Events and Things to Do in Countryside, VA

Tuesday, September 22

Featured

FREE WEBINAR | “Under a Golden Sky: The Mosaics of Florence Baptistry”

SEP

22

11:30 AM

Washington DC, DC

FREE WEBINAR | “Under a Golden Sky: The Mosaics of Florence Baptistry” Presented by Dr. Rocky Ruggiero Date & Time: Tuesday,...

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Friday, October 2

Featured

82nd Waterford Fair

OCT

2

10:00 AM

Waterford Foundation, 40222 Fairfax St, Waterford, VA

October 2-4, 2026   Come experience an autumn celebration of Americana at the Waterford Fair, recognized as one of the Sunshine...

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Saturday, October 10

Featured

Marian Homes, Inc. 2026 Casino Night Gala

OCT

10

7:00 PM

The Tower Club Tysons, 8000 Towers Crescent Dr, Vienna, VA

Join Marian Homes, Inc. for our 2026 Casino Night Gala on Saturday, October 10, at the beautiful Tower Club in Tysons Corner!...

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Friday, October 16

Featured

2026 Loudoun Elks Scholarship Golf Tournament

OCT

16

8:00 AM

Sterling, VA

Whether you 𝐬𝐩𝐨𝐧𝐬𝐨𝐫, 𝐩𝐥𝐚𝐲, or simply 𝐬𝐡𝐚𝐫𝐞 𝐭𝐡𝐢𝐬 𝐞𝐯𝐞𝐧𝐭 with others, you’re helping us raise money for 𝐥𝐨𝐜𝐚𝐥 𝐡𝐢𝐠𝐡 𝐬𝐜𝐡𝐨𝐨𝐥...

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Saturday, October 17

Featured

7th Annual Live4Lane Memorial 5K

OCT

17

8:00 AM

Lowes Island Community Center, 47620 Saulty Dr, Sterling, VA

Join the Walk for Change and help raise awareness for mental health at this community-focused memorial event. This dog-friendly...

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Tuesday, September 22

• FREE WEBINAR | “Under a Golden Sky: The Mosaics of Florence Baptistry” 11:30 am

  Online

  
  

Sunday, September 27

• Hail to the Trail! 1:00 pm

  Chapman DeMary Trail, 355 N Hatcher Ave, Purcellville

  
  

Thursday, October 1

• Autumn in Bloom Thursday, October 1, 11 a.m. - 3 p.m. 11:00 am

  Hope Flower Farm And Winery, 40905 Stumptown Rd, Waterford

  
  

Friday, October 2

• 82nd Waterford Fair 10:00 am

  Waterford Foundation, 40222 Fairfax St, Waterford

  
  

Sunday, October 4

• LC3' Pints 4 Paws Celebration and Fundraiser for Community Cats 12:00 pm

  Vanish Farmwoods Brewery, 42245 Black Hops Ln, Leesburg

  
  

Saturday, October 10

• Marian Homes, Inc. 2026 Casino Night Gala 7:00 pm

  The Tower Club Tysons, 8000 Towers Crescent Dr, Vienna

  
  

Friday, October 16

• 2026 Loudoun Elks Scholarship Golf Tournament 8:00 am
  
  

Saturday, October 17

• 7th Annual Live4Lane Memorial 5K 8:00 am

  Lowes Island Community Center, 47620 Saulty Dr, Sterling

  
  

Saturday, October 31

• Loudoun Symphony Presents Halloween at Hogwarts 3:00 pm

  Stone Bridge High School, 43100 Hay Rd, Ashburn

  
  

Saturday, November 14

• DMV Chocolate and Coffee Festival ~ Virginia Edition 10:00 am

  Dulles Town Center, 21100 Dulles Town Cir, Sterling

  
  

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