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Middleburg is located in Loudoun County in the Eastern Region of the state. Middleburg is located between Arlington and Winchester on Hwy 50; Upperville is nearby.

Middleburg is part of the Washington metro area.

Foxhunting began in Middleburg around 1748, when Thomas the sixth Lord Fairfax set up the first hunt. Well-known residents have included Linda Tripp, ex-friend of ex-White House intern Monica Lewinsky.

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09/22 Coming to The area
National Cherry Blossom Festival Washington DC March20-April14 The nation’s greatest springtime celebration unites for four spectacular weekends including the Cherry Blossom Parade.
Galena Dogwood Festival Galena MD May4 The annual Galena Dogwood Festival is will take place throughout Galena. The parade will have a War of 1812 theme.
Maryland Sheep and Wool Festival West Friendship MD May4-5 A fun-filled weekend of live animals, crafts and supplies, entertainment and more.
Maryland Faerie Festival Darlington MD May10-12 The Maryland Faerie Festival celebrates the Faeries in an atmosphere and with entertainment inspired by Faerie folklore and literature.
Bethesda Fine Arts Festival Bethesda MD May11-12 Delight in fine art created by 130 of nation's best artists, live entertainment and Bethesda restaurants.
Annapolis Arts and Crafts Festival Annapolis MD June9 View the juried works of 200 of the regions’ best artists and craftsmen. Sample wines from over 25 Maryland wineries in our expanded wine pavilions. Purchase a bottle of wine and relax while listening to smooth jazz all day long.