Places in History, Vermont - Top 10 Holiday Destinations

Chester has the same appeal as most of the picturesque towns in southern Vermont but with a little something extra. Spend the day looking at the unique “Gingerbread Victorians” or belly up at one of two old-style diners for a delicious meal. There is also fine dining for your refined palate as well as interesting shops and galleries if you’re looking for that one-of-a-kind purchase. This town is especially beautiful when snow-covered and frosted with lights, so there’s no better time to explore and be enchanted by a spectacular Christmas parade!

Voted one of the 10 best winter activities in Vermont and the winner of two distinctive Vermont Chamber of Commerce awards, Chester’s Annual Overture to Christmas is quickly becoming a holiday tradition for Christmas lovers from near and far. Bring your entire family for the candlelit green, a concert by the local choir, ice skating and the annual play by the all-local Chester Players. You’ll have to smile as you watch your kids sit in Santa’s lap and tell him their holiday wishes. Holiday happiness abounds in Chester!