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Horseback riding in Castlewood, VA

We list 1 stable in Castlewood, Virginia: Whippoorwill Hill Riding Academy. Its reviews or its own website mention riding lessons, boarding, summer camps and Western riding.

Whippoorwill Hill Riding Academy

341 Buffalo Hollow Rd

LessonsBoardingSummer camps
5Rating
5Reviews
4Services

What Whippoorwill Hill Riding Academy offers

Trail rides, lessons and boarding are listed apart. A service shows here only when the stable's Google reviews or its own website mention it.

Trail rides

Whippoorwill Hill Riding Academy doesn't mention guided trail rides in its reviews or on its website. That doesn't mean it isn't offered: call and ask. 68 stables across Virginia do.

Trail rides in Virginia

Riding lessons in Castlewood

1 stable here mentions riding lessons:

Also mentioned here: Western riding (1), summer camps (1).

Riding lessons in Virginia

Horse boarding in Castlewood

1 stable here mentions boarding:

Horse boarding in Virginia

What riders say about Whippoorwill Hill Riding Academy

This is a wonderful place for kids to learn to ride horses! Very knowledgeable and so accommodating to schedules! They run fantastic camps as well as private lessons.

★★★★★ J, Jul 2026

Laura is an amazing riding instructor with some great horses to back her! She is always finding ways to improve her facility and you can truly tell that she cares about her clients!!

★★★★★ Miranda, Sep 2026

Excerpts from public Google reviews.

Top-rated in Virginia

Up to 10 Virginia stables ranked by Google rating times review count, each with 10 or more Google reviews.

Top-rated stables in Virginia

Horseback riding near Castlewood

Stable count and straight-line distance between city centers.

Castlewood horseback riding FAQ

Is there a riding stable in Castlewood?
Yes. Whippoorwill Hill Riding Academy is at 341 Buffalo Hollow Rd. It has 5★ from 5 Google reviews. We list 332 stables across Virginia.
Where can I go on a guided trail ride in Castlewood?
Whippoorwill Hill Riding Academy doesn't mention guided trail rides in its reviews or on its website. 68 stables across Virginia do: see trail rides in Virginia.
Where can I take horseback riding lessons in Castlewood?
Whippoorwill Hill Riding Academy gives riding lessons, per its reviews or its own website. Ask about English or Western, private or group, and openings.
Where can I board a horse in Castlewood?
Whippoorwill Hill Riding Academy boards horses, per its reviews or its own website. Ask which board types it offers and whether it has openings. More horse boarding in Virginia.
Are there pony rides, horse camps or therapeutic riding in Castlewood?
Summer camps: Whippoorwill Hill Riding Academy. Each comes from the stable's reviews or its own website.
How much does horseback riding cost in Castlewood, and are there age or weight limits?
We don't list prices or rider limits. Each stable sets its own rates and rules for riders, so ask the stable when you book.
What other towns near Castlewood have riding stables?
Bristol (3 stables, 22 mi), Blountville, TN (5 stables, 25 mi) and Kingsport, TN (1 stable, 26 mi).

All horseback riding in Virginia