3 days in New England Itinerary

3 days in New England Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

3 days in New England Itinerary

New York City
Fly + bus:  3​h 15​min
Boston
— 2 nights
Drive:  2​h 30​min
Woodstock
— Few hours
Drive:  5​h
New York City

2
days
Boston

Boston
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Start off your visit on the 24th (Sun): admire the natural beauty at Boston Public Garden and then explore and take pictures at Fenway Park. On the 25th (Mon), you'll have a packed day of sightseeing: tour the pleasant surroundings at Boston Common, then explore the world behind art at Museum of Fine Arts, and then appreciate the extensive heritage of Freedom Trail.

To see maps, where to stay, reviews, and other tourist information, read Boston custom trip planner.

New York City to Boston is an approximately 3.5-hour combination of flight and bus. You can also drive; or take a bus. In September, Boston is slightly colder than New York City - with highs of 74°F and lows of 59°F. Cap off your sightseeing on the 26th (Tue) early enough to go by car to Woodstock.

Things to do in Boston

Museums Parks Historic Sites
Highlights from your plan
Museum of Fine Arts
Museum of Fine Arts
Fenway Park ©
Fenway Park
Freedom Trail
Freedom Trail

1
day
Woodstock

Woodstock
Woodstock is the shire town and county seat of Windsor County, Vermont, in the United States. Kick off your visit on the 26th (Tue): explore the striking landscape of Marsh - Billings - Rockefeller National Historical Park.

To find traveler tips, reviews, where to stay, and other tourist information, you can read our Woodstock online itinerary creator.

Traveling by car from Boston to Woodstock takes 2.5 hours. Alternatively, you can do a combination of taxi, flight, and bus; or take a bus. Plan for little chillier nights when traveling from Boston in September since evenings lows in Woodstock dip to 50°F. Finish up your sightseeing early on the 26th (Tue) so you can go by car back home.

Things to do in Woodstock

Historic Sites Outdoors Parks
Highlights from your plan

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