The Upperville Colt and Horse Show has been run in the same Virginia hunt country setting since 1853, making it the oldest continuously running horse show in the United States. Held the first week of June under a continuous canopy of mature white oaks on the historic Grafton Farm, Upperville sits at the heart of Virginia hunt country between Middleburg and Paris. The show draws the country's best hunter, jumper, and equitation horses for nine days of classical competition over natural-wood fences and grass footing. Palomo lines up transporters who know the Route 50 back road into Upperville, the boxwood-lined entry circle, and the Middleburg layover barns that handle pre-show arrivals.
Every Upperville-rated transporter has insurance, USDOT authority, trailer specs, and Grafton Farm experience reviewed before they quote a Virginia hunt-country trip.
Drivers know the John Marshall Highway approach, the boxwood-lined entry circle at Grafton Farm, and the Middleburg-area layover barns for the night before competition.
Pickup windows align with Upperville first-Saturday arrivals, Middleburg Spring Races weekend, and the fall fox-hunting season opening at Piedmont and Orange County.
Grafton Farm (Upperville Colt and Horse Show)
8732 John Marshall Hwy - Showground
Middleburg layover barns
Foxcroft Rd corridor - Private stables
Piedmont Hunt country
Snickersville Turnpike - Private estates
Paris and Delaplane training corridor
Route 17 - Layover and private barns
The shows, sales, and circuits that drive Upperville transport demand year-round.
The corridors owners and transporters in Upperville run most often.
Post-WEF spring relocation
See Wellington, FL transporters
Florida training pipeline
See Ocala, FL transporters
Carolina foothills crossover
See Aiken, SC transporters
TIEC summer connection
See Tryon, NC transporters
HITS Hudson Valley follow-on
See Saugerties, NY transporters
Adirondack summer route
See Lake Placid, NY transportersFAQ
If your question isn't here, message a transporter directly through the marketplace before booking.
FAQ
If your question isn't here, message a transporter directly through the marketplace before booking.
The 173rd Upperville Colt and Horse Show runs the first week of June 2026, with the opening hunter classes on Monday and the Grand Prix on the closing Sunday. Most strings ship in by the preceding Saturday so horses settle and school on the grass before Monday's first class.
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Upperville horse transport
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