A quaint town in southern Vermont, Chester is a great destination for anyone looking to explore experiences off the beaten path. With a population of no more than 3,500 residents, the town of Chester encompasses an even quainter village filled with shops and historic architecture. It embodies everything you think of when you think of small-town Vermont charm.
The gingerbread Victorian mansions filling the village hail to a bygone era as far back as the mid-17th century. Walking tours available year round serve to educate on the extensive history of this small New England town, which is older than our country.
On your tour, you can take in some of the most colorful privately owned residences in Vermont. Chester has been designated among the “Prettiest Painted Places” by The Paint Quality Institute. This recognizes the uniqueness and beauty the local homeowners and businesses put into painting their houses and business fronts.
In addition to the charm and historical architecture of the village, Chester is within a twenty minute drive to the most thrilling outdoor activities an adventure-seeker could possibly want. Offering some of the greatest hiking you can find on the east coast, southern Vermont is full of scenic trails and overlooks. On the edge of the Okemo Valley, Chester is central to the White Rocks National Park and the Green Mountain National Forest.
And when the snow falls, the fun doesn’t stop. Located in the heart of some of the best natural snow production in North America, southern Vermont is a skier’s dream. Also within a twenty minute drive from the middle of the village is some of the best skiing on the East Coast. Famous resorts include Stratton, Bromley and Magic Mountains.
re looking to experience all the charms of an historic village off the beaten path, hop in your car for the short drive to southern Vermont and take in all that Chester has to offer. But be sure you have all the trunk space needed to pack for a very active trip.