Bailey's Walking-After-Midnight Farm

Bailey's Walking-After-Midnight Farm Guided Trail Rides, Pleasure Riding Lessons for All Ages & Horse Boarding Welcome to Bailey’s Walking-After-Midnight Farm (formerly Bailey's Black Widow Farm).

Farm is located at the top of the state of Virginia, in the heart of Virginia’s horse county. We offer Custom Scenic Trail Rides for Small Groups - 1 to 3 riders is best. Our trail rides are also a riding lesson.We are specialists in making riding fun and safe. We pride ourselves on providing trustworthy gaited trail horses.(Tennessee Walkers and Spotted Saddle Horses are what we rent for our Guid

ed Trail Rides north of Winchester, Va by 18 miles and South of Berkeley Springs, WV by 12 miles on Hwy 522 that connects those 2 towns. Our trail rides are by appointment. We'd love to have at least 24 hours to book your trail ride. This is a real riding experience. We ride to your level of comfort. If you want to just walk, that's what we'll do, if you want to pick up the speed a bit, by all means we will provide a super smooth running walk (in place of a Trot), and a Canter too! We want you to feel Confidant. We also sell Tennessee Walking Horses and Spotted Saddle Horses, (to people all over the country), so we provide a Bed and Breakfast like experience, inviting you to stay with us so that you can take your time and learn about how to Ride a Tennessee Walking Horse or Spotted Saddle Horse, and we have a superior selection of smooth, gentle, experienced Tennessee Walking Horses and Spotted Saddle Horses for sale, that we also rent for the $45 an hour trail rides. (Cash works best please, re the trail rides). Please call Melissa Bailey (540)303-0569 to book your trail ride or to learn about the horses currently available for sale here. We sell lot's of horses, all year long, so this web page is in constant transition - but I feel very confidant that I have the horse you want. Any horse here for sale must be a proven trail horse. I bring horses out of Tennessee approx every 6 weeks and our selectioin is second to none. None of the horses for sale here come from sale barns. They are family pets. My horses don't have much of a show ring background either so they are not nervous or wired up. Several have been a family pet and shown by that family, but predominantly a trail riding horse, so if you'd also like to trail ride and compete in a show ring, it will be nice to know you are buying naturaly talented gaited horse that doesn't need soring or special devices to win in a show ring. These trail savvy gaited horses are THE ideal trail pleasure ride. Ride a horse that gives you permission to ride! We specialize in natural moving and smooth gaited trail horses with LOTS of experience on trails. Our Tennessee Walking Horses and Spotted Saddle horses double as horses we use here for our custom trail rides, birthday parties and riding lessons. Why not give them a job to do till they find their "forever home". Besides the trot not thing, our horses are GORGEOUS - we specialize in quality gaited horses of unique color, with loving personalities. We have every color under the rainbow. You'll look great on the trail riding a well behaved Palomino, Buckskin, Blue Roan, or Tobiano (Spotted) beauty. Occasionally we carry Missouri Fox Trotters and Rocky Mountain horses for sale too. If I don't have what you want, I can find it. We lived in Tennessee for 8 years and I find a sound sane smooth gaited horse better than most folks can.

06/20/2026
WANTED: References for Run‑In Shed AssistanceWe’re looking for references or recommendations for someone experienced in ...
06/18/2026

WANTED: References for Run‑In Shed Assistance
We’re looking for references or recommendations for someone experienced in helping build a horse run‑in shed.
We already have the materials on‑site, and the picture shows the exact style we’re planning to build. If you’ve worked with someone reliable — or if you’re available yourself — please reach out.
Call Melissa at 540‑303‑0569.

Custom scenic trail rides tailored to your comfort & experience. Novices and adventurers will enjoy exceptional rides th...
06/11/2026

Custom scenic trail rides tailored to your comfort & experience. Novices and adventurers will enjoy exceptional rides through our historic, scenic trails. At the farm we have magical woods, Sleepy Creek, and a quiet country road to experience our horses, (who we also view as our family members). It is also possible to schedule a 2 hour ride with Stunning woods, open fields, and the very paths that George Washington once rode. We can keep the ride at a relaxing walk, or pick up the pace if we know you can ride, and would prefer. Our experienced trail boss works with riders of all backgrounds and provides gentle, clear instruction throughout the ride. We are specialists in making riding fun and safe, and every ride is designed to build confidence in the saddle. We do not do volume riding. By limiting groups to 1–3 riders by appointment, we’re able to give you true personal attention, ensuring a calm, enjoyable experience for both you and your horse. Our Tennessee Walking Horses make each ride exceptionally smooth and comfortable, taking the strain off your back. (We do have a Quarter Horse too, for those that want to trot). If you’d like to add time in the ring, we also offer instruction focused on Centered Riding, balance, and harmony between horse and rider. After your ride, you’re welcome to groom and untack your horse — our horses love the attention, and it’s a wonderful way to connect with them. You’ll love our trails. We don't believe that anyone comes here by accident. $55 per rider and per hour, in the saddle. Cash accepted.

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🐴 Adoption Opportunity: Big Johnny 🐴Registered TWHBEA Gelding • Foaled 5/23/2003 • 14.3–15h Adoption Fee: $900Meet Big ...
01/08/2026

🐴 Adoption Opportunity: Big Johnny 🐴
Registered TWHBEA Gelding • Foaled 5/23/2003 • 14.3–15h
Adoption Fee: $900

Meet Big Johnny, a sturdy, smooth-gaited Tennessee Walking Horse with a gentle, easygoing personality. At 22, he’s still rideable and brings a lifetime of trail and camping experience to the table. While he hasn’t been ridden much recently and will benefit from some conditioning, he has no known lameness issues, is up to date on vaccinations, and will be adopted with front shoes.

⭐ Highlights
📜 Registered TWHBEA gelding

🐾 Stocky, solid build (14.3–15h)

🧡 Naturally smooth gait

🏕️ Trail ridden and camped since age 3

🐎 Currently located at Melissa’s farm—she will speak with adopters to ensure the best match

📋 Adoption Requirements
$900 adoption fee

Farm inspection

Personal and veterinary references

No resale or transfer—must be returned to Melissa Bailey if rehoming becomes necessary

Melissa must be notified prior to any move

📞 Interested in welcoming Big Johnny into your home?
Contact Melissa Bailey at (540) 303‑0569 for more information.

Address

225 Morgan Road
Cross Junction, VA
22625

Opening Hours

Monday 10am - 4pm
Tuesday 10am - 4pm
Wednesday 10am - 4pm
Thursday 10am - 4pm
Friday 10am - 4pm
Saturday 10am - 4pm
Sunday 10am - 4pm

Telephone

+15403030569

Website

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