moderate
1 hour
Basic fitness level is sufficient; no prior horseback riding experience required but comfort with animals helps.
Explore Virginia’s vineyard landscapes from horseback with guided tours at Cunningham Creek Winery near Charlottesville. This one-hour adventure blends serene trails and local wine tasting for a unique outdoor experience.
1 Hour • Open Thursday-Sunday • 4 person minimum
Experience the beauty of Charlottesville on a guided horseback ride through stunning vineyards and farms. Enjoy a unique journey that includes meandering by creeks and strawberry fields, culminating in a delightful wine tasting. With knowledgeable guides ensuring your safety and enjoyment, this adventure promises unforgettable memories in a picturesque setting.
1 Hours
We provide guided horseback rides and tours to wineries and vineyards in the Charlottesville, Virginia area. Indian Summer Guide Service is fortunate enough to have access to some of the most breathtaking farms and vineyards in the region. Each of our private horseback rides is led by one of our knowledgeable guides, who will ensure your safety as well as your enjoyment. After the ride you can make your way to the winery to enjoy a wine tasting and stock up on your favorites. Ride through the vineyard, meander down the creek, brush past the strawberry fields, watch the goats play and end your ride with a wine tasting. We provide all safety equipment
Tours require a 4-person minimum; reserve your spot early to ensure availability especially on weekends.
Protect against brush and saddle friction by wearing long pants and comfortable riding boots.
Bring water and stay hydrated, especially during warm months when the ride includes outdoor paddocks.
Safety briefly depends on following the guide’s directions for mounting, riding pace, and dismounting.
Cunningham Creek Winery celebrates Virginia’s long-standing viticulture tradition dating back to the 19th century, contributing to the region’s agricultural heritage.
The winery practices sustainable farming techniques to protect soil health and local water sources, ensuring a low environmental footprint.
Safety helmets provide critical head protection during horseback rides.
Wear sturdy closed-toe shoes or boots for secure footing on the stirrups.
Protect your skin during sunny rides through open vineyard areas.
summer specific
Bring a light jacket for cooler spring mornings or evenings on the trail.
spring specific