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

Milford

Milford is a good option for visitors looking for an authentic Connecticut seaside town. Its charming character is difficult to match, and it is less crowded and touristy than many of the other beach towns in the state's southern region. When most people think of Christmas, they don't typically think of the coast, but it would be incorrect to discount places like Milford. In the winter, this waterfront city comes to life. Even in the dead of winter, people frequent Gulf Beach's pier, probably drawn by the breathtaking scenery. With a cup of the local coffee, you can endure this fascinating place even in the chilly winter. Visitors come here all year long for the downtown area, which offers fantastic shopping opportunities. But this place really comes alive during the Christmas season.


The downtown area is enchanted by the lights on the green during the winter thanks to a 50-year-old custom. These locals genuinely enjoy the holiday season and aren't shy about expressing it. During the month of December, a house that goes by the moniker "That House In Milford" turns on its lights every evening at 5 o'clock. Combined with the festive downtown area, you could spend an entire weekend in this city!


The old town still has many historical structures that have been converted into cafes, boutiques, and shops. One of the state's largest town greens, the inviting area is ideal for picnics and reading al fresco. Walnut Beach has one of the state's longest boardwalks, which also provides access for people with disabilities, and the beachfront offers rentals for enjoying the sand and surf. A well-known 297-acre area on the Sound with dunes and marshes is called Silver Sands State Park.

Photo by Clay Banks on Unsplash
Photo by Clay Banks on Unsplash
Photo by Yana Ivanov on Unsplash
Photo by Yana Ivanov 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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