Ultimate New England Road Trip - 7 Days

Day 1: Boston and Cape Cod

Boston, MA, USA

8:00AM

Explore Freedom Trail

Begin your day by walking the historic Freedom Trail, exploring 16 significant locations from the American Revolution.
Free, 3 hours

12:00PM

Lunch at Neptune Oyster

Indulge in fresh seafood at Neptune Oyster, known for its delectable lobster rolls and oysters.
$$, 1 hour

3:00PM

Relax at Cape Cod Beaches

Drive to Cape Cod and spend the afternoon relaxing at one of the beautiful beaches, such as Nauset Beach or Race Point Beach.
Free, 4 hours

7:00PM

Dinner at The Ocean House

Enjoy a waterfront dining experience at The Ocean House, savoring delicious seafood and breathtaking views of the Atlantic Ocean.
$$$, 2 hours
View Hotel Availability

Day 2: Newport and Mystic

Newport, RI, USA

9:00AM

Tour The Breakers

Start your day with a tour of The Breakers, a grand mansion that is a symbol of the Vanderbilt family's wealth during the Gilded Age.
$$$, 2 hours

12:00PM

Lunch at The Mooring Seafood Kitchen & Bar

Savor a delightful lunch at The Mooring, known for its fresh seafood and picturesque waterfront location in Newport.
$$, 1 hour

3:00PM

Explore Mystic Seaport Museum

Head to Mystic and explore the living history museum of Mystic Seaport, where you can learn about maritime heritage and enjoy scenic views of the waterfront.
$$, 3 hours

7:00PM

Dinner at S&P Oyster Co.

Indulge in a memorable dining experience at S&P Oyster Co., offering a diverse menu of seafood and stunning views of the Mystic River.
$$, 2 hours
View Hotel Availability

Day 3: Woodstock and Littleton

Woodstock, VT, USA

9:00AM

Visit Billings Farm & Museum

Begin your day with a visit to Billings Farm & Museum in Woodstock, where you can explore a working dairy farm and learn about Vermont's rural heritage.
$, 2 hours

12:00PM

Lunch at Worthy Kitchen

Enjoy a farm-to-table lunch experience at Worthy Kitchen, known for its delicious locally sourced menu and craft beer selection.
$$, 1 hour

3:00PM

Explore Littleton Main Street

Stroll along the charming Main Street of Littleton, lined with independent shops, art galleries, and cozy cafes, offering a quintessential New England experience.
Free, 2 hours

7:00PM

Dinner at Bailiwicks

Relish a delightful dinner at Bailiwicks, a cozy restaurant known for its creative American cuisine and warm ambiance in Littleton.
$$, 2 hours
View Hotel Availability

Day 4: White Mountain and Acadia National Park

Bar Harbor, ME, USA

9:00AM

Scenic Drive through White Mountain National Forest

Embark on a scenic drive through the breathtaking landscapes of White Mountain National Forest, with opportunities to stop and admire picturesque vistas along the way.
Free, 4 hours

1:00PM

Lunch at Jordan Pond House

Enjoy a classic lunch at Jordan Pond House in Acadia National Park, known for its famous popovers and stunning views of Jordan Pond and the Bubbles.
$$, 1 hour

3:00PM

Hike the Ocean Path Trail

Embark on a scenic hike along the Ocean Path Trail, offering breathtaking coastal views and the chance to observe the iconic Acadia cliffs and rock formations.
Free, 3 hours

7:00PM

Dinner at Burning Tree

Savor a delicious dinner at Burning Tree, a cozy restaurant in Bar Harbor known for its seasonal, locally sourced menu and warm ambiance.
$$$, 2 hours
View Hotel Availability

Day 5: Boothbay and Portland

Boothbay, ME, USA

9:00AM

Explore Coastal Maine Botanical Gardens

Spend the morning exploring the breathtaking Coastal Maine Botanical Gardens in Boothbay, featuring diverse gardens, scenic trails, and beautiful waterfront views.
$$, 3 hours

12:00PM

Lunch at Robinson's Wharf

Enjoy a delicious seafood lunch at Robinson's Wharf, a waterfront restaurant offering fresh lobster rolls and scenic views of the harbor in Boothbay.
$$, 1 hour

3:00PM

Discover Portland's Old Port District

Head to Portland and explore the historic Old Port District, known for its cobblestone streets, charming shops, art galleries, and vibrant culinary scene.
Free, 2 hours

7:00PM

Dinner at Fore Street

Indulge in a memorable dining experience at Fore Street, a renowned restaurant in Portland offering a seasonal menu featuring locally sourced ingredients and wood-grilled specialties.
$$$, 2 hours
View Hotel Availability

Day 6: Salem

Salem, MA, USA

10:00AM

Explore Salem Witch Museum

Begin your day by exploring the intriguing history of the Salem Witch Trials at the Salem Witch Museum, featuring informative exhibits and presentations.
$$, 2 hours

1:00PM

Lunch at Sea Level Oyster Bar

Enjoy a delightful lunch at Sea Level Oyster Bar, known for its fresh seafood and scenic waterfront views in Salem.
$$, 1 hour

3:00PM

Visit The House of the Seven Gables

Explore The House of the Seven Gables, a historic mansion with a rich maritime history and captivating seaside gardens, offering stunning views of Salem Harbor.
$, 2 hours

7:00PM

Dinner at Ledger Restaurant & Bar

Conclude your day with a memorable dinner at Ledger Restaurant & Bar, featuring a modern American menu inspired by seasonal and locally sourced ingredients.
$$$, 2 hours
View Hotel Availability

Day 7: Departure from Boston

Boston, MA, USA

9:00AM

Explore Boston Public Garden

Start your day with a leisurely stroll through the picturesque Boston Public Garden, featuring beautiful landscapes, iconic statues, and serene ponds.
Free, 1 hour

12:00PM

Lunch at Legal Sea Foods

Enjoy a delicious seafood lunch at Legal Sea Foods, a Boston institution known for its fresh seafood and classic New England dishes.
$$, 1 hour

3:00PM

Visit the USS Constitution Museum

Discover the rich maritime history of the USS Constitution and the War of 1812 through interactive exhibits and engaging historical displays at the USS Constitution Museum.
$, 2 hours

7:00PM

Farewell Dinner at Top of the Hub

Conclude your New England adventure with a memorable farewell dinner at Top of the Hub, offering panoramic views of Boston and a sophisticated dining experience.
$$$, 3 hours
View Hotel Availability