Saddle Through Vineyards to a Private Tasting at Cunningham Creek Winery

SCOTTSVILLE GUIDED TOUR FIELD GUIDE

Saddle Through Vineyards to a Private Tasting at Cunningham Creek Winery

A one-hour, guided horseback ride around Charlottesville farms and vineyards that threads creeks and strawberry fields and finishes with a private wine tasting—essential logistical detail for planning the outing.

Saddle Through Vineyards to a Private Tasting at Cunningham Creek Winery.

Duration
Contact operator
Location
Scottsville
Operator
Indian Summer Guide Service
Category
Guided Tour
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

Experience the gentle sweep of Charlottesville countryside from horseback as knowledgeable guides lead a private ride across vineyards, farms and creekside pastures. The route winds past strawberry fields and farm animals before concluding at a winery for a tasting; guides provide safety equipment and manage the pace and flow of the outing to ensure riders of the permitted ages can enjoy the landscape.

Highlights

Outing Highlights

THE LANDSCAPE

Vineyard Rows and Creekside Meanders

The guided route takes riders through cultivated vineyard rows and along a creek, offering close-up views of cultivated fields and riparian stretches unique to the Charlottesville farming landscape.

THE FARM LIFE

Strawberry Fields and Playful Goats

Along the way the trail brushes past strawberry plots and farm pastures where goats can be seen at play—an intimate slice of working-farm life that punctuates the ride.

THE FINALE

Private Winery Tasting to Close the Ride

Each private horseback excursion culminates at the winery with a tasting and the opportunity to purchase bottles to take home—an easy, sensory way to cap the hour on horseback.

What the day feels like

What the Ride Feels Like

Over the course of roughly an hour, a guide leads a small private group at a measured pace through vineyards and farm lanes, past creeks and strawberry patches and by grazing animals, with safety equipment supplied and the trail designed to deliver scenic variety before arriving at the winery for a tasting.

Suitability

Who it's for

Who this experience suits and the key limitations to keep in mind.

1
Small Groups & FriendsWell suited to groups that can meet the minimum headcount—these private rides require at least four customers to operate and are organized around that group size.
2
Families with Older ChildrenAppropriate for families with children age 12 and up; riders under 12 are only accepted if they already have some riding experience.
3
Guided-Ride SeekersA good match for travelers who prefer a led experience with on-site guides and provided safety equipment rather than independent riding.
4
Wine EnthusiastsIdeal for visitors who want to combine a short equestrian outing with a winery tasting at the conclusion of the ride.

Practical planner

Details to review before reserving

What to Bring

Closed-toed shoes and long pants are required; helmets are available from the operator but are not mandatory. Do not bring your own horse, and alcohol and smoking are not permitted during rides.

Policies & Conduct

The operator supplies all safety equipment and asks that guests respect farm rules; tipping guides for good service is customary and appreciated.

Group Minimum & Scheduling

Rides require a minimum of four customers to run; if the minimum is not met the operator will contact you to reschedule.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is the ride?

The guided horseback portion of this private experience runs approximately one hour.

When are rides offered?

Rides are available Thursday through Sunday.

Is there a minimum group size?

Yes—there is a four-person minimum to conduct the ride; if the minimum is not met the operator will be in touch to reschedule.

Are there age limits or experience requirements?

Riders must be at least 12 years old; riders under 12 may participate only if they already have some riding experience.

Can I bring alcohol or smoke on the ride?

No—alcoholic beverages and smoking are not permitted on any rides.

Are helmets required?

Helmets are available from the operator but are not required.

What should I wear?

Closed-toed shoes and long pants are required for the safety of riders and horses.