Entertainment events in Leesburg

Check out happening entertainment events all around Leesburg, VA

Finger Eleven, Alien Ant Farm, BRKN LOVE in Leesburg

 Fri, 03 Oct at 07:00 pm Tally Ho Theater

Tropidelic in Leesburg

 Sat, 15 Nov at 08:00 pm Tally Ho Theater

Mushroomhead, Psychostick, Black Satellite, Mind Incision in Leesburg

 Sun, 19 Oct at 06:00 pm Tally Ho Theater

Little Mania Midget Wrestling – Leesburg, VA – Oct 18, 2025 – Buy Now

 Sat, 18 Oct at 08:00 pm Vanish Farmwoods Brewery USD 25 to 55

Tropidelic, Artikal Sound System, Grieves in Leesburg

 Sat, 15 Nov at 07:00 pm Tally Ho Theater

Eric Johnson in Leesburg

 Sat, 11 Oct at 07:00 pm Tally Ho Theater

Fall Festival 2025

 Sat, 11 Oct at 12:00 pm 241 Fort Evans Rd NE, Leesburg, VA 20176

The Dave Matthews Tribute Band - Tomorrow We Die Tour

 Fri, 10 Oct at 07:00 pm 19 W Market St, Leesburg, VA, United States, Virginia 20176

2025 Martin Wallem ALS Foundation Charity Golf Tournament and Banquet

 Fri, 24 Oct at 10:45 am Raspberry Falls Golf Course USD 0 to 2,520

Eli Young Band in Leesburg

 Fri, 17 Oct at 07:00 pm Tally Ho Theater

The Dave Matthews Tribute Band

 Thu, 09 Oct at 07:00 pm Tally Ho Theater

80s Night - The Reagan Years at Tally Ho

 Sat, 04 Oct at 07:00 pm Tally Ho

Sticky Sweet - A Tribute To Def Leppard

 Sat, 18 Oct at 07:00 pm Tally Ho Theater

Mamma Mania! New York City’s Premier ABBA Tribute

 Sun, 12 Oct at 07:00 pm 19 W Market St, Leesburg, VA, United States, Virginia 20176

Art Of Cocktail Making Class

 Sat, 11 Oct at 12:00 pm The Conche USD 93

RAE- Folk Music Duo

 Sat, 18 Oct at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Tropidelic with Artikal Sound System and Grieves

Sat, 15 Nov at 07:00 pm Tally Ho Theater

Jake Shimabukuro in Leesburg

 Tue, 18 Nov at 07:00 pm Tally Ho Theater

Cowpoke @ Tally Ho

 Fri, 10 Oct at 08:00 pm Tally Ho Theater

IN THEORY Classic & Modern Rock Cover Band at Tarbender's in Leesburg, VA

 Sat, 11 Oct at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Mushroomhead

 Sat, 18 Oct at 07:00 pm Tally Ho Theater

The Reagan Years perform the Soundtrack To Your Life - 80s Movie songs

 Sat, 04 Oct at 08:00 pm Tally Ho Theater

Legado Vivo

 Sat, 04 Oct 850 N King St USD 10 to 75

Stevie Oneshoes at Tarbender's in Leesburg, VA

 Fri, 10 Oct at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA

Double Duran: The Ultimate Duran Duran Experience

 Fri, 28 Nov at 07:00 pm Tally Ho Theater

CRAFT Theatre Co. Launch Party!

 Sun, 05 Oct at 04:00 pm Faith Chapel Gathering Place Free

Ten: A Tribute to Pearl Jam

 Sat, 06 Dec at 07:00 pm Tally Ho Theater

Laurie Blue's Friday Open Mic at King's

 Fri, 03 Oct at 09:30 pm King's Tavern and Wine Bar

Patchwork Dorothy Returns to Spanky's Shenanigans

 Sat, 11 Oct at 08:00 pm Spanky's Shenanigans 538 E Market St, Leesburg, VA 20176

Crossing Elden at SideBar for Leesburg First Friday

 Fri, 03 Oct at 06:00 pm SideBar

The Powerful Quiet Fire Soul Show LIVE at Douglass Legacy Day

Sat, 11 Oct at 12:00 pm Douglass Community Center

The Messer Chups Halloween Party

 Thu, 30 Oct at 07:00 pm Tally Ho Theater

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

 Sat, 01 Nov at 07:00 pm Tally Ho Theater

Pumpkin Party: DIY Fall Décor Workshop

 Wed, 08 Oct at 07:00 pm Frank & Teressa's Anchor Bar USD 82

Cain at Cornerstone Chapel

 Fri, 14 Nov at 07:00 pm Cornerstone Chapel

The Rush Experience

 Sat, 25 Oct at 07:00 pm Tally Ho Theater

The Lowdown Drifters

 Sun, 05 Oct at 07:00 pm Tally Ho Theater

Live Music w/ Joey @ Anchor Bar!

