Explore the Nature of New England Road Trip

Day 1: City Exploration

Boston, MA

8:00AM

Visit Freedom Trail

Begin your road trip exploring the historical sites along the Freedom Trail in Boston.
Start at Boston Common and follow the red-brick path to iconic landmarks.
$10, 4 hours

1:00PM

Lunch at Quincy Market

Savor some local seafood and chowder at Quincy Market for a true taste of Boston.
Head to Faneuil Hall Marketplace for a variety of food options.
$20, 1 hour

3:00PM

Explore North End

Stroll through the charming streets of North End, known for its Italian heritage and delicious cannolis.
Walk along Hanover Street for the best bakeries.
$0, 2 hours

6:00PM

Dinner at Legal Sea Foods

Indulge in fresh seafood dishes at Legal Sea Foods for dinner before heading to your accommodation.
Multiple locations throughout the city for convenience.
$30, 1.5 hours
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Day 2: National Park Adventure

Acadia National Park, ME

8:00AM

Hike Cadillac Mountain

Embark on a sunrise hike up Cadillac Mountain for breathtaking views of the park and surrounding islands.
Drive to the trailhead on the Park Loop Road and begin your ascent.
$0, 3 hours

12:00PM

Picnic at Jordan Pond

Enjoy a scenic picnic by the crystal-clear waters of Jordan Pond and try the famous popovers at the Jordan Pond House.
Follow signs to Jordan Pond House for picnic spots.
$15, 1.5 hours

3:00PM

Bike the Carriage Roads

Rent a bike and explore the historic carriage roads designed by John D. Rockefeller Jr.
Rent bikes at the Hulls Cove Visitor Center.
$25, 2 hours

6:00PM

Dinner at Asticou Inn

Relax and dine at Asticou Inn with picturesque views of Northeast Harbor.
Drive to the inn's location for a serene dining experience.
$40, 2 hours
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Day 3: Mountain Retreat

White Mountains, NH

8:00AM

Scenic Drive on the Kancamagus Highway

Experience the stunning fall foliage with a drive along the Kancamagus Highway, one of the most scenic routes in New England.
Start your drive from Lincoln and enjoy the views along the highway.
$0, 4 hours

12:00PM

Lunch at Polly's Pancake Parlor

Indulge in a delicious pancake brunch at the iconic Polly's Pancake Parlor known for its homemade syrups.
Located in Sugar Hill with a cozy mountain atmosphere.
$20, 1 hour

2:00PM

Hike Mount Washington

Embark on a challenging hike up Mount Washington, the highest peak in the Northeast, for panoramic views.
Drive to Pinkham Notch Visitor Center to access the Tuckerman Ravine Trail.
$0, 6 hours

8:00PM

Dinner at The Common Man

Enjoy a hearty meal at The Common Man restaurant offering rustic New England cuisine.
Located in Plymouth, a cozy spot for a satisfying dinner.
$35, 1.5 hours
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Day 4: Forest Exploration

Green Mountain National Forest, VT

9:00AM

Scenic Drive on Route 100

Embark on a picturesque drive along Route 100 through the Green Mountain National Forest, passing charming towns and foliage.
Start at the southern end of Route 100 and head north for scenic beauty.
$0, 5 hours

2:00PM

Visit Moss Glen Falls

Take a short hike to Moss Glen Falls for a peaceful nature experience and stunning waterfall views.
Park at the designated area and follow the trail to the falls.
$0, 1 hour

4:00PM

Explore Manchester Village

Discover the quaint village of Manchester with its historic buildings, art galleries, and boutique shops.
Walk along Main Street to explore the unique shops and galleries.
$0, 2 hours

7:00PM

Dinner at The Reluctant Panther

Indulge in a gourmet dinner at The Reluctant Panther, known for its fine dining and elegant atmosphere.
Make reservations in advance for a luxurious dining experience.
$50, 2 hours
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Day 5: Mountain Ranges

Berkshires, MA

9:00AM

Visit Mount Greylock

Explore the highest peak in Massachusetts, Mount Greylock, for panoramic views of the Berkshires and beyond.
Drive to the summit for breathtaking vistas.
$0, 3 hours

12:00PM

Lunch at The Old Mill

Enjoy a riverside lunch at The Old Mill, a historic restaurant nestled in the heart of the Berkshires.
Relax by the Housatonic River while savoring your meal.
$25, 1.5 hours

2:30PM

Visit The Clark Art Institute

Explore the world-class art collection at The Clark Art Institute, showcasing both European and American masterpieces.
Located in Williamstown for a cultural experience.
$15, 2 hours

6:00PM

Dinner at The Red Lion Inn

Dine at The Red Lion Inn, a historic landmark serving traditional New England fare in a charming setting.
Enjoy a cozy dinner in Stockbridge at this iconic inn.
$40, 2 hours
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Day 6: Coastal Escape

Cape Cod, MA

9:00AM

Visit Cape Cod National Seashore

Explore the pristine beaches, sand dunes, and trails at Cape Cod National Seashore for a peaceful coastal experience.
Start at Salt Pond Visitor Center for information on trails and beach access.
$20, 4 hours

1:00PM

Lunch at The Lobster Pot

Enjoy fresh seafood with a view of Provincetown Harbor at The Lobster Pot, a Cape Cod landmark.
Located in Provincetown for a quintessential Cape Cod dining experience.
$30, 1.5 hours

3:00PM

Explore Provincetown

Stroll through the vibrant streets of Provincetown, known for its art galleries, boutiques, and historic landmarks.
Walk along Commercial Street for shopping and sightseeing.
$0, 2 hours

6:00PM

Dinner at The Mews Restaurant & Cafe

Relish a dinner at The Mews Restaurant & Cafe with an eclectic menu and panoramic views of the harbor.
Make reservations for a waterside dining experience.
$45, 2 hours
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Day 7: Historical Charm

Newport, RI

9:00AM

Visit The Breakers

Tour the opulent Vanderbilt mansion, The Breakers, showcasing Gilded Age architecture and grandeur.
Purchase tickets for the mansion tour and explore the lavish rooms and grounds.
$25, 2 hours

12:00PM

Lunch at The White Horse Tavern

Dine at The White Horse Tavern, America's oldest tavern, for a historic meal in a charming setting.
Experience colonial charm at this Newport institution.
$35, 1.5 hours

2:30PM

Explore Cliff Walk

Walk along the scenic Cliff Walk, offering stunning views of the coastline and Newport's famed mansions.
Start at the Newport Cliff Walk entrance for a leisurely coastal stroll.
$0, 2 hours

5:00PM

Sunset Sail

Embark on a sunset sail to admire the beautiful Newport skyline from the water.
Book a sunset sailing tour for a memorable end to your New England adventure.
$50, 2 hours
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