Fall Foliage Adventure in Massachusetts: From Boston to Acadia and the White Mountains

Day 1: Exploring Boston

Boston, MA on October 5, 2024

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with a delicious breakfast featuring pastries, avocado toast, and locally roasted coffee.
Located in the Back Bay region, it's a great spot before hitting the road.
USD20, 1 hour

9:30AM

Depart for North Conway

Hit the road and enjoy the scenic drive north through the beautiful landscapes of Massachusetts and New Hampshire.
Take I-93 N, then NH-16 N toward North Conway.
USD0, 2.5 hours

12:00PM

Lunch at Flatbreads

Enjoy freshly baked pizzas sourced from local ingredients right in North Conway.
Conveniently located near scenic trails and accommodations.
USD35, 1 hour

1:30PM

Visit Mount Washington Valley

Engage in a leisurely hike and soak in the breathtaking fall colors and views.
A short drive from the town center, follow local signs to the trails.
USD0, 2 hours

3:30PM

Explore North Conway Village

Stroll through this charming village with unique shops and fall decorations.
Within walking distance from Mount Washington.
USD0, 1.5 hours

5:00PM

Check-in at Red Jacket Mountain View Resort

Settle into your hotel and recharge for a great evening.
Located in North Conway, NH.
USD200, 1 hour

6:30PM

Dinner at Horsefeathers

Savor a hearty New England fare with burgers, steaks, and an array of local brews.
Just a few minutes by car from the resort.
USD50, 1.5 hours
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Day 2: To Acadia National Park

North Conway, NH > Acadia National Park, ME on October 6, 2024

8:00AM

Breakfast at Your Hotel

Enjoy a complimentary breakfast at the hotel before embarking on today's journey.
On-site restaurant at the resort.
Included in stay, 1 hour

9:00AM

Depart for Acadia National Park

Drive to beautiful Acadia, taking in the stunning scenery along the way.
Take NH-16 S to US-302 E to I-95 N.
USD0, 3 hours

12:00PM

Lunch at Jordan Pond House

Enjoy a meal with views of the pond, featuring traditional popovers and lobster stew.
Located within Acadia National Park.
USD40, 1.5 hours

1:30PM

Hike the Jordan Pond Loop

Take a relaxing hike around this iconic pond, perfect for viewing fall colors.
Trailhead located near the Jordan Pond House.
USD0, 2 hours

3:30PM

Visitor Center Exploration

Visit the park's Visitor Center to learn about its rich history and ecosystems.
Nearby on Park Loop Road.
USD0, 1 hour

4:30PM

Check-in at Bar Harbor Inn

Rest your feet at a beautiful hotel by the coast.
Located in Bar Harbor, conveniently close to attractions.
USD250, 1 hour

6:00PM

Dinner at The Burning Tree

Feast on locally sourced seafood and seasonal dishes with a cozy atmosphere.
Just a short drive in Bar Harbor.
USD75, 1.5 hours
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Day 3: Acadia Adventures

Acadia National Park, ME on October 7, 2024

8:00AM

Breakfast at Cafe This Way

Start your day with a hearty breakfast including pancakes and homemade granola.
Located in downtown Bar Harbor.
USD20, 1 hour

9:00AM

Scenic Drive along Park Loop Road

Enjoy breathtaking vistas while driving through the park with several photo stops.
Main entrance to the loop is near the Visitor Center.
USD0, 2 hours

11:00AM

Biking on Carriage Roads

Rent bikes and ride along the picturesque carriage roads built by Rockefeller.
Bike rentals available near the Jordan Pond area.
USD30, 3 hours

2:00PM

Picnic Lunch at Sand Beach

Relax on the beach with a packed picnic of sandwiches and snacks.
Pack lunch from convenience store before hitting the beach.
USD15, 1.5 hours

3:30PM

Explore Cadillac Mountain

Drive or take a hike to the summit of Cadillac Mountain for stunning panoramic views.
Follow signs to Cadillac Summit Road.
USD0, 2 hours

5:30PM

Return to Hotel

Head back to Bar Harbor Inn to freshen up after the day’s activities.
Drive back down from Cadillac Mountain.
USD0, 1 hour

7:00PM

Dinner at The Lobster Shack

Indulge in lobster rolls and fresh seafood with waterfront views.
Located along the harbor.
USD60, 1.5 hours
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Day 4: Another Day in Acadia

Acadia National Park, ME on October 8, 2024

8:00AM

Breakfast at Jordan Pond House

Relish in their famous popovers and scenic views of the pond.
Return to the Jordan Pond area.
USD30, 1 hour

9:30AM

Kayaking in Eagle Lake

Experience the tranquility of Acadia from the water while kayaking.
Kayak rentals are available from various outfitters in Bar Harbor.
USD50, 2.5 hours

12:00PM

Lunch at The College of the Atlantic

Enjoy a casual meal at this unique campus with organic options.
A short drive from Eagle Lake.
USD25, 1.5 hours

1:30PM

Visit Bass Harbor Head Lighthouse

Explore the iconic lighthouse and take stunning photographs of the coast.
Follow Coastal Route 102 to the lighthouse.
USD0, 1 hour

2:30PM

Explore the Seawall

Walk along coastal paths and enjoy the beautiful rocky shoreline.
A short drive from Bass Harbor.
USD0, 1.5 hours

4:00PM

Return to Hotel

Relax for a bit at the Bar Harbor Inn after your day's adventures.
Drive back to the inn.
USD0, 1 hour

6:00PM

Farewell Dinner at Galyn's

Enjoy a final dinner of Baked Stuffed Lobster in a charming atmosphere.
Located in Bar Harbor downtown.
USD80, 1.5 hours
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Day 5: Return to Boston

Acadia National Park, ME > Boston, MA on October 9, 2024

8:00AM

Breakfast at Hotel

Indulge in a final breakfast at your hotel to kickstart the day.
Enjoy the view while dining.
Included in stay, 1 hour

9:00AM

Depart for Boston

Drive back to Boston through New Hampshire's scenic routes adorned with fall foliage.
Follow I-95 S back to Massachusetts.
USD0, 5 hours

2:00PM

Lunch at The Friendly Toast

Stop for a quirky lunch vibrant with artistic decor and comfort food.
In Cambridge, MA, a fun stop on your way back.
USD25, 1.5 hours

3:30PM

Check-in at Your Boston Hotel

Settle back in Boston and relax after your road trip.
Return to Boston and check into your pre-booked hotel.
USD150, 1 hour

5:00PM

Evening Stroll in Boston Common

Enjoy a final walk among the beautiful fall colors in Boston Common.
Conveniently located near your hotel.
USD0, 1 hour

6:30PM

Farewell Dinner at Mamma Maria

Savor a classic Italian meal in the heart of the North End to wrap up your trip.
Located in Boston's historic Italian district.
USD70, 2 hours
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