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  1. Chester is a town in Middlesex County, Connecticut, United States. The town is part of the Lower Connecticut River Valley Planning Region. The population was 3,749 at the 2020 census. [2] The town center is defined by the U.S. Census Bureau as a census-designated place (CDP).

  2. Often described as quaint and unique, Chester has a picturesque Main Street with interesting architecture, elegant shops, art galleries, superior restaurants, and the world renowned Goodspeed Opera House’s local Norma Terris Theatre.

  3. www.chesterct.orgChester, CT

    Often described as quaint and unique, Chester has a picturesque Main Street with interesting architecture, elegant shops, art galleries, superior restaurants, and the world renowned Goodspeed Opera House’s local Norma Terris Theatre.

    • Enjoy The Charming Downtown. One of the biggest draws is most definitely the charming downtown, which is lined with independent shops and restaurants housed in colorful buildings.
    • Get An Ice Cream At Honeycone. Along Main Street, you’ll also find the adorable Honeycone ice cream shop, and this is a must during your visit! They make delicious, craft homemade ice cream here, and they introduce amazing seasonal flavors monthly.
    • Grab A Pint A Little House Brewing. For such a small town, it come as a surprise that Chester has its own brewery! And, it’s actually really great. My husband is really into beers, and he absolutely loved it here.
    • Book A Table At The Brushmill By The Waterfall. One of the most scenic restaurants in Chester is the Brushmill By The Waterfall, and just your walk from the parking lot to the restaurant is going to feel special because you have to go across the cute little covered bridge.
  4. Right between Boston and NYC on the rolling, hilly banks of the Connecticut River, Chester is an artsy community that takes pride in its rich history (it was settled in 1692!) and lush farm-filled landscape surrounding the town.

  5. Welcome to the Town of Chester, Connecticut, settled in 1692. Chester is a beautiful small rural town that has grown and adapted since its historic beginnings as a shipbuilding and mill town.

  6. Apr 15, 2021 · Top Things to Do in Chester, CT. Places to Visit in Chester. Tours near Chester. Book these experiences to see what the area has to offer. Mystic Seaport Museum Adventure. 204. Historical Tours. from. ₹2,651. per adult. Reserve. Downtown Mystic Ghost Tour. 51. Historical Tours. from. ₹2,565. per adult. Reserve. Mystic Moonlit Graveyard Ghost Tour.