All the Important Details
What you need to know for the DAY ride
2026 Day Ride Schedule
Saturday, April 18
Arrive at 8:30 a.m. Enjoy a short, marked ride. Ride out between 9:30 and be sure to leave camp no later than 10:30 am. We highly recommend listening to our trail bosses for a trail talk for important information before you head to the trail.
Sunday, April 19
Enjoy a short 8-10 mile ride (Follow YELLOW ribbons). Ride out between 9:30 and 10:30 a.m. You will be given the option to ride to Pole Creek Falls to enjoy the small waterfall picnic area. *Signs will direct you to choose that route or to continue on the shorter trail. Both segments will be marked with YELLOW ribbons.
Location & Arrival
1357 Crabtree Falls Highway
Massies Mill, VA 22967
Don’t rely on GPS, which may route you on roads unsuitable for horse trailers. Look carefully at a map before you travel. Follow routes on interstates or major highways (I-64, I-40, I-75, I-81, US 29, US 151, US 460, US 360, US 60).
When you arrive, a parking coordinator will show you where to park your truck and trailer.
Technically Challenging
The ride is technically challenging with trails over rock-strewn mountains with some long, steep grades. Four shoes or boots are recommended. Water on the trail is limited to river and creek crossings, which may be shallow or deep, depending on rainfall.
Horses and riders must be in condition for mountain terrain. The day ride is marked by YELLOW ribbons is 8-10 miles long.
Check-in & Coggins
Fleetwood volunteers, wearing fluorescent yellow vests, will be at the entrance area to check you and your horse(s) in. Please pull your rig up to the registration awning area to allow others to pull in behind you as needed.
The registration team members will provide you with a trail ride packet with trail directions and check each horse’s Coggins. They will also mark your vehicle’s windshield to indicate that you have checked in.
Fleetwood Grounds Amenities
There are no electric hookups. Water is available for horses only. There are two wash racks. Several port-a-potties and a handwashing station will be provided.
Collect and dispose of your manure in the designated area. Do not toss or scatter it. Wheelbarrows will be provided.
Cell service is unreliable at camp and on lower-elevation trails. Wi-Fi is available at camp by the west side of the building.
Horses & Dogs
Horses must be haltered or bridled at all times.
Always keep your horse at a walk while in camp.
Dogs are not allowed on the trails at any time. This is for everyone’s safety.
Trail Rules
Practice good trail manners and horsemanship. Typically, we have 120-150 riders for the weekend. Alert slower riders that you’re approaching and proceed slowly. Don’t rush past others and please don’t stop in the middle of the trail to make it harder for others to go around you.
No dogs, no smoking, no alcohol, and no trash are allowed on trails at any time.
Stay on marked trails, and keep to the edges of fields. Remember this is private land. Do not enter buildings, family cemeteries, or any other private property. Do not pick fruit in the orchards. We depend on keeping all landowners happy by “Leaving it like we found it”.
Ribbons for each ride are always on your right. **A RED ribbon means a turn is coming up. If you get lost, backtrack to the last ribbon you saw, and find where you missed the trail.
*YELLOW: 8-10 miles
Thank You From Your Hosts
First and foremost, thank you to the property owners who have graciously granted us permission to ride on their beautiful land.
Trail Bosses
If you’ve been on this ride, you probably know Kayla and Danita. They’ve been central to the event for many years and now serve as our Trail Bosses. They work hard to ensure that riders, horses, and landowners are happy and that the trail routes are designed for peak enjoyment and safety.
Volunteer Teams
Over 30 volunteers come together to make this fundraiser happen.
If there was an award for Best Maintained Trails, it should go to our Trail Clearing and Marking Crews! They hold themselves to the highest standards for clearing, trimming, and marking the trails. Look for their yellow vests if you need help or have questions.
Plus, our Registration, Check-In, and Site Coordinator teams work together so everything runs smoothly and Fleetwood becomes and continues to be one of your favorite rides!
