Itinerary for 3 day trip to Boston

Boston is a fantastic city with a rich history, vibrant culture, and some quirky spots that will make your trip unforgettable. Plus, with a little jaunt into Vermont, you can experience some beautiful scenery and unique attractions. Let’s dive into your 3-day itinerary!

Day 1: Boston’s Historic Heart & Quirky Finds

Morning:

: Start your day with a walk along the . This 2.5-mile route takes you through 16 historical sites, including the Massachusetts State House, Paul Revere’s House, and the Old North Church. Grab a coffee from a local café to fuel your adventure!

Lunch:

: Head over to Faneuil Hall Marketplace and enjoy lunch at . You’ll find a variety of food stalls offering everything from clam chowder to lobster rolls. Don’t forget to try some Boston cream pie for dessert!

Afternoon:

: After lunch, visit this stunning museum, which is housed in a beautiful Venetian-style palace. The collection is eclectic, and the museum itself has a unique charm. Keep an eye out for the infamous empty frames that commemorate the art heist!

Evening:

Dinner in the : Enjoy a delicious Italian dinner in Boston’s . Try a classic dish at a local trattoria, and make sure to stop by Mike’s Pastry for a cannoli afterward!

Night:

: Cap off your day with a spooky ghost tour. Boston has a rich history, and the ghost stories are just as fascinating as the facts!

Day 2: A Day Trip to Vermont

Morning:

Drive to , VT: Start early and drive to (about 3.5 hours from Boston). The scenic drive through the Green Mountains is beautiful, especially if the leaves are changing!

Lunch:

: Once you arrive, grab lunch at one of the many eateries in the . This pedestrian-only street is filled with shops, restaurants, and street performers.

Afternoon:

: Just a short drive from , this museum is a quirky collection of art, Americana, and historic buildings. It’s like stepping into a time capsule of Vermont’s history!

Evening:

Dinner at a : Vermont is known for its craft beer, so enjoy dinner at a local brewery. Check out the menu for some farm-to-table options paired with a refreshing brew.

Night:

: If you’re up for it, find a quiet spot outside the city for some stargazing. Vermont’s rural areas have minimal light pollution, making it perfect for a night under the stars.

Day 3: Back to Boston for Culture & Events

Morning:

: Start your day with a visit to the MFA. The collection is vast, and you can easily spend hours exploring. Check their schedule for any special exhibitions or events happening during your visit.

Lunch:

: If you’re visiting during the warmer months, check out the food trucks near the museum or along the Rose Kennedy Greenway for a casual lunch.

Afternoon:

: Head over to Cambridge and explore . Visit the Harvard Art Museums and take a stroll through the historic campus. Don’t forget to check out the quirky shops and bookstores in the area!

Evening:

: Check out what’s happening in the city! Whether it’s a concert, theater performance, or a local festival, Boston has a vibrant arts scene. You can find events on platforms like Eventbrite or local listings.

Dinner:

Dinner at a : For your last night, treat yourself to dinner at a unique restaurant. Consider a themed restaurant or one with an unusual concept, like a speakeasy or a dining experience that incorporates local ingredients.

Night:

: End your trip with a stunning view of the Boston skyline from the . It’s a perfect way to reflect on your adventures!

And there you have it! A fun-filled, culturally rich, and slightly quirky 3-day itinerary in Boston and Vermont. Enjoy your travels, and don’t forget to take lots of pictures!