Fleetwood Trail Ride

All the Important Details

Here’s what you need to know for the April camping ride.

Schedule

Thursday, April 24
Arrive after 8:30 a.m. and before dark. No riding. Settle in and purchase dinner from the food truck. A trail talk is at 7:30 p.m.

Friday, April 25
Arrive after 8:30 a.m. Enjoy a short, marked ride. Ride out before 3 p.m. to be back for dinner at 6:30. The trail talk is at 7:30 p.m.

Saturday, April 26
Coffee is at 6:30 with breakfast at 7:30. Ride out between 9:30 and 10:30 a.m. There are long and short marked ride options. Lunch is provided on the trail. Dinner is at 6:30 p.m. Raffle and silent auction winners will be announced at 7:30.

Sunday, April 27
Coffee is at 6:30 with breakfast at 7:30. Enjoy a short ride. All riders must ride out between 9:30 and 10:30 a.m.

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.

Parking is on a first-come, first-served basis, and the layout is specifically designed to comfortably accommodate the most riders.

If you use a generator overnight for medical purposes, please turn directly to the right as you enter the driveway and park between the backstop and the highway. 

Technically Challenging

The ride is technically challenging with trails over rock-strewn mountains with 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. Short rides are 8-12 miles and long rides are 20-25 miles.

Check-in & Coggins

Fleetwood volunteers, wearing fluorescent yellow vests, will stop by your campsite to check you in.

They 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.

Horses & Dogs

Corrals are limited to 12’ x 12’ per horse next to or behind your trailer. There are only a few spots suitable for highlines. You may save one space next to your trailer for a friend. Horses must be haltered or bridled at all times. Night reflectors or glow sticks on halters are recommended.

Always keep your horse at a walk while in camp. However, If you have a horse for sale and want to show the gaits, make sure campers around you are aware and can take precautions.

Dogs are welcome, but they must be on a leash (20 ft. max) at all times. This is for your safety and that of everyone else there: horse, dog, and human.

Camping Amenities

Camping is primitive in the large, flat grass field. 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.

Fire Pits & Generators

Self-contained fire pits are permitted. Bundles of firewood will be available for $5 each. Don’t bring in outside firewood.

Commercial or loud generators are not allowed at any time. Quiet hours are from 10 pm to 6 am when generators should not run.

If you use CPAP, bring a battery pack. If you use a generator for medical purposes, you may request a medical exemption, and you will be parked in a designated area.

Trail Rules

Practice good trail manners and horsemanship. Alert slower riders that you’re approaching. Don’t rush past others. Typically, we have 120-150 riders for the weekend.

No dogs, no smoking, no alcohol, and no trash are allowed on trails.

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.

Ribbons for each ride are always on your right. A red ribbon means a turn. If you get lost, backtrack to the last ribbon you saw, and find where you missed the trail.

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.

Fleetwood Trail Bosses
Kayla and Danita, 2025 Trail Bosses

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 Crew! They hold themselves to the highest standards for clearing, trimming, and marking the trails. Look for their yellow safety vests if you need help or have questions.

The Registration, Check-In, Kitchen, Tack Sale, and Coordinator teams work together so everything runs smoothly and Fleetwood becomes or continues to be one of your favorite rides!

Fleetwood Volunteers
The Kitchen Crew