Do I need prior horseback riding experience?

No prior experience is necessary; knowledgeable guides provide assistance and manage the pace to accommodate beginners.

Are children allowed on the rides?

Riders must be at least 12 years old to safely participate and meet the horse handling requirements.

What happens if it rains?

Tours may be rescheduled or canceled in heavy rain to ensure safety and enjoyment.

How many people are needed to book a private tour?

A minimum of four participants is required to book a private horseback riding tour.

Is there parking available on site?

Yes, Cunningham Creek Winery offers onsite parking for guests.

Are tastings included in the horseback ride?

Yes, each tour concludes with a wine tasting featuring selections from the winery’s local vintages.

Discover Charlottesville’s Vineyard Trails on a Guided Horseback Ride with Wine Tasting | Guided Tour | Farm

Just a short drive from Charlottesville, Virginia, lies Cunningham Creek Winery, a refreshing destination that blends the charm of vineyard landscapes with the serene rhythm of horseback riding. This unique one-hour guided horseback adventure invites visitors to explore rolling vineyards, lush farms, and tranquil creeks near Scottsville, offering an outdoor experience that is rare in this part of the Blue Ridge region.

This ride unfolds through sprawling grapevines heavy with promise and meanders alongside strawberry fields ripe for the season, painting a vivid picture of Virginia’s agricultural heritage. As the horses carry you at a gentle pace, the scenery shifts—creeks murmuring nearby, wildflowers edging the trail, and the distant silhouette of the Blue Ridge Mountains setting a captivating horizon.

What makes this journey truly unforgettable is the seamless blend of nature and local flavor. The knowledgeable guides ensure your safety and enrich your ride with stories about the winery’s history, the vineyards’ cultivation, and the surrounding ecosystem. Culminating at the winery’s tasting room, riders savor a carefully curated wine tasting featuring award-winning vintages made from locally grown grapes. Each sip unfolds the terroir’s character, deepening your appreciation for this unique slice of Virginia.

Scottville serves as the closest town where travelers can find comfortable accommodations and local dining options, making this outing an excellent day trip or leisurely afternoon excursion from Charlottesville.

Cunningham Creek Winery stands out in the region's outdoor recreation scene by offering more than just wine or horseback riding. It provides an immersive sensory journey—tactile, visual, and gustatory—that connects visitors with Virginia’s rural landscapes and viticultural traditions. Whether you’re an experienced rider or a novice eager to embrace the outdoors, this adventure delivers a thoughtfully paced, accessible experience that keeps nature, hospitality, and discovery at its core.

If you’re searching for a memorable outdoor activity where you can unwind amid vineyards and nature, this guided ride is a perfect fit. Bring along your camera for moments framed by vineyard rows and creekside reflections, and prepare for an afternoon of calm and enjoyment unlike any other in the Charlottesville region.