8-Day New England Adventure: Boston to Acadia National Park and Beyond

Day 1: Explore Boston

Boston, MA on September 28, 2024

8:00AM

Breakfast at Tatte Bakery & Cafe

Start the day with a delicious breakfast, enjoying freshly baked pastries and vibrant brunch options.
Walk from the hotel if staying downtown or drive if outside.
USD20, 1.5 hours

10:00AM

Freedom Trail

Take a leisurely walk along the Freedom Trail to explore Boston's rich history, visiting key sites like the Boston Commons and the Old North Church.
Start at Boston Commons and follow the red brick path.
Free, 3 hours

1:00PM

Lunch at Quincy Market

Enjoy lunch at Quincy Market with a variety of food stalls offering everything from clam chowder to artisan sandwiches.
Walk from Freedom Trail to Quincy Market.
USD15, 1.5 hours

3:00PM

Visit the Museum of Fine Arts

Explore an impressive collection of art from around the world, spending the afternoon immersed in creativity.
Short drive or transit to the museum.
USD27, 2.5 hours

6:00PM

Dinner at Legal Sea Foods

Savor some of Boston’s renowned seafood at this iconic restaurant known for its fresh catches!
Drive or take the subway to the restaurant.
USD40, 2 hours

8:00PM

North End Stroll

End your day with a stroll through the historic North End, perhaps stopping for a cannoli at Mike’s Pastry.
Short drive or walk to the North End.
USD5, 1 hour
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Day 2: Salem Exploration

Salem, MA on September 29, 2024

9:00AM

Breakfast at Captain Dusty’s Ice Cream

Start the day with a unique breakfast experience both sweet and satisfying.
Drive from Boston to Salem, which is about 30 minutes.
USD15, 1 hour

10:00AM

Salem Witch Museum

Dive into the history of Salem's witch trials at this educational museum, rich in dramatic presentations.
Short walk from breakfast.
USD12, 1.5 hours

12:00PM

Lunch at The Lobster Shanty

Taste fresh seafood at this quaint, quirky venue while enjoying the local atmosphere.
Walk to the restaurant.
USD20, 1.5 hours

2:00PM

Explore the Salem Maritime Historic Site

Wander along the waterfront to discover the city's maritime heritage and historical architecture.
A very short walk from lunch.
Free, 2 hours

4:30PM

House of the Seven Gables

Tour this historic house famously linked to Nathaniel Hawthorne and learn about its intriguing history.
Drive to the site, five minutes away.
USD15, 2 hours

7:00PM

Dinner at Finz

Enjoy fresh seafood with a modern twist while gazing at the beautiful harbor views.
Close drive or approximately 15 minutes walk.
USD35, 2 hours
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Day 3: Provincetown Visit

Provincetown, MA on September 30, 2024

8:00AM

Breakfast at The Blue Buyou

Start your day with a hearty meal featuring local ingredients and delicious coffee.
Drive to Provincetown, taking about 1.5 hours along Cape Cod.
USD20, 1 hour

9:30AM

Visit the Provincetown Museum

Explore local history, art, and the whaling heritage of this unique coastal town.
Short walk from breakfast.
USD10, 1.5 hours

11:00AM

Walk along Commercial Street

Stroll down this vibrant street filled with shops, galleries, and seaside charm.
Easy walk through town.
Free, 2 hours

1:00PM

Lunch at The Lobster Pot

Indulge in delicious New England lobster while admiring the stunning views of the harbor.
Continue walking down Commercial Street.
USD35, 1.5 hours

3:00PM

Art Galleries Tour

Visit various local art galleries to appreciate the creativity and talent of Provincetown artists.
Short walks between galleries.
Free, 2 hours

5:00PM

Cape Cod National Seashore

Enjoy a scenic drive through the National Seashore, stopping at beautiful beaches and scenic outlooks.
Drive to the National Seashore.
Free, 2 hours

7:30PM

Dinner at The Crown & Anchor

Have dinner at this lively venue featuring great food and entertainment in the heart of Provincetown.
Drive back to the town center.
USD30, 2 hours
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Day 4: Apple Picking Adventure

Central Massachusetts on October 1, 2024

8:00AM

Breakfast at Johnny Appleseed Restaurant

Kick start your day with a warm breakfast in a cozy atmosphere, perfect for apple picking!
Drive to Lowell, approximately 1 hour.
USD15, 1 hour

9:30AM

Apple Picking at Honey Pot Hill Orchard

Spend a few hours picking fresh apples and enjoying the fall scenery at this popular orchard.
Drive 30 minutes to the orchard.
USD10 for entrance and apples, 3 hours

1:00PM

Lunch at The Apple Pie Cafe

Enjoy homemade apple pie along with seasonal dishes at this cozy café near the orchard.
Drive 5 minutes to the café.
USD20, 1.5 hours

3:00PM

Visit a Pumpkin Patch

Explore the patch for an afternoon of fun picking pumpkins and other fall activities.
Drive 10 minutes to the patch.
USD10, 2 hours

5:30PM

Return to Boston

Head back to Boston for the night, relaxing after a fun-filled day.
Drive back approximately 1 hour.
Free, 1 hour

