16 days in Connecticut Itinerary

16 days in Connecticut Itinerary

Created using Inspirock Connecticut journey planner

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Route & dates

16 days in Connecticut Itinerary

Start: Boston
train:  1​h 45​min
1
Mystic
— 5 nights
Drive:  1​h 30​min
2
Norwalk
— 4 nights
Drive:  1​h 15​min
3
Hartford
— 6 nights
Drive:  1​h 45​min
End: Boston

5
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Do some cultural sightseeing at Mystic Seaport Museum and The Stonington Lighthouse Museum. Let the collections at Mashantucket Pequot Museum & Research Center and Florence Griswold Museum capture your imagination. Explore Mystic's surroundings by going to Gillette Castle State Park (in East Haddam) and Connecticut River Museum (in Essex). There's much more to do: take a tour of Charles W. Morgan, steep yourself in history at Olde Mistick Village, visit a coastal fixture at Avery Point Light, and stroll the grounds of Elm Grove Cemetery.

Quickly create a custom-made itinerary for Mystic using our trip planner.

Boston to Mystic is an approximately 2-hour train ride. You can also drive. In October, daily temperatures in Mystic can reach 65°F, while at night they dip to 48°F. Wrap up your sightseeing on the 10th (Thu) to allow time to travel to Norwalk.

Things to do in Mystic

Historic Sites Museums Parks

Side Trips

Groton, New London, Florence Griswold Museum, Harkness Memorial State Park, The Stonington Lighthouse Museum
Highlights from your plan
The Stonington Lighthouse Museum ©
Florence Griswold Museum ©
Florence Griswold Museum
USS Nautilus ©
USS Nautilus

4
nights
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. Eschew the tourist crowds and head to Yale Center for British Art and Tarrywile Park & Mansion. Popular historic sites such as Weir Farm National Historic Site and First Presbyterian Church of Stamford, Connecticut are in your itinerary. Venture out of the city with trips to Brookfield (Gurski Farm- Williams Park & Happy Landings Farm), Shore Line Trolley Museum (in East Haven) and New Haven (Knights of Columbus Museum & Yale University Art Gallery). There's still lots to do: admire the majestic nature at Silver Sands State Park, stroll through Norwalk River Valley Trail, take an in-depth tour of Perry House, and trek along Pequonnock River Trail.

To see reviews, other places to visit, maps, and tourist information, refer to the Norwalk online trip maker .

You can drive from Mystic to Norwalk in 1.5 hours. In October in Norwalk, expect temperatures between 67°F during the day and 51°F at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to drive to Hartford.

Things to do in Norwalk

Parks Museums Nature

Side Trips

New Haven, Wilton, Brookfield, Perry House, First Presbyterian Church of Stamford, Connecticut
Highlights from your plan
Knights of Columbus Museum ©
Knights of Columbus Museum
Weir Farm National Historic Site ©
Weir Farm National Historic Site
Yale Center for British Art ©
Yale Center for British Art

6
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Take a break from the city and head to Kent Falls State Park and Elizabeth Park. Visit The Mark Twain House & Museum and Ancient Burying Ground for their historical value. Get out of town with these interesting Hartford side-trips: Sleeping Giant State Park (in Hamden), Saint Anne's Church (in Waterbury) and Hollister House Garden (in Washington). Next up on the itinerary: appreciate the extensive heritage of Old Wethersfield, see the interesting displays at Dinosaur State Park & Museum, stroll the grounds of Cedar Hill Cemetery, and engage your brain at Connecticut Science Center.

Plan trip to Hartford with our itinerary maker to find out where to go and what to do.

You can drive from Norwalk to Hartford in 1.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In October, plan for daily highs up to 66°F, and evening lows to 47°F. Finish up your sightseeing early on the 20th (Sun) so you can go by car back home.

Things to do in Hartford

Parks Museums Outdoors

Side Trips

West Hartford, New Britain Museum of American Art, New England Air Museum, Cotton Hollow Preserve, Hollister House Garden
Highlights from your plan
Cedar Hill Cemetery ©
Cedar Hill Cemetery
New Britain Museum of American Art ©
New Britain Museum of American Art
New England Air Museum ©
New England Air Museum

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