Vineyard Rides

Discover the charm of Virginia’s wine country with our exclusive 5-star private horseback rides through some of the area’s most picturesque vineyards. Indian Summer Guide Service has built relationships with Charlottesville’s finest vineyards and wineries in order to offer guests access to the most breathtaking properties in the region.

Saddle up with your loved ones for a tailor-made adventure. Whether it’s a romantic outing, a family excursion, or a gathering of friends, our expert guides ensure a safe and enjoyable journey. Afterward, indulge in the region’s finest wines at the tasting room, where you can savor local flavors and take home your favorites.

Choose from our select venues, all within minutes of Charlottesville, accommodating groups of 2-6 riders. Ride duration varies, lasting from an hour to an hour and a half, depending on your chosen venue. No prior experience is necessary; however, riders must be in good physical health and weigh under 250 lbs. Our rides operate daily, year-round, with flexible hours to accommodate your schedule.

For larger groups of 10 or more, contact us directly 434-531-9679 to customize your experience.

Two people on horseback walking through a field with mountains in the background.

Chiswell Farm & Winery

Two people on horseback standing in a creek.

Cunningham Creek Winery

View of vineyard over the head of a horse.

Keswick Vineyards

Group of people on horseback walking through a vineyard.

Merrie Mill Farm & Vineyard

Four people on horseback walking beside a pond.

Pollak Vineyards

Two people on horseback standing in between vineyard rows.

Veritas Vinyard & Winery

10:00 AM - 5:00 PM
7 Days a Week