Southeast of Brattleboro near Winchester, there is an extensive network of groomed snowmobile trails. These trails are maintained by the Winchester Trailriders Club.
While snowmobiling Winchester, all snowmobiles must have a New Hampshire OHRV registration decal. To obtain a NH OHRV registration decal, you will need to show proof of member ship in a New Hampshire snowmobile club, such as the Winchester Trailriders Club.
Overall, Winchester is the 23rd most popular snowmobile trail of all 31 snowmobiling rides in New Hampshire.