Explore Keswick vineyards on a private guided ride with mountain views
1.5 Hours
Up to 4 people
Private guided ride, Vineyard route
Saddle up for a private, guided horseback ride through the vineyards at Merrie Mill Farm & Vineyard. Take in mountain views and creek crossings before returning near the tasting room.
This is a private, guided ride at a walking pace. Closed-toe shoes and pants are required; helmets are available but not required. No alcohol or smoking; sign electronic waivers before your ride and arrive 15 minutes early. All riders must weigh 220 lbs or less.
90% refund if canceled at least 7 days in advance; booking fees are non-refundable. No-shows or cancellations within 48 hours are charged in full. If the operator cancels due to weather or other unforeseen circumstances, you may receive a full refund.
Wear closed-toe shoes and pants.
No. Helmets are available but not required.
No. Alcoholic beverages and smoking are not permitted on any rides.
Merrie Mill Farm & Vineyard
Ashton and his team have built something genuinely special here, pairing horseback riding with some of Virginia's most scenic vineyard settings. Rides take place at locations like Veritas, Merrie Mill, and Pollack Vineyards, weaving through fields, forests, and wine country with views that reviewers consistently describe as breathtaking. The guides are a clear standout, patient and knowledgeable with beginners while keeping things relaxed and fun for more experienced riders. What comes through repeatedly is how well the team handles nervous or first-time riders. Multiple people mention conquering fears or being surprised by how comfortable they felt, which says a lot about the tone Ashton and his guides set. The horses themselves get high marks too, described as gentle, well-mannered, and obviously well cared for. Groups ranging from bachelorette parties to family outings all seem to leave happy, and many mention already planning a return visit.
Had a tremendous experience, our guide was extremely knowledgeable and a great time to be around. Couldn’t recommend Indian Summer Guide Service enough!
Stopel drewsky
May 5, 2026
Had a tremendous experience, our guide was extremely knowledgeable and a great time to be around. Couldn’t recommend Indian Summer Guide Service enough!
Stopel drewsky
May 5, 2026