Events in Leesburg — October 2026 (31 Things to Do)

October 2026 in Leesburg, Virginia brings 31 live events across the city, led by music (23), food & drink (12), community (3). Here's what's on.

Frequently Asked Questions

What's happening in Leesburg in October 2026?

There are 31 events in Leesburg, Virginia in October 2026, including The Clarks at Tally Ho Theater (7:00 PM), John Benjamin at Vanish Farmwoods Brewery, Movie Night on the Lawn at Fleetwood Farm Winery (6:00 PM), Murder Mystery at Vanish Farmwoods Brewery. Browse the full October 2026 calendar on VenuNite.

Are there free things to do in Leesburg in October 2026?

No October 2026 events in Leesburg are currently marked free. Events with an unknown price are not counted as free.

How do I find events in Leesburg for a specific date in October 2026?

VenuNite lists every upcoming event in Leesburg, Virginia with date filters. Use the date picker on this page to narrow October 2026 down to a single day or weekend.

Events in Leesburg — October 2026

All October 2026 Events

Frequently Asked Questions

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Events in Leesburg — October 2026

All October 2026 Events

The Clarks

John Benjamin

Movie Night on the Lawn

Murder Mystery

Country Night with Delta Spur

LVHMC Leesburg Farmers Market — Saturday

Melissa Quinn Fox

Luke Andrews

Favorite Child

Be Kind & Rewind: Ultimate 90s Experience

Mushroomhead

Eric Zatz

Benjamin Weimer

Tony Wilkins

Sunset Pilates Class at Fleetwood

Mamma Mania - The American Tribute to ABBA

LVHMC Leesburg Farmers Market — Saturday

Frayed Knots

Ryan Sill

Big Tow

The Four Horsemen - A Celebration of Metallica

Hume Frye Duo

Shane Gamble Duo

Curtis Tyler

Movie Night on the Lawn

Trivia – October 30

Burn The Ballroom's Halloween Spectacular

The Big Laird Band

Dan Barry

Cheater Slicks

A Haunted Honky Tonky with Whiskey Glasses (Morgan Wallen Tribute)

The Clarks

The Clarks

John Benjamin

John Benjamin

Movie Night on the Lawn

Movie Night on the Lawn

Murder Mystery

Murder Mystery

Country Night with Delta Spur

Country Night with Delta Spur

LVHMC Leesburg Farmers Market — Saturday

LVHMC Leesburg Farmers Market — Saturday

Melissa Quinn Fox

Melissa Quinn Fox

Luke Andrews

Luke Andrews

Favorite Child

Favorite Child

Be Kind & Rewind: Ultimate 90s Experience

Be Kind & Rewind: Ultimate 90s Experience

Mushroomhead

Mushroomhead

Eric Zatz

Eric Zatz

Benjamin Weimer

Benjamin Weimer

Tony Wilkins

Tony Wilkins

Sunset Pilates Class at Fleetwood

Sunset Pilates Class at Fleetwood

Mamma Mania - The American Tribute to ABBA

Mamma Mania - The American Tribute to ABBA

LVHMC Leesburg Farmers Market — Saturday

LVHMC Leesburg Farmers Market — Saturday

Frayed Knots

Frayed Knots

Ryan Sill

Ryan Sill

Big Tow

Big Tow

The Four Horsemen - A Celebration of Metallica

The Four Horsemen - A Celebration of Metallica

Hume Frye Duo