Saddle up for a scenic horseback journey across Charlottesville’s farms and vineyards with Back Country Rides. Learn how local guides create a safe, immersive countryside experience suitable for riders 12 and up.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
1.5–2 hours
Fitness Level
Basic fitness required to sit and ride steadily for up to two hours; no advanced skills needed.
Wildlife
History
The area around Scottsville includes historic farms dating back to the 18th century, reflecting Virginia’s agricultural roots.
Conservation
Back Country Rides emphasizes responsible trail use to minimize impact, supporting local farmland preservation efforts.
Indian Summer Guide Service
Saddle up for a scenic horseback journey across Charlottesville’s farms and vineyards with Back Country Rides. Learn how local guides create a safe, immersive countryside experience suitable for riders 12 and up.
Indian Summer Guide Service leads guided horseback rides across Charlottesville-area farms, vineyards, and ciderworks. Operating family-friendly and private experiences, the guide service pairs calm, well-trained horses with knowledgeable guides who prioritize safety, clear instruction, and an enjoyable pace for riders of varying experience.
The seasonal Santa's Chuckwagon in Roseland creates holiday memories: riders meet Santa, warm by a fire with hot cocoa, receive decorate-your-own cookie kits, and take professional photos beside gentle horses. Other public and private rides explore Merrie Mill Farm & Vineyard, Keswick, Chiswell Farm, Pollak Vineyards, Veritas Vineyard & Winery, Cunningham Creek Winery, and Albemarle Ciderworks, each finishing with a tasting or light fare at a rustic tasting room or family-owned winery.
Programs accommodate families, children, adults, and private groups; some rides require riders aged 12 and up while select vineyard rides are 21+. Routes traverse pasture, creekside paths, strawberry fields, and vineyard rows, offering Blue Ridge views and a relaxed countryside pace suited to beginners through experienced riders.
Indian Summer Guide Service focuses on curated, small-group outings that combine outdoor adventure with local flavors — wine flights, cider tastings, and intimate tasting-room experiences. Reservations are recommended for private vineyard or winery pairings and the popular holiday Santa's Chuckwagon. Contact information and booking details are available online; advance reservations help secure preferred dates and private experiences. All skill levels welcome.
Locations
Charlottesville & Roseland
Scenic farms, vineyards, ciderworks
Guided Rides
Knowledgeable guides
Safety-focused instruction on every trip
Scenic Routes
Farms & vineyards
Blue Ridge and countryside views
Tours Offered
9 experiences
From family to private rides
Reserve seasonal slots, private vineyard pairings, or the popular Santa's Chuckwagon for a memorable Charlottesville horseback experience.
Book early during peak seasons
Spring and fall are popular times to ride; reserve your spot ahead to avoid disappointment.
Bring layers for changing weather
The ride takes you outdoors for a few hours, so dress in layers to stay comfortable.
Wear closed-toe shoes
Sturdy footwear helps protect your feet and offers better grip in the stirrups.
Communicate your riding experience
Let guides know if you’re a beginner or have special needs to tailor the ride safely.
Riding helmet
Protect your head during the ride—often provided, but consider bringing your own for comfort.
Long pants
Prevent chafing and protect legs from brush and saddle friction.
Water bottle
Stay hydrated on warm days, especially when riding under the sun.
summer
Light jacket or windbreaker
Layer up in cooler weather to stay warm without overheating.
spring;fall