Festivals near Winchester, VA.

US Open Watch Party

• Sep. 6 - Sep 7, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Join us for a day of tennis-inspired fun, delicious food, specialty drinks, and good vibes. We’ll be streaming the tournament live, serving up food, a ....

??Thursday Night Trivia (7-9 PM) With Rockstar DJ

• Sep. 4 - Sep 4, 2025
• Heroic Axe - Warrenton, VA USA

Rally your crew for a shot at the Champion’s Trivia Belt ??! Reservations & ?? Throwing Never Required ?? Minutes from Haymarket, Gainesville, & Warr ....

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 ....

Nashville Nights - The Ultimate ‘90s Country Experience - August 30 - Tarara

• Aug. 30 - Aug 30, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Nashville Nights – The Ultimate ‘90s Country Experience LIVE at Tarara! ???? Dust off your boots and get ready for a honky-tonk throwback li ....

REGGAE FEST '25 w/ UNITY REGGAE BAND @ Rockwell Brewery 8/30/25

• Aug. 30 - Aug 30, 2025
• Rockwell Brewery - Frederick, MD USA

• Music

• $1 - $10

ADVANCED TICKETS WILL INCLUDE YOUR FAVORITE PINT OF BEER!! Get ready to jump, jive and jam!! It’s a Reggae Party! REGGAE FEST '25 is back at Rockwel ....

Old Town After Hours

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

• Music

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

The Seven Wonders – A Tribute to Fleetwood Mac & Stevie Nicks - August 23 - Tarara

• Aug. 23 - Aug 23, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Seven Wonders – A Tribute to Fleetwood Mac & Stevie Nicks LIVE at Tarara! ???? Close your eyes and let the music take you back—because The S ....

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 ....

Def Leggend with Jagged Edge – The Ultimate Def Leppard Tribute - August 16 - Tarara

• Aug. 16 - Aug 16, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? Def Leggend with Jagged Edge – The Ultimate Rock Night LIVE at Tarara! ???? Get ready to rock, roll, and pour some sugar on it! ?? Def Leggend – ....

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 ....

So Fetch! - The DMV’s Ultimate ‘00s Dance Party - August 9 - Tarara

• Aug. 9 - Aug 9, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? So Fetch! – The DMV’s Ultimate ‘00s Dance Party LIVE at Tarara! ???? OMG, it’s happening! Get ready to dance, sing, and relive the best decade e ....

Old Town After Hours

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

• Music

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

Last Child with Elizabeth’s Furnace - All Aerosmith and Big Hair Band Hits - August 2 - Tarara

• Aug. 2 - Aug 2, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? Last Child with Elizabeth’s Furnace – LIVE at Tarara! ???? Get ready for a night of pure rock ‘n’ roll energy as Last Child – The Ultimate Aeros ....

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 ....

2 Mile Music Fest and Craft and Car Show ~ feat Adam Calvert

• Aug. 2 - Aug 2, 2025
• Kirkwood Park - Hancock, MD USA

• Community (Fundraiser)

• $1 - $10

It all happens on 8/2/25 Saturday from 10 am until 6 pm full details at https://ffm.bio/2mile 2 Mile Music Fest ~feat Adam Calvert is a Fundraiser fo ....

Jimmy Kenny & The Pirate Beach Band - The Ultimate Beach Party Tribute - July 26 - Tarara

• Jul. 26 - Jul 26, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? Jimmy Kenny & The Pirate Beach Band – The Ultimate Beach Party LIVE at Tarara! ???? Summer vibes, island rhythms, and non-stop good times are co ....

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 ....