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New England Fall Foliage Road Trip: Waterfalls and Hidden Gems

New England Fall Foliage Road Trip: Waterfalls and Hidden Gems Itinerary

Last updated: 2024 Jun 14

Historic Boston and Culinary Delights

Morning
Start your day with a delightful breakfast at Mike's Pastry, known for its famous cannolis. Afterward, take a leisurely walk through the picturesque Boston Public Garden.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Afterward, explore the Freedom Trail on a guided walking tour, immersing yourself in the rich history of the city.
Evening
Enjoy a sophisticated dinner at No. 9 Park, known for its fine Italian cuisine, to end your first day in Boston.
Bedtime
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Visit Boston Public Garden in Boston, Massachusetts
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Freedom Trail

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Revolutionary Boston and Harbor Views

Morning
Indulge in a delicious breakfast at Neptune Oyster, famous for its fresh seafood. Afterward, visit the Boston Tea Party Ships and Museum for an interactive tour.
Afternoon
For lunch, experience a traditional New England clam chowder at Union Oyster House, the oldest operating restaurant in the U.S. Then, take a Boston Harbor Cruise to enjoy the city's skyline from the water.
Evening
Dine at Top of the Hub for a memorable dinner with panoramic views of the city.
Bedtime
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Visit Boston Boston Tea Party Ships and Museum Interactive Tour in Boston, Massachusetts
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Boston Tea Party Ships and Museum

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Boston Harbor Cruise

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Fenway Park and Brewery Tour

Morning
Start your day with a hearty breakfast at The Capital Grille. Then, embark on a guided tour of the iconic Fenway Park, home of the Boston Red Sox.
Afternoon
Enjoy a beer and lunch at the historic Row 34 before going on a Boston Brewery Tour to learn about the local craft beer scene.
Evening
For dinner, head to Eastern Standard Kitchen & Drinks for a diverse menu in a vibrant setting.
Bedtime
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Literary and Cultural Boston

Morning
Begin your day with a leisurely breakfast at Myers + Chang, known for its Asian-inspired cuisine. Then, visit the Boston Public Library, a haven for book lovers.
Afternoon
For lunch, enjoy the modern French cuisine at L'Espalier. Afterward, explore the Isabella Stewart Gardner Museum, a unique art collection in a stunning setting.
Evening
Dine at Craigie on Main, a renowned restaurant offering a seasonal tasting menu.
Bedtime
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Isabella Stewart Gardner Museum

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Coastal Charm and Culinary Delights

Morning
Arrive in Portland, Maine, and start your day with a delicious breakfast at Fore Street. Then, take a leisurely walk around the historic Old Port district.
Afternoon
For lunch, savor the local seafood at Eventide Oyster Co.. Afterward, visit the Portland Head Light, a picturesque lighthouse with stunning ocean views.
Evening
Enjoy a memorable dinner at Street and Co., known for its fresh seafood and intimate atmosphere.
Bedtime
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Scenic Railway and Mountain Views

Morning
Travel to North Conway, New Hampshire, and have a hearty breakfast at Peach's Restaurant. Then, embark on a journey on the Conway Scenic Railroad, enjoying the fall foliage.
Afternoon
For lunch, stop at Delaney's Hole in the Wall, a local favorite. Afterward, take a scenic drive along the Kancamagus Highway, known for its stunning views.
Evening
Dine at White Mountain Cider Company for a farm-to-table dining experience.
Bedtime
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Culinary Exploration and Departure

Morning
Return to Boston and have a leisurely breakfast at Tatte Bakery & Cafe. Spend the morning exploring the Museum of Fine Arts, home to a world-class art collection.
Afternoon
For a farewell lunch, enjoy the Mediterranean cuisine at Oleana. Afterward, take a walk along the Rose Kennedy Greenway, a vibrant park in the heart of the city.
Evening
Conclude your trip with a memorable dinner at Menton, a Michelin-starred restaurant offering a refined dining experience.
Bedtime
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