 Fri, 10 Oct at 06:00 pm Anchor Bar NOVA

Douglass Legacy Day

Sat, 11 Oct at 12:00 pm 407 E Market St, Leesburg, VA 20176

STEPS Fall Classes 2025

 Sun, 05 Oct at 03:00 pm Ida Lee Recreation Center-Town of Leesburg Parks and Recreation

Eric Johnson at Tally Ho

 Sat, 11 Oct at 07:00 pm Tally Ho

Grayson Moon - Live Music at the Dell: Food & Brew Hall

 Fri, 31 Oct at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

The Ultimate 2000's Dance Party with So Fetch

 Fri, 07 Nov at 07:00 pm Tally Ho Theater

Tropidelic

 Fri, 14 Nov at 07:00 pm Tally Ho Theater

Cain - Band Tickets

Fri, 14 Nov at 07:00 pm Cornerstone Chapel - Leesburg, VA

M**der Mystery Dinner

 Thu, 16 Oct at 06:00 pm The Branch USD 111 to 123

Pumpkin Village

 Sat, 11 Oct at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Art Of Cocktail Making Class

 Sat, 01 Nov at 12:00 pm The Conche USD 93

Buckcherry at Tally Ho

 Tue, 07 Oct at 06:00 pm Tally Ho

Buckcherry

 Mon, 06 Oct Tally Ho Theater

Studio Ghibli Movie Matinee

 Sun, 12 Oct at 01:30 pm Rust Library

Pumpkin Village

 Sat, 18 Oct at 01:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

So Fetch - 2000s Tribute Band

 Thu, 06 Nov at 07:00 pm Tally Ho Theater

Art Of Cocktail Making Class

 Sat, 08 Nov at 12:00 pm The Conche USD 93

Revocation

 Wed, 15 Oct at 07:00 pm Tally Ho Theater

Nashville Nights - 90s Country Tribute

 Fri, 05 Dec at 07:00 pm Tally Ho Theater

Parking Lot Party

 Sat, 04 Oct at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Pumpkin Village Halloween Fun

 Sat, 25 Oct at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Pumpkin Village

 Sun, 05 Oct at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Eli Young Band at Tally Ho

 Fri, 17 Oct at 07:00 pm Tally Ho

Son Little at Tally Ho

 Sun, 30 Nov at 08:00 pm Tally Ho

Film "Unity - Cockacoeske's Dilemma" at historic Douglass HS

 Sat, 01 Nov at 12:00 pm Douglass Community Center

DM Shift Collective (full band!) @ Spanky's

Fri, 21 Nov at 09:00 pm Spanky's Shenanigans

New Potato Caboose at Tally Ho

 Fri, 24 Oct at 07:00 pm Tally Ho

Rook Richards - Live Music at the Dell: Food & Brew Hall

 Sat, 18 Oct at 04:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Live Music: Kate MacLeod Trio

Sun, 19 Oct at 02:00 pm Rust Library

Live Music w/ Kristin @ Vino Bistro

 Wed, 15 Oct at 06:30 pm Vino Bistro

Art Of Cocktail Making Class

 Sat, 04 Oct at 12:00 pm The Conche USD 93

Emo Night featuring Emo Kids

 Sat, 17 Jan at 07:00 pm Tally Ho Theater

Art Of Cocktail Making Class

 Sat, 22 Nov at 12:00 pm The Conche USD 93

Parking Lot Party

 Fri, 17 Oct at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Pumpkin Village

Sun, 12 Oct at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Mushroomhead at Tally Ho

 Sun, 19 Oct at 07:00 pm Tally Ho

AFM BACK LIVE AT SPANKY'S SHENANIGANS!

 Sat, 25 Oct at 09:00 pm Spanky's Shenanigans

Loudoun Jazz Jam

 Sun, 19 Oct at 01:00 pm The Dell: Food & Brew Hall

Art Of Cocktail Making Class

 Sat, 29 Nov at 12:00 pm The Conche USD 93

Live Music: Salah

 Fri, 10 Oct at 06:00 pm 106A South Street SE, Leesburg, VA

Uli Jon Roth at Tally Ho

 Thu, 20 Nov at 06:00 pm Tally Ho

Brian Franke - Live Music at the Dell: Food & Brew Hall

 Fri, 03 Oct at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Mark Trammell Quartet in Leesburg

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

A Killer's Confession | Dogma

 Wed, 12 Nov at 06:00 pm Tally Ho Theater

Ryan Sill - Live music at the Dell: Food & Brew Hall

 Fri, 17 Oct at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

SPOOKY Cake Pop Workshop! Halloween Edition

 Sat, 18 Oct at 10:00 am The Conche USD 39

Hauntings 2025

 Thu, 16 Oct at 06:00 pm 16 Loudoun St SW, Leesburg, VA, United States, Virginia 20175

Songs of Light and Wonder - Christmas Concert (3/4)

 Sat, 20 Dec at 04:00 pm Holy Trinity Lutheran Church USD 0 to 25

Fantasy Worldbuilding & Storytelling Day Camp

 Mon, 13 Oct at 09:00 am Faith Chapel Gathering Place USD 130

Tuesday’s #1 SALSA & BACHATA night!

 Tue, 02 Dec at 08:00 pm T'KiLa Mexican Kitchen & Bar

Giant Bunny Meet & Greets @ Hogback Mountain

 Sat, 18 Oct at 10:00 am Hogback Mountain Pony Rides, LLC

Midlife Crisis Band

 Fri, 24 Oct at 09:00 pm 538 E Market St, Leesburg, VA

David Thong - Live Music at the Dell: Food & Brew Hall

 Sat, 04 Oct at 04:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Jake Shimabukuro

 Mon, 17 Nov at 07:00 pm Tally Ho Theater

Tuesday’s #1 SALSA & BACHATA night!

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

Eric Johnson Tickets

Sat, 11 Oct at 07:00 am Tally Ho Theater

Kanin Wren's Taylor Swift Experience

 Sun, 28 Dec at 03:00 pm Tally Ho Theater

Rob Hoey - Live Music at the Dell: Food & Brew Hall

 Sat, 25 Oct at 04:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

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

Pumpkin Village

 Sun, 26 Oct at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Jazz Jam - Live Music at the Dell: Food & Brew Hall

 Sun, 19 Oct at 01:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Singles Party [Vendors Welcome]

 Tue, 03 Jun at 08:00 pm Leesburg

Theatre & Character Design 101 Day Camp

 Mon, 20 Oct at 09:00 am Faith Chapel Gathering Place USD 130