Entertainment events in Leesburg

Check out happening entertainment events all around Leesburg, VA

Black Hoof Drag Bingo with Crimsyn featuring Jasmine Kennedie

 Tue, 03 Feb at 07:00 pm Black Hoof Brewing Company USD 25

Sip & Roll Sushi Night at Leesburg Public House

 Wed, 18 Feb at 06:00 pm Leesburg Public House USD 109

Eyes of the Nile: Complete Album Show w/ Priest Unleashed

 Fri, 30 Jan at 07:00 pm Tally Ho Theater

Harry Potter Day!

 Sat, 31 Jan at 12:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Black History Month Celebration

 Sat, 21 Feb at 12:00 pm 407 East Market Street, Leesburg, VA, United States, Virginia 20176

Buy One Get One - Every Friday in February!

 Fri, 13 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Chayce Beckham at Tally Ho

 Sat, 25 Apr at 07:00 pm Tally Ho

Official Michael Cleveland in Leesburg

 Sat, 25 Apr at 07:00 pm Lucketts Community Center

Jump - America's Van Halen Experience

 Fri, 10 Apr at 07:00 pm Tally Ho Theater

Gold Dust Woman: A Tribute to Stevie Nicks and Fleetwood Mac

 Sat, 02 May at 07:00 pm Tally Ho Theater

Sensual Sanctuary

 Tue, 10 Feb at 07:00 pm Temple in the Trees USD 120 to 138

Valentine’s Weekend Special at The Branch✨

 Sat, 14 Feb at 05:30 pm The Branch USD 130

History and High Rollers

 Fri, 27 Feb at 06:00 pm River Creek Club (Leesburg, VA)

90's M**der on the Mixtape: Live at Vanish

 Sat, 14 Feb at 05:30 pm Vanish Farmwoods Brewery USD 47 to 70

Buy One Get One - Every Friday in February!

 Fri, 06 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Leesburg Listening Room: Gina Sobel, Marion Sheaffer

 Sat, 21 Mar at 07:00 pm Loudoun Museum USD 18

Leesburg Listening Room: Brendan Lane, Mackenzie Roark

 Sat, 25 Apr at 07:00 pm Leesburg Junction USD 18

Stand Up Comedy Night at Whites Ferry Brewery

 Sat, 21 Feb at 08:00 pm Whites Ferry Brewery USD 23

MUSIC BINGO @ THE DELL

 Thu, 05 Feb at 07:00 pm The Dell: Food & Brew Hall

Leesburg Listening Room: Silver Charm's Place, Justin Trawick

 Sat, 21 Feb at 07:00 pm Simply Yoga USD 18

3/5/26 VIP Upgrade

 Thu, 05 Mar at 05:40 pm Tally Ho Theater USD 107

STEPS Winter Classes 2026

 Sun, 01 Feb at 03:00 pm Ida Lee Recreation Center-Town of Leesburg Parks and Recreation

Couples Therapy: A Comedy Show

 Sat, 14 Feb at 06:30 pm Tally Ho Theater

LSYO Presents Love Local Loudoun Winter Fundraiser Concert

 Thu, 12 Feb at 05:30 pm Fleetwood Farm Winery USD 0 to 40

Midlife Crisis Band

 Sat, 31 Jan at 09:00 pm 538 E Market St, Leesburg, VA

Tejas Singh Band

Fri, 30 Jan at 09:00 pm 538 E Market St, Leesburg, VA

Mark Trammell Quartet in Leesburg

 Tue, 03 Feb at 07:00 pm Lake Yale Baptist Conference Center

Studio Ghibli Movie Matinee: Castle in the Sky

 Sat, 07 Feb at 01:30 pm Rust Library

Tuesday’s #1 SALSA BACHATA night!

 Tue, 03 Feb at 08:00 pm T'KiLa Mexican Kitchen & Bar

Be the Vision: Becoming Her in 2026 (Women 40+)

 Sat, 31 Jan at 03:00 pm 428 Madison Trade Plaza SE USD 75

The Ultimate 2000's Dance Party

 Thu, 19 Mar Tally Ho Theater

DM Shift Collective @ Spanky's (9pm-1am)

 Fri, 27 Mar at 09:00 pm Spanky's Shenanigans

Airmont Road @ Spanky's Deck Party

 Sat, 16 May at 05:00 pm Spanky's Shenanigans

2026 Love Loudoun: A Wedding Showcase

 Sun, 08 Mar at 12:00 pm Lansdowne Resort and Spa USD 0 to 25

Public Knitoxication - 2026

 Sat, 20 Jun at 12:00 pm Fabbioli Cellars Free

Tuesday’s #1 SALSA BACHATA night!

 Tue, 03 Mar at 08:00 pm T'KiLa Mexican Kitchen & Bar

February's Stand-Up Comedy Brunch At Tarbender’s Lounge

 Sun, 22 Feb at 01:00 pm Tarbender's Lounge USD 5 to 15

The Phil Collins Experience

 Wed, 18 Mar at 08:00 pm Tally Ho Theater

📺🎬 Movie & TV Theme Songs Music Bingo at The Branch 🎬📺

 Thu, 09 Apr at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Moonbounce Monday

 Mon, 02 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Moonbounce Monday

 Mon, 09 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

The Phil Collins Experience - Tribute

 Tue, 17 Mar Tally Ho Theater

LANco

 Wed, 25 Feb at 07:00 pm Tally Ho Theater

☀️🎶 Summer Anthems Music Bingo at The Branch 🎶☀️

 Thu, 23 Jul at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Moonbounce Monday

 Mon, 16 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Tuesday’s #1 SALSA BACHATA night!

 Tue, 07 Apr at 08:00 pm T'KiLa Mexican Kitchen & Bar

7 Bridges - Eagles Tribute Band

 Thu, 26 Feb at 07:00 pm Tally Ho Theater

Moonbounce Monday

 Mon, 23 Feb at 10:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Leesburg M**der Mystery: Catch the Killer!

 Sat, 12 Jul at 10:00 am 16 Loudoun St SW USD 10 to 20

Tuesday’s #1 SALSA BACHATA night!

 Tue, 05 May at 08:00 pm T'KiLa Mexican Kitchen & Bar

Eternal Light - Spring Concert (1/2)

 Sat, 02 May at 04:00 pm Holy Trinity Lutheran Church USD 0 to 25

Reflections in Winter - Winter Concert (1/2)

 Sat, 07 Mar at 04:00 pm St. James' Episcopal Church USD 0 to 25

Next Stop Comedy at Vanish Brewery in Lucketts! - Leesburg, VA

 Fri, 20 Jun at 08:00 pm Vanish Farmwoods Brewery USD 28

Reverend Horton Heat at Tally Ho

 Tue, 07 Apr at 08:00 pm Tally Ho

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Leesburg Free

Ballyhoo!

 Sat, 07 Mar at 07:00 pm Tally Ho Theater

Singles Party

 Tue, 02 Dec at 08:00 pm Leesburg Free

FIRST SAT- DJ FreQ- 80's 90's and 2000's+

 Sat, 04 Oct at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free