Contests Events in Leesburg

Check out happening contests events all around Leesburg, VA

90th Loudoun County Fair - July 21st - 25th 2026

 Tue, 21 Jul at 10:00 am 17558 Dry Mill Road, Leesburg, VA, United States, Virginia 20175

Pet Festival

 Sat, 02 May at 01:00 pm 1602 Village Market Blvd, Leesburg, VA, United States, Virginia 20175

The Pietasters at Tally Ho

 Fri, 10 Apr at 07:00 pm Tally Ho

2026 Mom’s Day 5k

 Sun, 10 May at 08:00 am 42405 Claudia Dr, Leesburg, VA 20175, United States

Egg-Cellent, Games with the Bunny

 Sat, 28 Mar at 10:00 am 407 East Market Street, Leesburg, VA, United States, Virginia 20176

Stifler’s Mom - The Ultimate ‘90s Experience

 Fri, 03 Jul at 06:00 pm Tarara Winery USD 13 to 66

Nonpoint at Tally Ho

 Wed, 06 May at 06:00 pm Tally Ho

Luau Day!

 Mon, 30 Mar at 12:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

USL Cup: Charleston Battery at Loudoun United FC

 Sat, 25 Apr at 07:30 am Segra Field

Loudoun United FC vs. Sporting JAX

 Thu, 02 Jul at 07:00 pm Segra Field

The Warped Band at Tally Ho

 Fri, 24 Apr at 08:00 pm Tally Ho

Leesburg Daybreak Rotary

 Sat, 06 Jun at 11:00 am 17558 Dry Mill Rd USD 0 to 269

2026 Doggy Dash 5k/10k

 Sun, 29 Mar at 08:45 am 60 Ida Lee Dr NW, Leesburg, VA 20176-2224, United States

Several Species at Tally Ho

 Sat, 28 Mar at 07:00 pm Tally Ho

Loudoun United FC vs. Colorado Springs Switchbacks FC

 Thu, 03 Sep at 07:00 pm Segra Field

Richmond Kickers SC at Loudoun United FC at Segra Field

 Sat, 06 Jun at 06:00 pm Segra Field

KB at Cornerstone Chapel

 Fri, 01 May at 07:00 pm Cornerstone Chapel

Morven Park Summer Show Series I

 Sat, 16 May at 08:00 am 41580 Sunday Morning Lane, Leesburg, VA, United States, Virginia 20176

Hammerfall at Tally Ho

 Sun, 13 Sep at 06:00 pm Tally Ho

Carnival Day!

 Thu, 02 Apr at 12:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Sporting Club Jacksonville at Loudoun United FC

 Fri, 03 Jul Segra Field

March Madness! An UpDog Throw and Go $Jackpot$ Bracket Competition!

 Sat, 21 Mar at 09:00 am A Click Above, LLC

Schooling Days in the Park: Cross-Country

 Tue, 28 Apr at 09:00 am 41580 Sunday Morning Lane, Leesburg, VA, United States, Virginia 20176

2026 Charity Kilt Rucks - 2 Events - GORUCK Light & Pub Crawl

 Sat, 28 Mar at 09:00 am Black Hoof Brewing Company

Schooling Days in the Park: Cross-Country

 Tue, 31 Mar at 08:00 am 41580 Sunday Morning Lane, Leesburg, VA, United States, Virginia 20176