Events and Things to Do in Hillsboro, VA

Sunday, May 31

Featured

Gentle Yoga at the Purcellville Mini-Forest

MAY

31

4:00 PM

South 20th Street, S 20th St, Purcellville, VA

Community members are invited to reconnect with nature during a special session of gentle outdoor yoga at the Purcellville...

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Tuesday, June 2

Saturday, June 6

Featured

Loudoun Pride Festival

JUN

6

12:00 PM

Ida Lee Park, 60 Ida Lee Dr NW, Leesburg, VA

Celebrate the vibrant LGBTQ+ community with a day of live music and performances, delicious food, and diverse vendors. This...

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Saturday, June 27

Featured

Mix It Up Sports Presents LIVE COMBAT SPORTS Event

JUN

27

7:00 PM

Winchester Sportsplex, 221 Commonwealth Ct, Winchester, VA

MIX IT UP SPORTS PRESENTS, an intense night of live combat sports featuring the 155lbs and Heavyweight Nogi Submission...

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Sunday, May 31

• Gentle Yoga at the Purcellville Mini-Forest 4:00 pm

  South 20th Street, S 20th St, Purcellville

  
  

Tuesday, June 2

• Loudoun County Board of Supervisors Meeting on Valley Commerce Center Rezoning Application 4:00 pm

  Loudoun County Government Center, 1 Harrison St SE, Leesburg

  
  

Friday, June 5

• Eat, Drink & Be Literary! Featuring Adventurer...

  6:00 pm

  Hillsboro Old Stone School, 37098 Charles Town Pike, Hillsboro

  
  

Saturday, June 6

• Loudoun Pride Festival 12:00 pm

  Ida Lee Park, 60 Ida Lee Dr NW, Leesburg

  
  
• Appalachian Trail Fest 2026 (as the Moth Men)

  11:00 am

  Hillsboro Old Stone School, 37098 Charles Town Pike, Hillsboro

  
  
• 868 Estate Vineyards, Hillsboro, VA

  8:00 pm

  868 Estate Vineyards, 14001 Harpers Ferry Rd, Purcellville

  
  

Sunday, June 7

• A Fest Less Ordinary

  12:00 pm

  868 Estate Vineyards, 14001 Harpers Ferry Rd, Purcellville

  
  

Saturday, June 13

• Corey Arceneaux and the Zydeco Hot Peppers

  3:00 pm

  Breaux Vineyards, 36888 Breaux Vineyards Ln, Purcellville

  
  

Monday, June 22

• The GovCon Summer Soiree - Federal Contractors NETWORKING EVENT 6:00 pm

  John F. Kennedy Center for the Performing Arts, 2700 F St NW, Washington

  
  

Saturday, June 27

• Mix It Up Sports Presents LIVE COMBAT SPORTS Event 7:00 pm

  Winchester Sportsplex, 221 Commonwealth Ct, Winchester

  
  

Sunday, June 28

• 2026 Independence Day the Hillsboro Way! Needs...

  3:00 pm

  Hillsboro Old Stone School, 37098 Charles Town Pike, Hillsboro

  
  

Monday, June 29

• Hillsboro Fireworks

  7:00 pm

  Doukénie Winery, 14727 Mountain Rd, Hillsboro

  
  

Friday, July 10

• Music in the Gap

  7:00 pm

  Hillsboro Preservation Foundation, 37098 Charles Town Pike, Hillsboro

  
  

Sunday, January 10, 2027

• *Extended Donation Date* Loudoun County Combined Fire and Rescue Coat Drive to Benefit Mobile Hope 12:59 pm

  Loudoun County Fire and Rescue, 801 Sycolin Rd, Leesburg

  
  

Sunday, January 17, 2027

• A Virtual Concert For Deanwood In Washington D.C. 8:00 pm

  Virtual Event