively Italian restaurant.
In the heart of Stowe.
USD30, 1.5 hours
Find Hotels in Stowe

Day 3: White Mountain Beauty

White Mountains, NH on October 7, 2024

8:00AM

Breakfast at your Hotel

Enjoy a delicious breakfast at your hotel before heading out to explore the White Mountains.
Conveniently in-house.
Included with Hotel, 1 hour

9:00AM

Drive to White Mountains

Drive to the picturesque White Mountains National Forest, marveling at the awe-inspiring views along the way.
Head southeast on US-302 East.
Free, 1 hour

10:00AM

Kancamagus Highway Scenic Drive

Experience the unforgettable Kancamagus Highway, with breathtaking vistas, vibrant foliage, and captivating photo opportunities.
Start driving along Kancamagus Highway.
Free, 2 hours

12:00PM

Lunch at The Common Man

Refuel at The Common Man, known for hearty New England dishes and a welcoming atmosphere.
Located nearby in Lincoln, NH.
USD25, 1.5 hours

1:30PM

Visit Franconia Notch State Park

Explore the scenic trails and stunning views at Franconia Notch State Park, perfect for an afternoon hike.
From Lincoln, drive into Franconia Notch.
USD5, 2 hours

3:30PM

Mount Washington Observatory

Drive to Mount Washington for sweeping views and engaging exhibits on the weather and environment.
Take the Mount Washington Auto Road.
USD40, 2 hours

5:30PM

Check-in at Hotel

Check-in at a charming hotel in North Conway to rest after a day of adventure.
Located within the beautiful North Conway area.
USD200, 30 minutes

6:00PM

Dinner at Flatbreads Pizza

Unwind at Flatbreads with delicious wood-fired pizzas created from fresh, local ingredients.
Located in North Conway.
USD30, 1.5 hours
Find Hotels in White Mountains

Day 4: Charming Portland

Portland, ME on October 8, 2024

8:00AM

Breakfast at your Hotel

Enjoy a hearty breakfast at your hotel before driving to Portland.
In-house, start your day right.
Included with Hotel, 1 hour

9:00AM

Drive to Portland

Drive to Portland, Maine, ideally positioned with views of the stunning New England coastline.
Take US-302 East towards Portland.
Free, 1.5 hours

10:30AM

Visit Old Port District

Explore the charming Old Port District filled with boutique shops, cobblestone streets, and waterfront views.
Start at the waterfront and explore on foot.
Free, 2 hours

12:30PM

Lunch at Eventide Oyster Co.

Taste fresh seafood at Eventide Oyster Co., famous for their innovative dishes and local oysters.
Located in the Old Port area.
USD30, 1.5 hours

2:00PM

Casco Bay Cruises

Embark on a scenic Casco Bay cruise to enjoy stunning views of the islands and lighthouses.
Located at the Portland waterfront.
USD40, 2 hours

4:30PM

Visit Portland Head Light

Stop by the iconic Portland Head Light lighthouse, a beautiful spot for pictures.
A short drive from the waterfront.
Free, 1 hour

5:30PM

Dinner at The Standard Baking Co.

Conclude your day with dinner at The Standard Baking Co., sampling artisan bread and pastries with local flavors.
Located in the heart of downtown Portland.
USD25, 1.5 hours

7:00PM

Drive Back to Boston

It's time to head back to Boston after an adventure-filled trip, reflecting on the beautiful fall colors.
Take I-95 South towards Boston.
Free, 2 hours
Find Hotels in Portland
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