4 days in New York City, Connecticut & Boston Itinerary

4 days in New York City, Connecticut & Boston Itinerary

Created using Inspirock United States sightseeing planner

Make it your trip
Train
1
New York City
— 1 day
Drive
2
Mystic
— 1 night
Drive
3
Boston
— 2 nights
Fly

S M T W T F S
28
29
30
31
1
2
3

New York City

— 1 day

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Kick off your visit on the 28th (Sun): get outside with Outdoor Activities, then examine the collection at New York Public Library, and then appreciate the history behind 9/11 Memorial.

To find photos, more things to do, maps, and tourist information, go to the New York City road trip planning website.

Philadelphia to New York City is an approximately 1.5-hour train ride. You can also drive; or take a bus. Expect a daytime high around 86°F in July, and nighttime lows around 72°F. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Mystic.

Things to do in New York City

Museums · Historic Sites · Tours · Outdoors

Mystic

— 1 night
A historical leading seaport, Mystic has maintained a strong respect for the past.
Kick off your visit on the 29th (Mon): look and learn at Mystic Seaport Museum, immerse yourself in nature at Fort Trumbull State Park, and then look for gifts at The Book Barn.

For other places to visit, photos, more things to do, and more tourist information, use the Mystic route builder site.

Traveling by car from New York City to Mystic takes 2.5 hours. Alternatively, you can take a train; or take a bus. In July, Mystic is little chillier than New York City - with highs of 80°F and lows of 66°F. Finish up your sightseeing early on the 29th (Mon) so you can go by car to Boston.

Things to do in Mystic

Shopping · Childrens Museums · Museums · Tours

Side Trips

Boston

— 2 nights

Beantown

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.
Kick off your visit on the 30th (Tue): explore the world behind art at Museum of Fine Arts, take a tour of Boston Tea Party Ships & Museum, and then make a trip to Faneuil Hall Marketplace. Get ready for a full day of sightseeing on the next day: take an in-depth tour of USS Constitution Museum, then steep yourself in history at Old North Church & Historic Site, then take a stroll through North End, and finally take a stroll through Waterfront.

To find where to stay, more things to do, other places to visit, and other tourist information, go to the Boston online vacation planner.

You can drive from Mystic to Boston in 2 hours. Alternatively, you can take a train. In July in Boston, expect temperatures between 83°F during the day and 67°F at night. Wrap up your sightseeing on the 31st (Wed) early enough to fly back home.

Things to do in Boston

Museums · Neighborhoods · Historic Sites · Shopping

Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.