Chester is a beautiful town located in the Okemo Valley. Staying at a Chester inn or a Chester bed and breakfast is a great way to spend the night after a long day of skiing at one of the six mountains that are in close proximity to Chester, Vermont. The well-known Okemo and Bromley mountains are beautiful year-round, so be prepared to be amazed regardless of the season you pick to visit. A Chester B&B would also make a great way to spend a weekend enjoying The Annual Chester Fall Craft Show or The Annual Weston Autique Shows. Chester is famous for its Chester On The Green and great eating places like the Moon Dog Cafe. So what you are waiting for? Book a room today! Less