36 days in Connecticut Itinerary

36 days in Connecticut Itinerary

Created using Inspirock Connecticut route builder
Make it your trip
Drive
1
Groton
— 12 nights
Drive
2
Milford
— 11 nights
Drive
3
Simsbury
— 12 nights
Drive

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Groton — 12 nights

Groton is a town located on the Thames River in New London County, Connecticut, United States. Discover out-of-the-way places like Bluff Point, Groton, Ct and Eastern Point Beach. You'll enjoy a bit of beach vacationing at Clinton Town Beach and Harvey's Beach. Change things up with these side-trips from Groton: Hartford (Ancient Burying Ground, Connecticut Science Center, &more), Manchester (Wickham Park & Case Mountain) and Slater Memorial Museum (in Norwich). There's lots more to do: get engrossed in the history at USS Nautilus, witness the site of a historic battle at Fort Griswold Battlefield State Park, visit a coastal fixture at Avery Point Light, and immerse yourself in nature at Chatfield Hollow State Park.

To find more things to do, photos, traveler tips, and other tourist information, read Groton day trip planner.

Boston to Groton is an approximately 2-hour car ride. In March, plan for daily highs up to 44°F, and evening lows to 29°F. Wrap up your sightseeing on the 17th (Thu) to allow time to drive to Milford.
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Parks · Museums · Outdoors · Historic Sites
Side Trips

Milford — 11 nights

Milford is a Coterminous municipality within Coastal Connecticut and New Haven County, Connecticut, between Bridgeport, Connecticut and New Haven, Connecticut. Escape the urban bustle at Silver Sands State Park and Sleeping Giant State Park. Eschew the tourist crowds and head to Wadsworth Atheneum Museum of Art and Yale Peabody Museum of Natural History. Venture out of the city with trips to Old Wethersfield (in Wethersfield), Dinosaur State Park (in Rocky Hill) and Paradise Hills Vineyard (in Wallingford). The adventure continues: admire the masterpieces at Yale Center for British Art, immerse yourself in nature at Lovers Leap State Park, get a new perspective on nature at Bruce Museum, and walk around Tarrywile Park & Mansion.

To see reviews, ratings, photos, and other tourist information, use the Milford day trip planner.

Traveling by car from Groton to Milford takes 1.5 hours. Alternatively, you can take a train. Expect a daytime high around 45°F in March, and nighttime lows around 31°F. Finish up your sightseeing early on the 28th (Mon) so you can travel to Simsbury.
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Parks · Museums · Nature · Outdoors
Side Trips

Simsbury — 12 nights

Simsbury is an affluent town in Hartford County, Connecticut, United States. New England Air Museum and New England Carousel Museum are good opportunities to explore the local culture. Let the collections at New Britain Museum of American Art and American Clock & Watch Museum capture your imagination. Get out of town with these interesting Simsbury side-trips: Meriden (Castle Craig & Hubbard Park), Mount Southington Ski Area (in Plantsville) and Cornwall (Mohawk State Forest & Mohawk Mountain). There's still lots to do: tour the pleasant surroundings at Talcott Mountain State Park, walk around Elizabeth Park, admire the majestic nature at Kent Falls State Park, and do a tasting at Connecticut Valley Winery.

For photos, other places to visit, maps, and other tourist information, you can read our Simsbury day trip planner.

Traveling by car from Milford to Simsbury takes 1.5 hours. Plan for little chillier nights when traveling from Milford in March since evenings lows in Simsbury dip to 26°F. Finish your sightseeing early on the 9th (Sat) so you can travel back home.
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Parks · Outdoors · Museums · Wineries
Side Trips

Connecticut travel guide

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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.
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