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Family Adventure Road Trip in New England

Viewed by 86 travelers

Day 1: Exploring Boston

Boston, MA

8:00AM

Freedom Trail

Start your day with a walk along the historic Freedom Trail, visiting iconic sites like the Paul Revere House and Faneuil Hall.
Take the subway to Downtown Crossing station to begin the Freedom Trail.
Free, 3 hours

12:00PM

Lunch at Quincy Market

Enjoy a variety of food options at Quincy Market, a bustling marketplace with numerous vendors.
Quincy Market is conveniently located along the Freedom Trail.
$, 1 hour

2:00PM

New England Aquarium

Spend the afternoon exploring the marine life at the New England Aquarium, perfect for families.
Walk from Quincy Market to the New England Aquarium.
$$, 2 hours

5:00PM

Dinner at North End

Indulge in delicious Italian cuisine in Boston's historic North End neighborhood.
Drive or take a short subway ride to North End.
$$, 2 hours
Find Hotels in Boston

Day 2: Coastal Charm in Portland

Portland, ME

9:00AM

Portland Head Light

Start your day with a visit to the iconic Portland Head Light, Maine's oldest lighthouse.
Drive to Cape Elizabeth to reach Portland Head Light.
Free, 1.5 hours

12:00PM

Lunch at Portland Lobster Company

Enjoy fresh seafood with waterfront views at Portland Lobster Company.
Drive to Portland Lobster Company along the coast.
$$, 1 hour

2:00PM

Casco Bay Lines Cruise

Embark on a scenic cruise with Casco Bay Lines to explore the beautiful islands of Casco Bay.
Head to Casco Bay Lines terminal for the cruise departure.
$$$, 2 hours

5:00PM

Dinner at Street & Co.

Savor fresh seafood dishes at the cozy Street & Co. restaurant in Portland.
Walk or drive to Street & Co. in the Old Port district.
$$$, 2 hours
Find Hotels in Portland

Day 3: Nature in White Mountains

White Mountains, NH

9:00AM

Mount Washington

Embark on a scenic drive or take the Cog Railway up Mount Washington for breathtaking views.
Drive to Mount Washington or head to the Cog Railway station.
$$, 4 hours

1:00PM

Picnic Lunch at Echo Lake

Enjoy a picnic lunch by the serene Echo Lake, surrounded by the White Mountains.
Drive to Echo Lake for a relaxing lunch break.
$, 1 hour

3:00PM

Hiking in Franconia Notch State Park

Explore the beautiful trails and waterfalls of Franconia Notch State Park on a family-friendly hike.
Drive to Franconia Notch State Park for hiking trails.
Free, 2 hours

6:00PM

Dinner at Polly's Pancake Parlor

Indulge in delicious pancakes for dinner at the famous Polly's Pancake Parlor in the White Mountains.
Drive to Polly's Pancake Parlor for a unique dining experience.
$$, 1.5 hours
Find Hotels in White Mountains

Day 4: Adventure in Stowe

Stowe, VT

9:00AM

Stowe Recreation Path

Start your day with a leisurely bike ride or stroll along the scenic Stowe Recreation Path.
Head to the Stowe Recreation Path for outdoor adventure.
Free, 2 hours

12:00PM

Lunch at The Whip Bar & Grill

Enjoy a hearty lunch at The Whip Bar & Grill, known for its cozy atmosphere and delicious food.
Drive to The Whip Bar & Grill in Stowe.
$$, 1 hour

2:00PM

Zip Lining at ArborTrek Canopy Adventures

Experience an adrenaline rush with zip lining through the treetops at ArborTrek Canopy Adventures.
Drive to ArborTrek Canopy Adventures for the zip lining adventure.
$$$, 2 hours

5:00PM

Dinner at The Bench

Enjoy farm-to-table cuisine at The Bench restaurant, offering a variety of dishes for the whole family.
Head to The Bench in downtown Stowe for dinner.
$$$, 2 hours
Find Hotels in Stowe

Day 5: Exploring Berkshires

Berkshires, MA

9:00AM

Norman Rockwell Museum

Immerse yourself in American art history at the Norman Rockwell Museum, showcasing the works of the beloved artist.
Drive to the Norman Rockwell Museum in Stockbridge.
$$, 2 hours

12:00PM

Lunch at Once Upon a Table

Enjoy a charming lunch at Once Upon a Table, a cozy cafe known for its delicious sandwiches and pastries.
Drive to Once Upon a Table for a quaint lunch experience.
$, 1 hour

2:00PM

Hiking at Mount Greylock State Reservation

Embark on a scenic hike at Mount Greylock State Reservation, the highest peak in Massachusetts, for stunning views.
Drive to Mount Greylock State Reservation for hiking trails.
Free, 3 hours

6:00PM

Dinner at Alta Restaurant & Wine Bar

Indulge in a fine dining experience at Alta Restaurant & Wine Bar, offering a diverse menu and wine selection.
Drive to Alta Restaurant & Wine Bar in Lenox for dinner.
$$$, 2 hours
Find Hotels in Berkshires

Day 6: Seaside Relaxation in Newport

Newport, RI

9:00AM

Cliff Walk

Take a leisurely stroll along the scenic Cliff Walk, offering panoramic views of the Atlantic Ocean and historic mansions.
Start your day at the Cliff Walk entrance for a relaxing walk.
Free, 2 hours

12:00PM

Lunch at The Mooring Seafood Kitchen & Bar

Savor fresh seafood dishes with waterfront views at The Mooring Seafood Kitchen & Bar in Newport.
Walk or drive to The Mooring Seafood Kitchen & Bar for lunch.
$$, 1 hour

2:00PM

Mansion Tour at The Breakers

Explore the grandeur of The Breakers, a historic Vanderbilt mansion showcasing Gilded Age opulence.
Drive to The Breakers for a guided mansion tour.
$$$, 2 hours

5:00PM

Dinner at Bouchard Restaurant & Inn

Indulge in French cuisine at the elegant Bouchard Restaurant & Inn, known for its romantic ambiance and culinary delights.
Drive to Bouchard Restaurant & Inn for a memorable dinner experience.
$$$$, 2 hours
Find Hotels in Newport

Day 7: Return to Boston

Boston, MA

9:00AM

Harvard University

Explore the prestigious Harvard University campus and visit iconic landmarks like Harvard Yard and Harvard Square.
Drive to Harvard University in Cambridge for a self-guided tour.
Free, 2 hours

12:00PM

Lunch at Tatte Bakery & Cafe

Enjoy a delicious Mediterranean-inspired lunch at Tatte Bakery & Cafe, known for its pastries and sandwiches.
Drive to Tatte Bakery & Cafe for a flavorful lunch.
$$, 1 hour

2:00PM

Shop at Faneuil Hall Marketplace

Browse through the shops and stalls at Faneuil Hall Marketplace, a historic shopping destination in Boston.
Drive back to Boston for some shopping at Faneuil Hall Marketplace.
$$, 2 hours

5:00PM

Farewell Dinner at Union Oyster House

Conclude your New England adventure with a classic seafood dinner at the historic Union Oyster House in Boston.
Head to Union Oyster House for a quintessential New England dining experience.
$$$, 2 hours
Find Hotels in Boston
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