36 days in Connecticut Itinerary

Created using Inspirock Connecticut route builder
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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: Slater Memorial Museum (in Norwich), Manchester (Wickham Park & Case Mountain) and Hartford (Ancient Burying Ground, Connecticut Science Center, &more). There's much more to do: visit a coastal fixture at Avery Point Light, learn about all things military at USS Nautilus, see what you can catch with Hel-Cat II Fishing Boat, and look for gifts at Florence Griswold Museum.

For maps, traveler tips, and more tourist information, refer to the Groton trip builder site.

Boston to Groton is an approximately 2-hour car ride. Expect a daytime high around 44°F in March, and nighttime lows around 29°F. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Milford.
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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 Tarrywile Park & Mansion. Eschew the tourist crowds and head to Yale Peabody Museum of Natural History and Bruce Museum. Venture out of the city with trips to Dinosaur State Park (in Rocky Hill), Old Wethersfield (in Wethersfield) and Paradise Hills Vineyard (in Wallingford). Next up on the itinerary: explore the world behind art at Yale Center for British Art, see the interesting displays at Danbury Railway Museum, contemplate the long history of Weir Farm National Historic Site, and immerse yourself in nature at Sleeping Giant State Park.

To see traveler tips, more things to do, other places to visit, and more tourist information, you can read our Milford visit planning website.

Traveling by car from Groton to Milford takes 1.5 hours. Alternatively, you can drive; or take a train. In March, daily temperatures in Milford can reach 45°F, while at night they dip to 31°F. Wrap up your sightseeing on the 28th (Mon) to allow time to drive to Simsbury.
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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 New Britain Youth Museum capture your imagination. Get out of town with these interesting Simsbury side-trips: Cornwall (Mohawk State Forest & Mohawk Mountain), Mount Southington Ski Area (in Plantsville) and Meriden (Castle Craig & Hubbard Park). And it doesn't end there: sample the tasty concoctions at Thomas Hooker Brewery, stroll through West Hartford Reservoir, fly down the slopes at Ski Sundown, and trek along Talcott Mountain State Park.

To see maps, ratings, reviews, and more tourist information, read Simsbury trip planner.

Explore your travel options from Milford to Simsbury with the Route module. Traveling from Milford in March, expect little chillier with lows of 26°F in Simsbury. Finish your sightseeing early on the 9th (Sat) so you can drive back home.
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Side Trips

Connecticut travel guide

4.3
History Museums · Historic Sites · Aquariums
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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