Middleburg, VA

Glenwood Park becomes a premier equestrian venue hosting steeplechase races over natural hedges. Bring binoculars to the Virginia Fall Races in October for the quintessential Middleburg horse racing experience.

America's leading gallery for sporting art, Red Fox Fine Art showcases exquisite 19th and 20th-century paintings and sculptures. Browse the curated collection that celebrates equestrian heritage in an intimate setting.

Home to the world's largest planting of Norton grapes, Chrysalis Vineyards offers distinctive wine flights in Virginia's rolling hills. Savor estate wines on the adults-only upper deck with artisanal pizzas.

This charming 18th-century town is the undisputed "Nation's Horse and Hunt Capital." Explore boutique shops and galleries, then time your visit for the thrilling Middleburg Spring Races in May.

This 43-acre wine estate offers mountain views and Virginia vintages in a welcoming countryside setting. Savor self-guided flights or weekend tastings paired with authentic Italian gelato and New York-style pizzas.

This unique museum celebrates America's equestrian heritage through rare sporting art and literature. Browse horse and hound paintings and explore rare books in the historic Vine Hill mansion.

This historic nonprofit venue offers elegant spaces and private gardens in the heart of Middleburg. Explore the Grand Ballroom with its soaring 24-foot ceilings or attend one of the community's seasonal events.

You can spend an afternoon exploring the galleries in The Byrne Gallery during your travels in Middleburg. Visit the area's spas, or simply enjoy its restaurants.