13 days in New Haven & Boston Itinerary

13 days in New Haven & Boston Itinerary

Created using Inspirock United States trip planner

This plan was created by another user.  Make it your plan

Route & dates

13 days in New Haven & Boston Itinerary

Start: Winchester
Drive:  6​h 30​min
1
New Haven
— 5 nights
train:  2​h 15​min
2
Boston
— 7 nights
Fly + bus:  5​h 15​min
End: Winchester

5
nights
New Haven

New Haven ©
New Haven, in the U.S. Explore the numerous day-trip ideas around New Haven: Mystic (Mystic Seaport Museum & Mystic Aquarium), The Book Barn (in Niantic) and Six Flags New England (in Agawam). There's lots more to do: browse the collection at Franklin D. Roosevelt Presidential Library and Museum, admire all the interesting features of Yale University, admire the masterpieces at Yale University Art Gallery, and pause for some serene contemplation at St. Mary's Church.

To find other places to visit, where to stay, reviews, and more tourist information, use the New Haven sightseeing planner.

Boston to New Haven is an approximately 2.5-hour train ride. You can also take a bus; or drive. July in New Haven sees daily highs of 83°F and lows of 68°F at night. Wrap up your sightseeing on the 3rd (Sat) early enough to take a train to Boston.

Things to do in New Haven

Museums Theme Parks Historic Sites

Side Trips

Mystic, Six Flags New England, The Book Barn, Franklin D. Roosevelt Presidential Library and Museum, Norman Rockwell Museum
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Six Flags New England ©
Six Flags New England
Mystic Aquarium ©
Mystic Aquarium

7
nights
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.
Get out of town with these interesting Boston side-trips: Dolphin & Whale Watching (in Gloucester), Scituate Lighthouse (in Scituate) and Provincetown (Herring Cove Beach, Pilgrim Monument & Provincetown Museum, & more). There's still lots to do: explore and take pictures at Fenway Park, tour the pleasant surroundings at Corn Hill Beach, admire the natural beauty at Boston Public Garden, and get curious at Museum of Science.

For ratings, more things to do, traveler tips, and other tourist information, read our Boston road trip planning website .

Getting from New Haven to Boston by train takes about 2.5 hours. Other options: take a bus; or drive. In August, daily temperatures in Boston can reach 81°F, while at night they dip to 65°F. Finish your sightseeing early on the 10th (Sat) to allow enough time to travel back home.

Things to do in Boston

Parks Outdoors Museums

Side Trips

Provincetown, Scituate Lighthouse, Louisa May Alcott's Orchard House, Corn Hill Beach, Dolphin & Whale Watching
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

Similar Plans

15 days in Boston BY A USER FROM MEXICO June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 17 days in Boston BY A USER FROM BRAZIL January, culture, outdoors, beaches, historic sites, museums, shopping, fast-paced, popular sights PREFERENCES: January, culture, outdoors, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Fast-paced 15 days in United States BY A USER FROM HUNGARY August, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: August, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 12 days in Bar Harbor, Lenox & Salem BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 36 days in Boston BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 36 days in Boston BY A USER FROM VIETNAM June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 32 days in United States BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 41 days in United States BY A USER FROM INDIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 17 days in New York City, Boston & Washington DC BY A USER FROM ARGENTINA October, culture, outdoors, relaxing, historic sites, shopping, fast-paced, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 17 days in Washington DC, Boston & New York City BY A USER FROM ARGENTINA October, culture, outdoors, relaxing, historic sites, museums, shopping, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in Boston BY A USER FROM UNITED STATES August, culture, relaxing, beaches, historic sites, popular & hidden gems PREFERENCES: August, culture, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans