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Guided trail rides in Maryland
44 stables in Maryland offer guided trail rides, out of 202 stables we list in the state. Each one is here because a customer review or its own website mentions guided trail rides, and the proof is under each stable.
Top 12 by rating and reviews
Ranked by Google rating × number of reviews (10 reviews or more). The other 32 stables are listed by city below.
Special shoutout to our guide, Samson Lifts — aka Mississippi — who showed us how it’s done and made the ride even better.
The stable's website says so too.
Establo caballos - Piscataway Riding Stables Inc
I took a couple of new riders to the Circle R for there first horseback ride.
The stable's website says so too.
Trail guides informative and encouraging but not very chatty which suited me just fine!
The stable's website says so too.
Me and my girl had a trail ride here this past Friday and it was awesome, such friendly owners and trail guide and the horses were so well behaved and well trained.
The stable's website says so too.
The trail guide, Ing, was so sweet and knowledgeable about horses so it was great to learn about them as we rode.
Additionally, he showed an extreme amount of patience while we adjusted to the horseback ride (and while my mom screamed a half a dozen times).
The stable's website says so too.
More stables with guided trail rides in Maryland, by city
Brookeville
- Trail rides: per the stable's website
Roy was our guide and he was patient and explained it all so well.
Clarksburg
- Trail rides: per the stable's website
Cumberland
Sometimes at places like this they make us city people almost feel less then in a way not here they make you feel like your part of the family and Molly our guide was incredible.
Derwood
- Trail rides: per the stable's website
Dickerson
🐎 Spanning over 700 acres, thanks to Moritz Greenberg’s generous gift, this place is perfect for XC schooling, fitness training, or just a chill trail ride with friends.
Earleville
- Trail rides: per the stable's website
Fairplay
- Trail rides: mentioned in a customer review
Frederick
- Trail rides: per the stable's website
Fulton
- Trail rides: per the stable's website
Gaithersburg
- Trail rides: per the stable's website
Gambrills
You can tell that Anita (the owner) and Morgan (our trail guide) are extremely knowledgeable and passionate about horses.
Germantown
- Trail rides: per the stable's website
Grantsville
Went for my girlfriend's birthday yesterday, and they had a blast taking the guided trail ride!
Harwood
- Trail rides: per the stable's website
My husband and I did a lesson and trail ride for part of our 30th wedding anniversary.
Jefferson
- Trail rides: per the stable's website
La Plata
- Trail rides: per the stable's website
Manchester
- Trail rides: per the stable's website
Millers
- Trail rides: per the stable's website
Parsonsburg
While on a vacation to Ocean City we wanted to surprise my son who loves horses with a horseback ride for his Birthday.
Pasadena
There is also an amazing trail ride with the obstacles through the woods- so much fun for the riders at all levels of riding proficiency.
Have been looking for a place to go on a trail ride and this was perfect!
Poolesville
- Trail rides: per the stable's website
Port Deposit
We enjoyed the nice long trail ride and loving on the horses and the 2 doggies that ran with us on the trail.
St Michaels
- Trail rides: mentioned in 2 customer reviews
Sykesville
They have the ability to do trail rides on site and will often take groups out to local parks for a way trips.
- Trail rides: per the stable's website
- Trail rides: per the stable's website
Upper Marlboro
- Trail rides: per the stable's website
Westminster
- Trail rides: per the stable's website
Willards
My daughter and I had an amazing trail ride with Miss Ann and her other guide.
Before you ride
- Wear long pants and boots with a small heel. Jeans stop the saddle rubbing your legs, and a heel keeps your foot from sliding through the stirrup. Sandals and flat sneakers are a poor fit.
- Ask about helmets. Many stables lend riding helmets. Ask whether they have one that fits, or bring your own riding helmet.
- Ask about rider rules. Each stable sets its own limits on age, weight and riding experience. Ask before you book so nobody in your group is turned away.
Trail rides in Maryland, by city
- Sykesville3
- Brookeville2
- Harwood2
- Manchester2
- Pasadena2
- Bel Alton1
- Chevy Chase1
- Clarksburg1
- Clinton1
- Cumberland1
- Derwood1
- Dickerson1
- Earleville1
- Elkton1
- Fairplay1
- Finksburg1
- Frederick1
- Fulton1
- Gaithersburg1
- Gambrills1
- Germantown1
- Grantsville1
- Jefferson1
- Kingsville1
- La Plata1
- Marriottsville1
- Millers1
- North East1
- Oakland1
- Parsonsburg1
- Poolesville1
- Port Deposit1
- Silver Spring1
- St Michaels1
- Upper Marlboro1
- Westminster1
- Willards1
- Woodstock1
More in Maryland
All riding stables in Maryland → · Guided trail rides near you: every state →