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

Westport

Scenic Westport is situated on Connecticut's Gold Coast, a prime waterfront area, just 50 miles outside of New York City. A newly renovated library and the outdoor Levitt Pavilion, which hosts free (and occasionally fee-based) concerts in the summer, are also located in the thriving downtown area along the Saugatuck River. If you have been to Westport, Connecticut, you are aware that it is a wealthy area with a thriving cultural scene. Eccentric is the only adjective that adequately captures the marriage of luxury and traditional New England design. But it's that distinct charm that draws people back time and time again. Even without the trolley, the town has kept up its tradition of shopping, right down to the vibrant buildings.


As far as the eye can see, the downtown of the town is packed with eateries and retail establishments that extend over hills and around corners. This town is everything you could hope for in a day trip destination: colorful brick and stone structures, boutiques stacked on top of one another. Although the interiors have changed, the majority of the old buildings are still standing. This thriving neighborhood is well-liked and frequently recommended as a must-see New England town. The monopoly it has created on the river, however, is its most peculiar characteristic. Here, you'll frequently find painters drawn by the red, blue, and green brick buildings that house some delectable dining options.

Photo by Lo on Unsplash
Photo by Lo on Unsplash
Photo by Julia Sullivan on Unsplash
Photo by Julia Sullivan 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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