Festivals near Sperryville, VA.

The 21st Annual Watermelon Pickers' Fest

• Sep. 4 - Sep 6, 2025
• Clarke County Ruritan Fairgrounds - Berryville, VA USA

• Music

• $100 - $250

Watermelon Pickers’ Fest is back for three incredible days of music, workshops, jamming, and community. This year’s lineup features must-see headliner ....

Jimmy Buffett Margaritaville Bash

• Sep. 1 - Sep 1, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Kick back and sail into paradise this Labor Day at our Jimmy Buffett Margaritaville Party! ???? We're transforming the space into a tropical getaway w ....

LoCo Fest 2025

• Aug. 31 - Aug 31, 2025
• 868 Estate Vineyards - Purcellville, VA USA

• Music

• $10 - $25

Get ready for a spectacular day of music, fun, and community spirit at the 8th Annual LoCo Fest, taking place at the beautiful 868 Estate Vineyards in ....

Peach and Pepper Festival at Mountain Run Winery

• Aug. 30 - Aug 30, 2025
• Mountain Run Winery - Culpeper, VA USA

Celebrate the start of Labor Day weekend and come beat the heat on Saturday, August 30st at the Peach and Pepper Festival at Mountain Run Winery! The ....

Taste of the Mountains Main Street Festival

• Aug. 30 - Aug 30, 2025
• South Main Street - Madison, VA USA

• Other / General

Madison County's small town, big festival tradition returns for its 31st year. Madison County commercial businesses and handmade crafts from all over ....

Old Town After Hours

• Aug. 29 - Aug 29, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

FALLBACK MUSIC FESTIVAL

• Aug. 23 - Aug 23, 2025
• Crooked Run Fermentation - Sterling, VA USA

Bands featuring students from Loudoun Country Public Schools will be performing at our music festival set on August 23rd at Crooked Run Fermentation i ....

Old Town After Hours

• Aug. 22 - Aug 22, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

Leesburg Festival of Crafts & Kites @ Ida Lee Park

• Aug. 16 - Aug 16, 2025
• Ida Lee Park - Leesburg, VA USA

Leesburg Festival of Kites and Crafts @ Ida Lee Park Date: Saturday, August 16, 2025 Time: 11:00 AM – 5:00 PM Location: Ida Lee Park, Leesburg, VA G ....

Old Town After Hours

• Aug. 15 - Aug 15, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

Wild West Day at Mountain Run Winery

• Aug. 9 - Aug 9, 2025
• Mountain Run Winery - Culpeper, VA USA

The winery has live music by Curt and Rob under the pole barn during the afternoon and Pauleys BBQ food truck on site starting at noon. If you want to ....

Old Town After Hours

• Aug. 8 - Aug 8, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

32nd Annual Manassas African-American Heritage Festival

• Aug. 2 - Aug 2, 2025
• Metz Middle School - Manassas, VA USA

For the past 34 years, the first Saturday in August has marked the African American Culture Arts Festival in Prince William County. Over the years th ....

32 Annual Manassas African American Heritage Festival

• Aug. 2 - Aug 2, 2025
• Metz Middle School - Manassas, VA USA

For the past 34 years, the first Saturday in August has marked the African American Culture Arts Festival in Prince William County. Over the years th ....

32nd Annual Manassas African American Heritage Festival

• Aug. 2 - Aug 2, 2025
• Metz Middle School - Manassas, VA USA

For the past 34 years, the first Saturday in August has marked the African American Culture Arts Festival in Prince William County. Over the years th ....

A Tribute to Jimmy Buffett - The Chris Sacks Band at Burnside Farms

• Jul. 26 - Jul 26, 2025
• Burnside Farms - Nokesville, VA USA

• Music

• $10 - $25

July 26 is for the beachy dreamers and barefoot groovers at Burnside Farms—The Chris Sacks Band will have us swaying to Jimmy Buffett classics and sun ....

Fakes, Mistakes and Media Misrepresentations in Biblical Archaeology Seminar

• Jul. 26 - Jul 27, 2025
• Hilton Washington Dulles Airport - Herndon, VA USA

• Community (Local / Fair)

• $250+

Eric Cline's lectures1. Revisiting the Arks: Noah's and the Covenant2. Still searching for Sodom and Gomorrah3. On the hunt for the Ten Lost Tribes J ....

Old Town After Hours

• Jul. 25 - Jul 25, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

Foamy Fridays at Burnside Farms

• Jul. 25 - Jul 25, 2025
• Burnside Farms - Nokesville, VA USA

• $10 - $25

Foamy Fridays are bringing the bubble-fueled fun to Fridays in July, complete with a DJ spinning danceable beats and a foamy wonderland to frolic thro ....

Tribute to the 80s - Shades of Grey at Burnside Farms

• Jul. 19 - Jul 19, 2025
• Burnside Farms - Nokesville, VA USA

• Music

• $10 - $25

We’re moonwalking back to the 80s with Shades of Grey. Dust off those neon leg warmers and get ready to bust a move as they channel your favorite thro ....

Purcellville Wine and Food Festival on Saturday, July 19!

• Jul. 19 - Jul 19, 2025
• Firemens Field Park - Purcellville, VA USA

• $1 - $10

Enjoy great food and drink at the 12th annual Purcellville Wine and Food Festival on Saturday, July 19th in Dillon’s Woods at the historic Fireman’s F ....

Foamy Fridays at Burnside Farms

• Jul. 18 - Jul 18, 2025
• Burnside Farms - Nokesville, VA USA

• $10 - $25

Foamy Fridays are bringing the bubble-fueled fun to Fridays in July, complete with a DJ spinning danceable beats and a foamy wonderland to frolic thro ....

Swift Nation - A Taylor Swift Tribute Band at Burnside Farms

• Jul. 12 - Jul 12, 2025
• Burnside Farms - Nokesville, VA USA

• Music

• $10 - $25

Are you ready for it? Swift Nation kicks things off on July 12—they’re the ultimate live-band sing-along through all of Taylor Swift’s eras. From spar ....

Dead of Summer 6K

• Jul. 12 - Jul 12, 2025
• Verdun Adventure Bound - Rixeyville, VA USA

• Sports / Fitness

• $25 - $50

The XC course begins and ends at Death Ridge Brewery and includes a significant portion of the Verdun Adventure Bound Cross Country Course. If you kee ....

Mountain Run Winery's 9th Anniversary

• Jul. 12 - Jul 12, 2025
• Mountain Run Winery - Culpeper, VA USA

• Music

Come out Saturday, July 12th to celebrate with us. It's going to be a great day to enjoy live music and fun for the whole family. Starting at one we h ....