31 days in Connecticut Itinerary

31 days in Connecticut Itinerary

Created using Inspirock Connecticut trip planner

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Route & dates

31 days in Connecticut Itinerary

Start: Columbus
Fly + Drive:  6​h
1
South Windsor
— 9 nights
Drive:  1​h 15​min
2
New London
— 11 nights
Drive:  1​h 15​min
3
New Haven
— 10 nights
train + Fly:  5​h 45​min
End: Columbus

9
nights
South Windsor

South Windsor is a town in Hartford County, Connecticut, United States. You'll explore the less-touristy side of things at Brownstone Exploration & Discovery Park and Talcott Mountain State Park. Change things up with these side-trips from South Windsor: Burr Pond State Park (in Torrington), Sunset Meadow Vineyards (in Goshen) and Litchfield (Topsmead State Forest, White Memorial Conservation Center, & more). There's lots more to do: explore and take pictures at Lime Rock Park, stroll through Northwest Park, hike along Wadsworth Falls State Park, and explore the engaging exhibits at Kidcity Children's Museum.

To see where to stay, reviews, and other tourist information, go to the South Windsor trip site .

Columbus to South Windsor is an approximately 6-hour flight. You can also drive. Expect a daytime high around 85°F in July, and nighttime lows around 67°F. Finish up your sightseeing early on the 28th (Sat) so you can travel to New London.

Things to do in South Windsor

Parks Nature Outdoors

Side Trips

Woodstock, Hartford, Litchfield, Middletown, Case Mountain
Highlights from your plan
Room Escape Games
The Promenade Shops at Evergreen Walk ©
Talcott Mountain State Park ©
Talcott Mountain State Park

11
nights
New London

New London ©
New London is a seaport city and a port of entry on the northeast coast of the United States. You'll explore the less-touristy side of things at Harkness Memorial State Park and Waterford Beach Park. You'll find plenty of places to visit near New London: Buttonwood Farm (in Griswold) and Gillette Castle State Park (in East Haddam). There's lots more to do: stop by The Book Barn, see the interesting displays at Connecticut River Museum, enjoy the sand and surf at Eastern Point Beach, and take in the history at Fort Griswold Battlefield State Park.

Start your trip to New London by creating a personalized itinerary on Inspirock.

Drive from South Windsor to New London in 1.5 hours. Expect a bit cooler weather when traveling from South Windsor in July: highs in New London hover around 80°F, while lows dip to 66°F. Wrap up your sightseeing on the 8th (Wed) early enough to travel to New Haven.

Things to do in New London

Parks Outdoors Beaches

Side Trips

Mystic, Groton, Stonington, East Lyme, Old Saybrook
Highlights from your plan
Fort Trumbull State Park ©
Fort Trumbull State Park
Harkness Memorial State Park ©
Harkness Memorial State Park
USS Nautilus ©
USS Nautilus

10
nights
New Haven

New Haven ©
New Haven, in the U.S. Step off the beaten path and head to Walnut Beach and East Rock Park. Get out of town with these interesting New Haven side-trips: Chatfield Hollow State Park (in Killingworth), Lovers Leap State Park (in New Milford) and Madison (RJ Julia Booksellers & Meigs Point Nature Center). There's lots more to do: trek along Tarrywile Park & Mansion, see the interesting displays at Danbury Railway Museum, stroll through Compo Beach, and get engrossed in the history at Knights of Columbus Museum.

For reviews, maps, traveler tips, and more tourist information, refer to the New Haven sightseeing planner.

Drive from New London to New Haven in an hour. Expect a daytime high around 81°F in August, and nighttime lows around 65°F. Finish up your sightseeing early on the 18th (Sat) so you can travel back home.

Things to do in New Haven

Parks Outdoors Beaches

Side Trips

Stratford, New Preston, Wallingford, Madison, Danbury
Highlights from your plan
Knights of Columbus Museum ©
Knights of Columbus Museum
East Rock Park ©
East Rock Park
Grove Street Cemetery ©
Grove Street Cemetery

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