5 days in Connecticut Itinerary

5 days in Connecticut Itinerary

Created using Inspirock Connecticut trip planner

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Route & dates

5 days in Connecticut Itinerary

Start: New York City
Drive:  1​h 45​min
1
New Haven
— 1 night
Drive:  1​h 15​min
2
Mashantucket
— 3 nights
Drive:  3​h
End: New York City

1
night
New Haven

New Haven ©
New Haven, in the U.S. On the 13th (Sun), admire the masterpieces at Yale University Art Gallery, then browse the collection at Beinecke Rare Book & Manuscript Library, and then deepen your understanding at Yale University. Get ready for a full day of sightseeing on the 14th (Mon): admire the landmark architecture of Connecticut State Capitol, then admire the masterpieces at New Britain Museum of American Art, and then steep yourself in history at The Mark Twain House & Museum.

To find out how to plan a trip to New Haven, use our trip itinerary maker.

New York City to New Haven is an approximately 2-hour car ride. You can also take a train; or take a bus. Traveling from New York City in October, expect little chillier with lows of 48°F in New Haven. Wrap up your sightseeing on the 14th (Mon) early enough to drive to Mashantucket.

Things to do in New Haven

Museums Historic Sites

Side Trips

Hartford, New Britain Museum of American Art
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Yale University ©
Yale University

3
nights
Mashantucket

Mashantucket ©
When in Mashantucket, make a side trip to see Gillette Castle State Park in East Haddam, approximately 52 minutes away.

To find ratings, traveler tips, photos, and more tourist information, refer to the Mashantucket trip planning website .

Traveling by car from New Haven to Mashantucket takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In October, plan for daily highs up to 65°F, and evening lows to 48°F. Wrap up your sightseeing on the 17th (Thu) to allow time to drive back home.

Things to do in Mashantucket

Museums Parks Historic Sites

Side Trips

Mystic, Tantaquidgeon Museum, The Submarine Force Museum, Gillette Castle State Park
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Foxwoods Resort Casino ©
Foxwoods Resort Casino
Mystic Aquarium ©
Mystic Aquarium

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