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As an equestrian mecca, Middleburg provides the setting for many horse-related events. Glenwood Park, a spectacular center that dates back to 1911, hosts year-round equestrian activities. Just down the road, The Upperville Colt & Horse Show, the oldest horse show in America, is held in early June and brings riders from across the nation. The annual Memorial Day Weekend Stable Tour provides a rare opportunity for visitors to tour the exquisite stables that grace Middleburg finest estates. Middleburg was established in 1787 by Revolutionary War Lieutenant Colonel and Virginia statesman Leven Powell. He purchased the land for Middleburg at $2.50 an acre from Joseph Chinn, first cousin to George Washington. Previously called Crossroads, Powell chose the name Middleburg because of the towns location midway between Alexandria and Winchester on the Ashby Gap trading route
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