Chester

Chester, a quaint little town where the Hallmark film Moonlight & Mistletoe was filmed, has a lovely downtown and a welcoming atmosphere. Springfield is only a few miles to the northeast of Chester, a town in southern Vermont. The town is located about 10 miles from the border with New Hampshire. Anyone looking for a small piece of New England should visit Chester. The town's main street is lined with charming, old-fashioned stores and homes, making it a pleasant place to stroll through, shop at, and eat. Chester, a small and charming town with about 3,000 residents, is well-known for its "stone village".


Buildings from the 18th century are painted in rich, worn colors along Main Street in Chester's downtown. Chester has a few lovely inns scattered around the small village. The Hugging Bear Inn & Shoppe is the inn shown in this image. A lot of entertaining and distinctive cafes and shops can be found in Chester. After a while of exploring the village, you will start to notice how vivid and colorful some of the structures are. So, Chester is the place to go if you're looking for cute towns to visit in Vermont. Plan a trip to this charming town if you're looking for a small town to visit in Vermont with historic and colorful townhouses and shops, calm and welcoming shopkeepers, and inn receptionists.


Some of the town's more notable buildings, like the elegant Old Train Station or the complex at the Stone Village, can be seen as examples of the town's history; after all, Chester dates back to 1761. It is a fun and interesting place to visit at any time of year thanks to a number of annual festivals like the Big Buzz Chainsaw Carving Festival, the Chester Fall Festival, and the Winter Festival.

Photo by Ebun Oluwole on Unsplash
Photo by Ebun Oluwole on Unsplash
Photo by Nikunj Singh on Unsplash
Photo by Nikunj Singh on Unsplash

Top 13 Best Small Towns in Vermont

  1. top 1 Manchester
  2. top 2 Chester
  3. top 3 Woodstock
  4. top 4 Dorset
  5. top 5 Grafton
  6. top 6 Stowe
  7. top 7 Shelburne
  8. top 8 Waitsfield
  9. top 9 Waterbury
  10. top 10 Bennington
  11. top 11 Brattleboro
  12. top 12 Weston
  13. top 13 Ludlow

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