New England Adventure

Day 1: Historic Boston

Boston, Massachusetts

8:00AM

Explore Freedom Trail

Begin your day with a walk along the historic Freedom Trail, visiting significant American Revolution sites.
Free, 2 hours

11:00AM

Lunch at Quincy Market

Indulge in diverse culinary delights at Quincy Market amidst lively surroundings.
$$, 1 hour

2:00PM

Walk around Boston Common

Stroll through the oldest city park in the United States, Boston Common, and enjoy the serene atmosphere.
Free, 1.5 hours

6:00PM

Dinner at North End

Savor authentic Italian cuisine in the charming neighborhood of North End, known for its delicious restaurants.
$$$, 2 hours
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Day 2: Coastal Maine

Portland, Maine

9:00AM

Scenic Drive to Portland

Embark on a picturesque drive to Portland, Maine, enjoying the coastal views along the way.
Gas, 3 hours

12:30PM

Lunch at Portland Lobster Company

Delight in fresh seafood and lobster rolls at the iconic Portland Lobster Company with waterfront views.
$$, 1.5 hours

3:00PM

Explore Old Port District

Discover the charming cobblestone streets, boutique shops, and art galleries in the historic Old Port District.
Free, 2 hours

7:00PM

Dinner at Street & Co.

Indulge in a delightful seafood dinner at the renowned Street & Co. restaurant, known for its fresh and innovative dishes.
$$$, 2 hours
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Day 3: Scenic Drive and Vermont Charm

Stowe, Vermont

10:00AM

Drive to Stowe, Vermont

Embark on a scenic drive through the picturesque countryside to the charming town of Stowe, Vermont.
Gas, 4 hours

1:00PM

Lunch at The Whip Bar & Grill

Enjoy a delectable lunch at The Whip Bar & Grill, known for its cozy atmosphere and mouthwatering menu.
$$, 1.5 hours

3:00PM

Visit Trapp Family Lodge

Explore the picturesque Trapp Family Lodge, known for its stunning mountain views and rich history.
$, 2 hours

7:00PM

Dinner at Harrison's Restaurant

Indulge in a delightful dinner at Harrison's Restaurant, offering a cozy and inviting dining experience in Stowe.
$$$, 2 hours
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Day 4: White Mountain National Forest

White Mountain National Forest, New Hampshire

9:00AM

Explore Flume Gorge

Embark on a scenic hike through the breathtaking Flume Gorge, marveling at the natural beauty of the surroundings.
$, 3 hours

1:00PM

Lunch at Polly's Pancake Parlor

Savor a delightful lunch at Polly's Pancake Parlor, known for its delectable pancakes and maple syrup.
$$, 1.5 hours

3:00PM

Scenic Drive on Kancamagus Highway

Embark on a scenic drive along the picturesque Kancamagus Highway, enjoying the stunning views of the White Mountain National Forest.
Gas, 2 hours

7:00PM

Dinner at Woodstock Inn Brewery

Relish a delicious dinner at the Woodstock Inn Brewery, offering a cozy atmosphere and a wide selection of craft beers.
$$$, 2 hours
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Day 5: Coastal Rhode Island

Newport, Rhode Island

9:00AM

Explore Newport Mansions

Step back in time with a visit to the opulent Newport Mansions, showcasing the grandeur of the Gilded Age.
$, 3 hours

1:00PM

Lunch at The Mooring Seafood Kitchen & Bar

Indulge in a seafood feast at The Mooring Seafood Kitchen & Bar, offering stunning waterfront views.
$$, 1.5 hours

3:00PM

Cliff Walk

Take a leisurely stroll along the scenic Cliff Walk, enjoying panoramic views of the rugged coastline and historic architecture.
Free, 2 hours

7:00PM

Dinner at The White Horse Tavern

Experience a delightful dinner at the historic White Horse Tavern, offering a charming colonial ambiance and delectable cuisine.
$$$, 2 hours
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Day 6: Connecticut Countryside

Mystic, Connecticut

9:00AM

Visit Mystic Seaport Museum

Immerse yourself in maritime history at the Mystic Seaport Museum, featuring historic ships and exhibits.
$$, 3 hours

1:00PM

Lunch at Engine Room

Enjoy a delicious lunch at Engine Room, known for its gourmet burgers and craft beer selection.
$$, 1.5 hours

3:30PM

Explore Gillette Castle State Park

Discover the enchanting Gillette Castle State Park, offering panoramic views of the Connecticut River and unique castle architecture.
$, 2 hours

7:00PM

Dinner at Millwright's Restaurant

Indulge in a sophisticated dinner experience at the award-winning Millwright's Restaurant, known for its innovative cuisine and elegant ambiance.
$$$, 2 hours
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Day 7: Return to Pepperell

Pepperell, Massachusetts

10:00AM

Scenic Drive through Massachusetts

Embark on a leisurely drive back to Pepperell, savoring the scenic views and reflecting on the unforgettable journey.
Gas, 4 hours

2:00PM

Lunch at The Bull Run Restaurant

Enjoy a delightful farewell lunch at The Bull Run Restaurant, reminiscing about the wonderful experiences from the road trip.
$$, 1.5 hours

4:00PM

Explore Pepperell Town Center

Take a leisurely stroll through the charming Pepperell Town Center, soaking in the local atmosphere and perhaps picking up some souvenirs.
Free, 1 hour
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