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Events and Things to do in Sperryville, VA

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Lost Creek Winery Dinner
Thu, Apr 16, 6:30 PM
Middletown · Vault & Cellar
Lost Creek Winery Dinner
Thu, Apr 16, 6:30 PM
Middletown · Vault & Cellar
2026 U.S. Polo Assn. Commander in Chief Cup
Sun, Oct 11, 12:30 PM
The Plains · Great Meadow
2026 U.S. Polo Assn. Commander in Chief Cup
Sun, Oct 11, 12:30 PM
The Plains · Great Meadow
Rodeo Town at the Inn at Kelly's Ford
Sun, Jun 7, 1:00 PM
Remington · Inn At Kelly's Ford
Rodeo Town at the Inn at Kelly's Ford
Sun, Jun 7, 1:00 PM
Remington · Inn At Kelly's Ford
Culpeper Rodeo Boots & Bowties Ball
Sat, Jun 6, 6:30 PM
Remington · Kelly's Ford Equestrian Center
Culpeper Rodeo Boots & Bowties Ball
Sat, Jun 6, 6:30 PM
Remington · Kelly's Ford Equestrian Center
Stand Up Comedy Night at Powers Farm and Brewery
Fri, Apr 3, 7:00 PM
Midland · Powers Farm & Brewery
Stand Up Comedy Night at Powers Farm and Brewery
Fri, Apr 3, 7:00 PM
Midland · Powers Farm & Brewery
Fauquier's Beginners Speed Puzzling Workshop
Sat, Apr 18, 1:30 PM
Warrenton · Oak View National Bank
Fauquier's Beginners Speed Puzzling Workshop
Sat, Apr 18, 1:30 PM
Warrenton · Oak View National Bank
Sales end soon
Main Street Historic Walking Tour
Saturday at 11:00 AM
Warrenton · Warrenton, VA
Sales end soon
Main Street Historic Walking Tour
Saturday at 11:00 AM
Warrenton · Warrenton, VA
Almost full
Deep Relaxation Sound Bath Journey
Saturday at 6:00 PM
Warrenton · The Main Street Wellness Co
Almost full
Deep Relaxation Sound Bath Journey
Saturday at 6:00 PM
Warrenton · The Main Street Wellness Co
Smooth Ambler Whiskey Dinner
Thu, Jun 11, 6:30 PM
Middletown · Vault & Cellar
Smooth Ambler Whiskey Dinner
Thu, Jun 11, 6:30 PM
Middletown · Vault & Cellar
Almost full
Sourdough class
Sat, Apr 4, 4:00 PM
Warrenton · The Boujee Baker Boutique
Almost full
Sourdough class
Sat, Apr 4, 4:00 PM
Warrenton · The Boujee Baker Boutique
Sales end soon
Main Street Walking Tour
Wed, Apr 15, 11:00 AM
Warrenton · Warrenton, VA
Sales end soon
Main Street Walking Tour
Wed, Apr 15, 11:00 AM
Warrenton · Warrenton, VA
The Lost Arts Festival
Sun, Apr 12, 10:00 AM
Stephens City · La Grange Family Farm
The Lost Arts Festival
Sun, Apr 12, 10:00 AM
Stephens City · La Grange Family Farm
Heaven Hill Whiskey Dinner
Thu, Jul 9, 6:30 PM
Middletown · Vault & Cellar
Heaven Hill Whiskey Dinner
Thu, Jul 9, 6:30 PM
Middletown · Vault & Cellar
EPIC Fest Beer & Wine Festival
Sat, May 16, 1:00 PM
Elkton · 15880 Old Spotswood Trail
EPIC Fest Beer & Wine Festival
Sat, May 16, 1:00 PM
Elkton · 15880 Old Spotswood Trail
Next Stop Comedy at Three Fox Vineyards and Brewery! - Delaplane, VA
Sat, Mar 28, 7:00 PM + 5 more
Delaplane · Three Fox Vineyards & Farm Brewery
Next Stop Comedy at Three Fox Vineyards and Brewery! - Delaplane, VA
Sat, Mar 28, 7:00 PM + 5 more
Delaplane · Three Fox Vineyards & Farm Brewery
Witches of the Mid-Atlantic
Thu, Apr 23, 7:30 PM
Orange · Inn At Willow Grove
Witches of the Mid-Atlantic
Thu, Apr 23, 7:30 PM
Orange · Inn At Willow Grove
Cherry Blossom Sip and Paint
Thu, Apr 16, 5:30 PM
Maurertown · 4374 Swartz Rd
Cherry Blossom Sip and Paint
Thu, Apr 16, 5:30 PM
Maurertown · 4374 Swartz Rd
Strasburg Mayfest Paint Party!
Wed, May 6, 6:00 PM
Strasburg · Box Office Brewery
Strasburg Mayfest Paint Party!
Wed, May 6, 6:00 PM
Strasburg · Box Office Brewery
The Suspicious Cheese Lords in Concert
Sun, May 3, 5:00 PM
The Plains · Grace Episcopal Church
The Suspicious Cheese Lords in Concert
Sun, May 3, 5:00 PM
The Plains · Grace Episcopal Church
2025-2026 Grace Church Concert Series Angels
Sun, May 31, 5:00 PM
The Plains · Grace Episcopal Church
2025-2026 Grace Church Concert Series Angels
Sun, May 31, 5:00 PM
The Plains · Grace Episcopal Church

Trends in Sperryville

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Frequently asked questions about Sperryville

What are the best events to attend?

According to Eventbrite, the best events are:

Lost Creek Winery Dinner

2026 U.S. Polo Assn. Commander in Chief Cup

Rodeo Town at the Inn at Kelly's Ford

Culpeper Rodeo Boots & Bowties Ball

Which events are currently trending in Sperryville?

The trending searches this month in Sperryville are:

mushroom foraging

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Main Street Historic Walking Tour

Deep Relaxation Sound Bath Journey

Next Stop Comedy at Three Fox Vineyards and Brewery! - Delaplane, VA

Stand Up Comedy Night at Powers Farm and Brewery