Celebration of Charlottesville Equestrian Life

Explore Charlottesville, VA Equestrian Life

Charlottesville equestrian life, Upperville and Middleburg, are home to timeless equestrian traditions.

Fox Hunting | Founded in 1840, Piedmont Foxhounds in Virginia was the first fox hunting club in the United States.

Gold Cup Steeplechase | As spring takes hold in May, Great Meadows hosts the world-famous Gold Cup steeplechase race.

FoxField Races | A Charlottesville tradition, this equestrian sport of steeplechasing takes place in the spring and the fall.

Keswick Hunt Club | The Jumper Classic is a wonderful evening and a Keswick tradition that is followed by Sunday’s Down Home Fish Fry.

Annual Hunt Country Stable Tour | Trinity Episcopal Church hosts the Annual Hunt Country Stable Tour. The tour covers ground in Upperville on Memorial Day weekend. For thoroughbred and racing lovers, you will have the opportunity to stand rail-side and see Thoroughbreds condition and train.

Upperville Colt and Horse Show | Dating back to 1853, The Upperville Colt and Horse Show is the nation’s oldest horse how.

Friday Night Polo At Eden Glen | A short drive from Charlottesville to just outside Middleburg and founded in 1787, this community is the year round center for fox hunting, steeplechase racing and polo on the East Coast.

Polo at King Family Vineyards | Why not enjoy Polo at a vineyard? King Family Vineyards hosts Polo matches beginning on Memorial Day weekend

Take A Break And Enjoy Charlottesville VA Festivals

Virginia Festival of the Book
5-day festival of mostly free literary events that are open to the public.

The Dogwood Festival

Historic Garden Week 804-844-776
Spring gardens, landscaping and tours of historic homes are celebrated 4/26 – 5/3

LOOK3 Festival of the Photograph 434-977-3687
A celebration of the photography

Virginia Film Festival 434-924-3376
A celebration of films

Crozet Arts & Crafts Festival 434-823-2211
Over 100 of the finest artists and craftspeople gather together. Live entertainment, children’s activities, wine tasting and more.

A spring event held annually on the grounds of Montpelier, home of James Madison, the fourth Great Meadows hosts the world-famous Gold Cup steeplechase race.

FoxField Races | A Charlottesville tradition, this equestrian sport of steeplechasing takes place in the spring and the fall.

Keswick Hunt Club | The Jumper Classic is a wonderful evening and a Keswick tradition that is followed by Sunday’s Down Home Fish Fry.

Annual Hunt Country Stable Tour | Trinity Episcopal Church hosts the Annual Hunt Country Stable Tour. The tour covers ground in Upperville on Memorial Day weekend. For thoroughbred and racing lovers, you will have the opportunity to stand rail-side and see Thoroughbreds condition and train.

Upperville Colt and Horse Show | Dating back to 1853, The Upperville Colt and Horse Show is the nation’s oldest horse how.

Friday Night Polo At Eden Glen | A short drive from Charlottesville to just outside Middleburg and founded in 1787, this community is the year round center for fox hunting, steeplechase racing and polo on the East Coast.

Polo at King Family Vineyards | Why not enjoy Polo at a vineyard? King Family Vineyards hosts Polo matches beginning on Memorial Day weekendOver 100 of the finest artists and craftspeople gather together. Live entertainment, children’s activities, wine tasting and more.

Montpelier Wine Festival 800-594-8499
A spring event held annually on the grounds of Montpelier, home of James Madison, the fourth President of the United States.

Monticello Wine Trail Festival
Three day event of celebrating Central Virginia Wines

Virginia Fly Fishing Festival
Onsite exhibitors with the latest in fly fishing equipment, guide services, and fly tying. Wine tasting, micro-brewies, food and live music.

Tom Tom Festival
Music, art, design, business, science and technology connect people and new ideas to the future.