7:30PM

Dinner at The Capital Grille

Enjoy a refined dining experience with prime steaks and an extensive wine list to end the day.
Drive to the restaurant in Boston.
USD75, 2 hours
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Day 5: Mystic Expedition

Mystic, CT on October 2, 2024

8:00AM

Breakfast at The Pancake House

Enjoy a homemade breakfast with fluffy pancakes and other classic dishes.
Drive approximately 2 hours to Mystic.
USD20, 1 hour

9:30AM

Mystic Seaport Museum

Discover America’s maritime heritage at this quaint village filled with historic ships and exhibits.
Short drive from breakfast.
USD28, 2.5 hours

12:00PM

Lunch at Mystic Pizza

Stop for lunch at the iconic eatery that inspired the movie, serving delicious pizzas.
Walk from the museum.
USD15, 1.5 hours

1:30PM

Mystic Aquarium

Explore marine life and enjoy interactive exhibits at this engaging aquarium.
A quick drive to the aquarium.
USD40, 2 hours

3:30PM

Walk across the Mystic River Bridge

Enjoy picturesque views while walking across this historic drawbridge.
Walk to the bridge from the aquarium.
Free, 30 minutes

5:00PM

Dinner at The Oyster Club

End your day with a fresh seafood dinner made from local ingredients and fresh catches.
Drive to the restaurant.
USD40, 2 hours
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Day 6: Acadia National Park

Bar Harbor, ME on October 3, 2024

8:00AM

Breakfast at Cafe This Way

Fuel up with a hearty breakfast featuring local flavors before heading to one of the most stunning parks in the country.
Drive approximately 4 hours to Bar Harbor.
USD20, 1 hour

10:00AM

Acadia National Park Visitor Center

Start at the visitor center for maps and hiking recommendations before diving into this natural wonder.
Drive 10 minutes to the park entrance.
Free, 1 hour

11:00AM

Jordan Pond

Take an easy hike around the picturesque Jordan Pond surrounded by lush landscapes and famous popovers.
Drive into the park for a scenic route.
Free, 2 hours

1:00PM

Lunch at Jordan Pond House

Indulge in lunch here, where the signature popovers and tea service are a must-try!
Walking distance from the pond.
USD25, 1.5 hours

3:00PM

Cadillac Mountain

Drive up to the top of Cadillac Mountain for breathtaking panoramic views of the park and surrounding waters.
Drive within the park, approximately 30 minutes.
Free, 2 hours

5:30PM

Dinner at The Restaurant at Meadows

Savor local dishes with a friendly atmosphere in Bar Harbor after an adventurous day in the park.
Short drive or walk from Cadillac Mountain.
USD35, 2 hours
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Day 7: Mark Twain House Visit

Hartford, CT on October 4, 2024

8:00AM

Breakfast at The Coffee Pedaler

Grab a warm beverage and a pastry before departing Bar Harbor.
Drive approximately 3.5 hours to Hartford.
USD10, 1 hour

11:00AM

Mark Twain House & Museum

Explore the grand home of the famous author and learn about his life and works at this historical site.
Short drive from breakfast.
USD22, 1.5 hours

1:00PM

Lunch at Salute

Savor Italian-American dishes at this popular local spot with a welcoming vibe.
Drive 10 minutes to the restaurant.
USD20, 1.5 hours

2:30PM

Wadsworth Atheneum Museum of Art

Visit this renowned art museum featuring a diverse collection spanning different time periods.
Drive across town to the museum.
USD15, 2 hours

4:30PM

Explore Elizabeth Park

Relax in this beautiful park filled with stunning gardens, perfect for a peaceful afternoon stroll.
Short drive to the park.
Free, 1.5 hours

6:30PM

Dinner at Max Downtown

Enjoy a fine dining experience featuring contemporary American cuisine in a sophisticated setting.
Drive to downtown Hartford.
USD50, 2 hours
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Day 8: Explore Delaware and Vermont

Delaware & Vermont on October 5, 2024

8:00AM

Breakfast at Blue Plate Diner

Start your day with a classic diner breakfast before heading out for the final stretch of your adventure.
Drive approximately 2 hours to Delaware.
USD15, 1 hour

10:00AM

Visit Nemours Estate

Explore this magnificent mansion and gardens, which showcase beautiful architecture and landscaping.
Drive 1.5 hours to Nemours Estate from breakfast.
USD20, 1.5 hours

12:00PM

Lunch at The Green Room

Have a delightful lunch at the estate's café before your next destination.
On-site.
USD25, 1 hour

1:30PM

Ben & Jerry's Factory Tour

Take an entertaining tour of the famous ice cream factory and enjoy a tasty sample!
Drive 1.5 hours to Waterbury, VT.
USD10, 1.5 hours

3:30PM

Grafton Village Cheese Factory

Visit this local cheese factory to understand artisanal cheese-making and sample delicious cheeses.
Drive 30 minutes to Grafton.
USD10, 1.5 hours

5:30PM

Dinner at Shelburne Farms

End this amazing trip with a farm-to-table dinner at one of Vermont's iconic locations practicing sustainability.
Drive 1 hour to Shelburne.
USD50, 2 hours
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