Trail Rides

Merrie Mill Farm & Vineyard

  • 594 Merrie Mill Farm, Keswick, VA 22947
  • Mon: 10:30–5:30 pm, Tue: Closed, Wed: Closed, Thu: 10:30–5:30 pm, Fri: 10:30–9:00 pm (Through November), Sat: 10:30–5:30pm, Sun: 10:30–5:30pm
  • Duration: 1.5 hours
  • Rate: $185/per person
  • Rider Minimum: 2
  • Reservations: No
  • Curbside Pickup: No
Website

About this Ride

Step into the whimsical charm of Merrie Mill Farm & Vineyard on a private, guided horseback ride through breathtaking countryside in Charlottesville, Virginia. Indian Summer Guide Service offers exclusive access to this stunning estate, where rolling vineyards, mountain views, and creek crossings create an unforgettable riding experience.

A Ride Like No Other

Led by our knowledgeable guides, your journey takes you through the picturesque Merrie Mill landscape, offering stunning Blue Ridge views and peaceful creek crossings. After your ride, unwind in the one-of-a-kind tasting room, where the Pelly family’s UK heritage meets Virginia’s wine country charm. The space feels like home—an eclectic mix of antique furnishings, personal artwork, and vintage taxidermy—offering a truly unique atmosphere to sip and savor.

What’s Included:

  • Private guided horseback ride with mountain views & creek crossings
  • Exclusive access to Merrie Mill Farm & Vineyard
  • Post-ride wine tasting in a charming, eclectic tasting room
  • All safety equipment provided – no experience necessary

Experience the perfect blend of adventure, history, and award-winning wines. Book your Merrie Mill Farm & Vineyard trail ride today!

Rules, Guidelines, & Suggestions

  • Alcoholic beverages and smoking are not permitted on any of our rides
  • For the safety of all riders and horses, we do not allow you to bring your own horse
  • Helmets are available but not required
  • Closed toed shoes and pants are required
  • Our guides are are working long before your ride begins and long after it ends. They do their best to provide you with an unbeatable experience. If you had a great time on your ride, please show your appreciation by tipping your guide.
  • All of our rides are at a walking pace, regardless of experience

Nearby

UVA: 30 minutes

Woman in cowboy hat and poncho riding horse across creek
Group of trail riders in field
Four women sitting at table, holding wineglasses
Group of trail riders walking between vines
Woman in cowboy hat and poncho riding horse across creek
Four trail riders walking on grass
Four women on horseback, laughing
Man and woman riding horses next to vineyard
Group of trail riders walking between fields of vines
Group of trail riders walking through field
Group of trail riders in field
Group of trail riders walking on dirt path
Group of trail riders standing in line next to vines
Woman in vest riding horse across creek
Four women on horseback, laughing
Group of trail riders walking between fields of vines
Group of trail riders heading away on dirt road

Book Your Merrie Mill Farm & Vineyard Trail Ride

Don’t miss out on this unforgettable Blue Ridge experience. Secure your spot today and enjoy the perfect blend of adventure, relaxation, and local flavor!

Testimonials

“Had a great ride, Ashton was fantastic! The ride was a birthday present for my wife and she loved every second of it. I prefer things with an off switch but these horses are great. They went where they were told and even made me want to go again. If you’ve ever wanted to ride and been a little apprehensive about it then this is the only way to go.”

“Our ride in the mountains was a blast!!! The horses were sound and instructor was knowledgeable and eager to answer questions. I can no longer think of a better way to explore nature than to ride a horse. I can’t wait to go again.”

“If you are looking for a FUN venue here in the C’ville area, this is it!! Ashton was the perfect guide. Preddy Creek Trail was an easy ride and the horses were very well behaved. Ashton had the best horse for each one of us and they are beautiful quarter horses! Can’t wait to try another trail, thank you Ashton, you ROCK!!”

“Ashton is so knowledgeable and patient. There lots of ways to customize your experience from riding ability to location. I can’t wait to go out again.”

“I’ve been on a lot of trail rides, mostly with nose-to-butt horses that are great for people with no experience riding, but riding Ashton’s horses is not like being on a merry-go-round. The horses are great and actually let you lead.  Ashton is a first class guide with incredible personality.  Definitely will be back, hopefully for a longer ride.  If Ashton’s dog Mo is present you are in for a treat if you love dogs.  Nothing better than a trained border collie to play with as a bonus!!!  Thanks for a great time and we look forward to our next ride!”

“This is a must do if you are in the area!! Totally worth it!! Ashton is a great guide and super nice! 5 stars all the way!”

Read Our Google Reviews
indian summer guide service logo white

Founded in 2010 by Ashton Beebe, Indian Summer Guide Service offers private, guided horseback rides through the scenic landscapes of Central Virginia.

Menu

Plan Your Ride

Contact us about your upcoming trip, or to schedule one! We look forward to seeing you.

Book now

@2025 All Rights Reserved.