Top 9 Best Small Towns in Connecticut

  1. top 1 Mystic
  2. top 2 Chester
  3. top 3 Chaplin
  4. top 4 Kent
  5. top 5 Westport
  6. top 6 New Canaan
  7. top 7 Fairfield
  8. top 8 Old Saybrook
  9. top 9 Milford

Old Saybrook

Old Saybrook is one of the oldest towns in Connecticut. It was founded in 1635 and is situated where the Connecticut River meets Long Island Sound. Many people recognize it as the former residence of the actress Katherine Hepburn. The main draw in the region is the Cultural Arts Center, which bears her name. Locals refer to it as "the Kate". On a peninsula with a view of Long Island Sound, Hepburn's former home is surrounded by other opulent homes and the most adorable private golf course you'll ever see. A beautiful stroll out to the lighthouse, also known as Lynde Point, is highly recommended in the area.


The former Florence Griswold House has been transformed into a museum with a view of the sparkling Lieutenant River. The Robert and Nancy Krieble Gallery, a contemporary art space, is located behind the museum. There are some fantastic restaurants in the city, many of which serve regional seafood. Antiques and vintage items are sold in small shops, many of which line the charming Main Street. Hike through Rocky Neck State Park to reconnect with nature. You should pack plenty of snacks and water because this hidden gem is worth spending hours exploring. Another popular beach with tourists is Harvey's Beach, which is well-known for its calm, shallow water and tidy, soft sand.

Photo by  Rusty Watson on Unsplash
Photo by Rusty Watson on Unsplash
Photo by Bill Burke on Unsplash
Photo by Bill Burke on Unsplash

Top 9 Best Small Towns in Connecticut

  1. top 1 Mystic
  2. top 2 Chester
  3. top 3 Chaplin
  4. top 4 Kent
  5. top 5 Westport
  6. top 6 New Canaan
  7. top 7 Fairfield
  8. top 8 Old Saybrook
  9. top 9 Milford

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