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Walkable Town Centers

Sometimes it’s nice just to get out of the car or off the train and walk. Connecticut has many town centers where a nice ramble takes you to shops, restaurants, galleries, museums and even a park bench or two. Here are some of the best ones to consider for a day of leisurely exploration.

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Town of Putnam, Putnam

Putnam

Discover the quaint town of Putnam in Connecticut’s Quiet Corner. Best known as an antiquing destination, the not-so-sleepy town offers a flourishing downtown with cafes, galleries, and shops.

Town of Ridgefield, Ridgefield

Ridgefield

With a Main Street that’s over a mile long, the colonial town of Ridgefield boasts unique eateries and boutiques. The town also has a handful of interesting museums in its vibrant downtown, which hold tours daily. 

Town of West Hartford, West Hartford
West Hartford Blue Back Square

West Hartford Center and Blue Back Square

The bustling areas of West Hartford Center and Blue Back Square are the epitome of walkable, with restaurants, boutiques, and coffee shops everywhere you turn. Find more ways to enjoy West Hartford here.

Town of New Canaan, New Canaan
New Canaan

New Canaan

This classic commuter town has an appealing downtown and many restaurants, especially in the triangle formed by Main, Locust and Forest Streets. There are lots of places to shop, too.

City of New Haven, New Haven

New Haven

There's so much to see and do in New Haven — all in a walkable setting. Stroll the New Haven Green and pop into the shops at Yale, or head to the city's "Little Italy" on Wooster Street to try the #1 rated pizza in the U.S.!

Town of Chester, Chester

Chester

If it’s small-town charm you’re looking for, you won’t find a better destination than Chester, located in the lower Connecticut River Valley. The town is filled with galleries, tasteful little shops and a vast selection of restaurants.

Town of Greenwich, Greenwich

Greenwich

A shopping mall would never do in affluent Greenwich — not when there’s fabulous Greenwich Avenue and its array of shops and restaurants running between Route 1 and Bruce Park Avenue. Hungry? Don't miss delicious dining at spots like Bianca Restaurant & Bar, Terra Ristorante Italiano, and The Cottage, owned by James Beard nominee Brian Lewis. 

Town of Litchfield, Litchfield

Litchfield

Perfect for browsing or stopping for a bite to eat, Litchfield’s West Street borders the village’s historic town green. Shop for everything from antiques to gourmet gifts while enjoying the scenery in this quintessential 18th century New England town.

Town of Westport, Westport
downtown westport skyline

Westport

If you’re looking to shop and stroll near the water, Main Street in downtown Westport is a fantastic spot for a day trip. Stretch your legs as you explore its multiple mom-and-pop shops, unique restaurants, galleries, and landmarks.

Town of New Milford, New Milford

New Milford

Discover an authentic blend of small town and country living, offering wonderful shops and restaurants in this historic New England village. Enjoy a quaint town green, home to many monuments and civic structures, including a bronze bust of Abraham Lincoln, an Army tank and a bandstand.

Town of Manchester, Manchester

Manchester

Manchester offers a blend of small town feel with big city convenience. Just a short drive outside of the capital city, Manchester offers plenty of shopping, dining and attractions for all to enjoy. Discover trendy breweries, street art, and even attend Downtown Manchester, a monthly event to encourage people to visit all the walkable places on Main Street.

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