Horseback Winery Ride with Indian Summer Guide Service
Difficulty
easy
Duration
1 hour
Fitness Level
Suitable for riders in general good health with no advanced fitness required; a calm pace makes it accessible to novices.
Overview
Saddle up for a guided horseback journey through Virginia’s lush vineyards with Indian Summer Guide Service, blending scenic rides and award-winning wines just outside Charlottesville.
Chiswell Farm & Winery Ride
1 Hour • Open Wed- Sun • 4 person minimum
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Adventure Photos
About This Adventure
Experience the beauty of Charlottesville on a guided horseback ride through stunning vineyards and farms. Perfect for those 21 and older, this unique adventure combines scenic views with the chance to savor award-winning wines and light fare afterward, all while being led by knowledgeable guides dedicated to your enjoyment.
Requirements
- Please note we need a minimum of 4 customers to conduct this ride. If for some reason we do not, we will be in touch to reschedule.
- For ages 21+
Duration
1 Hour
About
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 tasting room to enjoy in-house light fare and award winning wines.
What to Bring
- 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.
Adventure Tips
Wear Closed-Toed Shoes and Pants
To ensure safety and comfort during the horseback ride, closed-toed shoes and pants are required.
Minimum Group Size Required
Rides require at least 4 participants; schedule flexibility may be needed if the minimum is not met.
Alcohol Not Permitted During Ride
Alcoholic beverages are only allowed at the tasting room after the ride, ensuring safety on horseback.
Helmets Available but Optional
Helmets are provided for riders who prefer added safety, though not mandatory for this trail.
Local Insights
Wildlife
- White-tailed deer commonly spotted grazing near the vineyard edges
- Red-tailed hawks soaring overhead, hunting in open fields
History
The vineyards and farms around Scottsville have been part of Virginia’s agricultural backbone since the 1800s, contributing to the region’s evolution as a notable wine-producing area.
Conservation
Indian Summer Guide Service emphasizes responsible trail use and sustainable farming partnerships, helping protect soil health and local ecosystems while promoting eco-friendly tourism.
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Adventure Hotspots in Charlottesville
Frequently Asked Questions
Recommended Gear
Closed-toed sturdy shoes
Protects feet during horseback riding and keeps you stable in the stirrups.
Long pants
Prevents chafing and protects legs during the ride through vineyards and fields.
Light layers
Layering helps adjust to variable temperatures, especially during cooler mornings or evenings.
spring|fall|winter specific
Sunscreen
Protects your skin during sunny summer rides, particularly in exposed vineyard areas.
summer specific