2026 Fleetwood Trail Rides
The Fleetwood Center
Massies Mill, Nelson County, Virginia
We look forward to seeing you this year at our spring rides! As always, a special thank you to our land owners, volunteers, riders, and guests for making it all possible.
Camping Ride
Thursday to Sunday
April 23 – 26
Primitive camping. Ride Friday, Saturday, and Sunday. Short and long options.
Day Ride
Saturday and Sunday
April 18 – 19
Arrive in the morning for a long or short ride. No camping. Water is available.
Stay informed and chat with other riders!
Join our Facebook Group, Fleetwood Center Trail Ride.
Ride organizers can be reached at RideFleetwoodTrails@Gmail.com.
About the Ride
Experience one of the most beautiful rides on the East Coast, full of scenic mountain views, relaxing and challenging trails, and good friends. Enjoy a variety of mountainous and rolling terrain on lovingly manicured and marked trails through private farmland, forests, fields, and streams.
Primitive Camping
The camping ride is primitive with water, wash racks, and portable toilets. Horse pens are preferred and limited highline options are available. Learn more
Horse Shoes or Boots
We recommend your mount wears shoes or boots to navigate the often rocky and steep trails.
Preparation and Safety
Your enjoyment and safety are the top priorities of our dedicated trail and event crews. Volunteers will be on-site. A farrier and vet will be on call.
About Fleetwood
The Fleetwood Center
We are a non-profit organization that strives to enhance the lives of everyone in our diverse community. Established in 1930 as the first high school in Nelson County, it has a rich history and is beloved by many. We host numerous events to raise money for the restoration of this historical school so it can continue to be used as a local education center, recreation facility, and tourism destination.
The Trail Ride
This popular, one-of-kind ride began in 1993 as a PTO fundraiser. It was so successful, we continue hosting it to this day. The Fleetwood Trail Ride is made possible through the generosity of private landowners and through the efforts of volunteers in the community.
There are two legendary women to thank for making the Fleetwood Trail Ride what it is today.
Emilou Bruguiere began managing the ride in 1993 and kept it going through 2006.
Nancy Brockman took the reins in 2006 and built upon Emilou’s mission and vision. She managed the ride through 2024, when she handed it over to the next generation.