Distance Days Trail Information


The trail will be well marked with red, white and blue arrows and round confidence markers. A map will be available for viewing at check-in, breakfast, and the pre-ride briefing. You will not need a map to follow the trail. Distance options will be clearly noted.

  • Friday’s CTR distance will be 40 miles. Saturday’s is 35 miles. Sunday’s is 25 miles. Together they make up 100 miles, but riders can enter a variety of combinations of the days to make up divisions for 100, 75, 60, 40, 35 and 25 miles. A 15-mile distance is also offered on Saturday.
  • The trails are different each day.
  • Each day’s CTR will have a mandatory mid-point hold off the grounds. Water and grass for horses, refreshments and bathroom facilities for riders will be provided. Driving directions to the hold will be provided for friends, family and volunteers.
  • Pleasure riders will have several riding options each day. Details on the various lengths will be in the Ride Program and explained at the briefing. For the pleasure ride, the shortest option will be no shorter than 5 miles and the longest option will be no longer than 20 miles. Each day will feature different trails.


This part of Vermont is hilly and scenic. You will be on dirt roads, wooded trails and meadows. There is very little pavement but you will cross pavement a few times. On Saturday’s CTR, you will cross Route 4 twice with police assistance and you will have the pleasure of riding through Marsh Billings Rockefeller National Historic Park in the center of Woodstock. You will cross water. The footing is generally good, but there are areas of hard gravel, mud, and rocks. We recommend hoof protection for all four feet. A vet and farrier will be on-grounds for the Ride. Cell service is spotty in these hills, but texting is possible from most locations. Please note the emergency contact numbers in the Program and put them in your phone in case of an on-trail emergency. There is Wifi onsite at our facility which enables us to receive text messages.


We employ ride photographers to capture special moments on the trail. They will be out there and will announce themselves so you can smile and sit up straight :-). After each ride day, they will set up in the Youth Center and you can view the day’s photos and make purchases. Their information is also online and will be published in your Ride Program.