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Horseback riding in Oakland, MD

We list 1 stable in Oakland, Maryland: Circle R Ranch. Its reviews or its own website mention guided trail rides, riding lessons, beginner riders and pony rides.

Circle R Ranch

4151 Sand Flat Rd

Trail ridesLessonsBeginners
4.9Rating
138Reviews
4Services

What Circle R Ranch 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 in Oakland

1 stable here mentions guided trail rides:

“I took a couple of new riders to the Circle R for there first horseback ride.”

Google review of Circle R Ranch
Trail rides in Maryland

Riding lessons in Oakland

1 stable here mentions riding lessons:

Also mentioned here: beginner riders (1), pony rides (1).

Riding lessons in Maryland

Horse boarding

Circle R Ranch doesn't mention boarding in its reviews or on its website. That doesn't mean it isn't offered: call and ask. 107 stables across Maryland do.

Horse boarding in Maryland

What riders say about Circle R Ranch

Our first time being on a horse and the Circle R Ranch family made it an amazing experience. When I called to make a reservation, Dana was extremely helpful with providing information to novice riders like us.

★★★★★ Mr, Sep 2025

What a fantastic experience for our family. We come from three different states and we haven’t been together for four years at least. We walked up and we’re greeted kindly and made to feel at home. We were able to take the kids around to see the horses.

★★★★★ J.T., Jun 2022

Excerpts from public Google reviews.

Top-rated in Maryland

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

Top-rated stables in Maryland

Horseback riding near Oakland

Stable count and straight-line distance between city centers.

Oakland horseback riding FAQ

Is there a riding stable in Oakland?
Yes. Circle R Ranch is at 4151 Sand Flat Rd. It has 4.9★ from 138 Google reviews. We list 202 stables across Maryland.
Where can I go on a guided trail ride in Oakland?
Circle R Ranch mentions guided trail rides, per its reviews or its own website. Ride lengths and rider rules vary, so ask the stable.
Where can I take horseback riding lessons in Oakland?
Circle R Ranch 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 Oakland?
Circle R Ranch doesn't mention boarding in its reviews or on its website. 107 stables across Maryland do: see horse boarding in Maryland.
Are there pony rides, horse camps or therapeutic riding in Oakland?
Pony rides: Circle R Ranch. Each comes from the stable's reviews or its own website.
How much does horseback riding cost in Oakland, 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 Oakland have riding stables?
Grantsville (1 stable, 13 mi), Kingwood, WV (1 stable, 16 mi) and Bruceton Mills, WV (1 stable, 23 mi).

All horseback riding in Maryland