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Roam Around

8 Days Exploring Boston and Vermont Itinerary

Last updated: 2024 Jun 14

Welcome to Boston

Morning

Start your day with a visit to the Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to the history of the United States. Enjoy breakfast at Tatte Bakery & Cafe, known for its delicious pastries and coffee.

Afternoon

After the Freedom Trail, head over to Faneuil Hall Marketplace for some shopping and lunch at Union Oyster House, one of the oldest restaurants in America.

Evening

In the evening, explore Beacon Hill, one of Boston's most picturesque neighborhoods. For dinner, enjoy a meal at No. 9 Park, offering French and Italian-inspired cuisine.

Bedtime

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Freedom Trail
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4.59
Faneuil Hall Marketplace
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Historic Sites and Harvard

Morning

Begin your day with a visit to Harvard University in Cambridge. Take a guided tour of this prestigious institution and grab breakfast at The Friendly Toast, known for its hearty meals.

Afternoon

After exploring Harvard, visit the nearby Harvard Museum of Natural History. For lunch, head to Beat Brasserie for some eclectic American cuisine.

Evening

In the evening, stroll through Harvard Square and enjoy dinner at Grendel's Den Restaurant & Bar, a cozy spot with great food and drinks.

Bedtime

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Harvard University
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Harvard Museum of Natural History
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Art and Science in Boston

Morning

Start your day with a visit to the renowned Museum of Science Boston. Have breakfast at The Friendly Toast located nearby.

Afternoon

After exploring the museum, head over to the artistic neighborhood of Back Bay. Visit the iconic Boston Public Library and have lunch at Saltie Girl, famous for its seafood dishes.

Evening

End your day with a visit to the historic site of Fenway Park. Enjoy dinner at Eastern Standard Kitchen & Drinks located close by.

Bedtime

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Museum of Science Boston
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Boston Public Library
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Journey to Vermont

Morning

Depart from Boston early in the morning after having breakfast at your hotel or a local cafe like Flour Bakery + Cafe. Begin your drive towards Newport, Vermont.

Afternoon

On your way, stop by Stowe Mountain Resort for some scenic views and lunch at one of their on-site restaurants like Cliff House Restaurant.

Evening

Arrive in Newport by evening. Check into your accommodation and have dinner at local favorite restaurant like Lago Trattoria.

Bedtime

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Exploring Newport's Charm

Morning

Start your day with breakfast at The Brown Cow Restaurant before heading out to explore Lake Memphremagog. Enjoy activities such as kayaking or simply taking in the beautiful views.

Afternoon

Have lunch at Dusit Thai Cuisine before visiting nearby attractions such as Jay Peak Resort or hiking trails around Willoughby State Forest.

Evening

For dinner enjoy local flavors at The Eastside Restaurant & Pub followed by an evening stroll along Main Street.

Bedtime

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Von Trapp Family Lodge Visit

Morning

Drive down from Newport early morning after having breakfast from Newport Natural Market & Cafe towards Stowe.

Afternoon

Visit Von Trapp Family Lodge where you can take guided tours about history behind Sound Of Music family followed by lunch onsite.

Evening

Explore more around Stowe village before heading back towards Newport; Dinner enroute back could be enjoyed from Piecasso Pizzeria & Lounge.

Bedtime

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Scenic Drive Back To Boston

Morning

Have an early morning start after enjoying breakfast from Derby Cow Palace then begin scenic drive back towards boston via NH White Mountains region.

Afternoon

Stopover Franconia Notch State Park NH where you can hike trails or take aerial tramway ride up Cannon Mountain; Lunch options include Lafayette Place Campground Store.

Evening

Arrive back into boston late evening check-in hotel followed by Dinner reservations made earlier could be enjoyed @Mamma Maria North End Italian Cuisine

Bedtime

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