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    Indian Summer Guide Service

    Indian Summer Guide Service

    5.0 • 145 reviews
    Scottsville, VA

    Since 2010, Albemarle County native Ashton Beebe has welcomed guests to experience Central Virginia from the saddle. Indian Summer Guide Service pairs well-trained, responsive quarter horses with hand-picked trails through vineyar...

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    Book Indian Summer Guide Service

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    Private 1-Hour Winery Horseback Ride Near Charlottesville

    Private 1-hour horseback ride through vineyard and creek at Cunningham Creek Winery

    $159person
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    3-Hour Private Backcountry Horseback Ride Near Charlottesville

    Private backcountry horseback ride on wooded trails with mountain viewpoints

    $227.90person
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    Private 1.5-Hour Horseback Ride in Keswick Vineyards

    Ride a private guided trail through Keswick Vineyards, then enjoy a complimentary glass

    $196.10person
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    Private Winery Horseback Ride Near Charlottesville

    Ride Chiswell Farm trails, then head to the tasting room

    $196.10person
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    Private Guided Horseback Ride Near Charlottesville

    Take a private guided horseback ride with time for a cider tasting after

    $196.10person
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    Private Guided Horseback Ride at Pollak Vineyards

    Ride horseback through Pollak Vineyards with a private guide

    $196.10person
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    Private 1.5-Hour Veritas Vineyard Horseback Ride

    Private guided horseback ride through Veritas Vineyard in 90 minutes

    $196.10person
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    Private Horseback Ride at Merrie Mill Farm & Vineyard

    Explore Keswick vineyards on a private guided ride with mountain views

    $196.10person

    Review summary

    5.0
    Excellent
    145 reviews•Google Maps
    144
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    Ashton and his team have built something genuinely special here, pairing horseback riding with some of Virginia's most scenic vineyard settings. Rides take place at locations like Veritas, Merrie Mill, and Pollack Vineyards, weaving through fields, forests, and wine country with views that reviewers consistently describe as breathtaking. The guides are a clear standout, patient and knowledgeable with beginners while keeping things relaxed and fun for more experienced riders. What comes through repeatedly is how well the team handles nervous or first-time riders. Multiple people mention conquering fears or being surprised by how comfortable they felt, which says a lot about the tone Ashton and his guides set. The horses themselves get high marks too, described as gentle, well-mannered, and obviously well cared for. Groups ranging from bachelorette parties to family outings all seem to leave happy, and many mention already planning a return visit.

    What people are saying

    Review 1 of 5
    5/5

    Had a tremendous experience, our guide was extremely knowledgeable and a great time to be around. Couldn’t recommend Indian Summer Guide Service enough!

    Photo of Stopel drewsky

    Stopel drewsky

    May 5, 2026

    Review 1 of 1
    5/5

    Had a tremendous experience, our guide was extremely knowledgeable and a great time to be around. Couldn’t recommend Indian Summer Guide Service enough!

    Photo of Stopel drewsky

    Stopel drewsky

    May 5, 2026