Festivals near Madison, VA.

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

• Aug. 13 - Aug 13, 2026
• 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 ....

Live Music in the Orchard: Uncle Pen

• Aug. 15 - Aug 15, 2026
• 2545 Rural Ridge Ln - North Garden, USA

• Music

Uncle Pen is a project born out of fiddler and singer Alex Caton’s lifelong love for the music of late great father of bluegrass, Bill Monroe. Togethe ....

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

• Aug. 20 - Aug 20, 2026
• 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 ....

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

• Aug. 27 - Aug 27, 2026
• 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 ....

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

• Sep. 3 - Sep 3, 2026
• 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 ....

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

• Sep. 10 - Sep 10, 2026
• 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 ....

2026 Fork Union Day & Parade

• Sep. 12 - Sep 12, 2026
• 4744 James Madison Hwy - Fork Union, VA USA

• Food / Wine / Beer

VENDOR REGISTRATION IS OPEN! Come and visit Fork Union, Virginia, home of Fork Union Day. Come and enjoy a day of shopping, music, a parade, live mus ....

National Harvest Fest 2026 Event

• Sep. 12 - Sep 12, 2026
• Tractor Supply Co. - Warrenton, VA USA

• Other / General

Join your local Tractor Supply Company store for Harvest Fest, a Farmers Market event, on Saturday, September 12, 2026. ....

Old Town Manassas Art Show & Craft Fall Fair @ Manassas Museum

• Sep. 12 - Sep 12, 2026
• The Manassas Museum - Manassas, VA USA

• Other / General

This charming seasonal event brings together art, creativity, and community in the heart of Old Town Manassas. Browse a wide variety of handmade art, ....

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

• Sep. 17 - Sep 17, 2026
• 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 ....

Town of Middleburg to Host Oktoberfest Celebration on September 19

• Sep. 19 - Sep 19, 2026
• Middleburg - Middleburg, VA USA

• Other / General

The town of Middleburg will host its sixth Oktoberfest celebration on September 19, from 11 a.m. – 6 p.m. The festivities will take place on South Mad ....

Town of Middleburg to Host Oktoberfest Celebration on September 19

• Sep. 19 - Sep 19, 2026
• Middleburg - Middleburg, VA USA

• Other / General

The town of Middleburg will host its sixth Oktoberfest celebration on September 19, from 11 a.m. – 6 p.m. The festivities will take place on South Mad ....

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

• Sep. 24 - Sep 24, 2026
• 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 ....

3rd Annual Rokeby Community Festival at the Oak Spring Garden Foundation

• Sep. 26 - Sep 26, 2026
• 8538 Mill Reef Rd - Upperville, USA

• Other / General

• $1 - $10

The Rokeby Farm property has a long and storied history as an icon of the Virginia Piedmont. Operated today by the Oak Spring Garden Foundation, Rokeb ....

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

• Oct. 1 - Oct 1, 2026
• 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 ....

Live Music in the Orchard: Wavelength

• Oct. 3 - Oct 3, 2026
• Albemarle CiderWorks - North Garden, USA

• Music

Enjoy live music by The Wavelength! The Wavelength is a consortium of Charlottesville's finest musicians. Led by vocalist/harmonica Waverly Milor, the ....

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

• Oct. 8 - Oct 8, 2026
• 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 ....

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

• Oct. 15 - Oct 15, 2026
• 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 ....

Live Music in the Orchard: Uncle Pen

• Oct. 17 - Oct 17, 2026
• 2545 Rural Ridge Ln - North Garden, USA

• Music

Uncle Pen is a project born out of fiddler and singer Alex Caton’s lifelong love for the music of late great father of bluegrass, Bill Monroe. Togethe ....

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

• Oct. 22 - Oct 22, 2026
• 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 ....

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

• Oct. 29 - Oct 29, 2026
• 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 ....

Old Town Manassas Fall-O-Ween @ Manassas Museum

• Oct. 31 - Oct 31, 2026
• The Manassas Museum - Manassas, VA USA

• Other / General

Celebrate Halloween with the community at Old Town Manassas Fall-O-Ween on the Manassas Museum Lawn. This beloved fall tradition brings together famil ....

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

• Nov. 5 - Nov 5, 2026
• 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 ....

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

• Nov. 12 - Nov 12, 2026
• 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 ....

Live Music in the Orchard: The Pollocks

• Nov. 14 - Nov 14, 2026
• Albemarle CiderWorks - North Garden, USA

• Music

The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three. In the mid 1990s, Jason penned such hits as "Cumbersome" ....