Entertainment events in Leesburg

Check out happening entertainment events all around Leesburg, VA

Jagged Edge in Leesburg

 Sat, 16 Aug at 06:00 pm Tarara Winery

Parking Lot Party

 Sat, 16 Aug at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Lily Rose in Leesburg

 Fri, 26 Sep at 07:00 pm Tally Ho Theater

Diagon Alley Market

 Sat, 13 Sep at 11:00 am 15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176

DMV Qawali Night

 Fri, 05 Sep at 06:00 pm White's Ferry Manor - Weddings & Events USD 42 to 98

FAMILY FEST 2025

 Sat, 23 Aug at 01:00 am Douglass Community Center 407 E Market St Free

2025 Leesburg Airshow

 Sat, 27 Sep at 11:00 am Leesburg Executive Airport

RAE- Folk Music Duo

 Sat, 16 Aug at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Deana Carter in Leesburg

 Thu, 14 Aug at 07:00 pm Tally Ho Theater

80's vs. 90's DJ Party!

 Sat, 06 Sep at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Tropidelic, Artikal Sound System, Grieves in Leesburg

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

Sister Hazel, Andy Summers in Leesburg

 Fri, 19 Sep at 07:00 pm Tally Ho Theater

Eric Johnson in Leesburg

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

A Celebration of Ozzy Osbourne with Ozzmosis

 Sat, 30 Aug at 07:00 pm 19 W Market St, Leesburg, VA, United States, Virginia 20176

Nile, Cryptopsy, The Last Ten Seconds of Life, Cognitive in Leesburg

 Sun, 14 Sep at 06:00 pm Tally Ho Theater

Eli Young Band at Tally Ho

 Fri, 17 Oct at 07:00 pm Tally Ho

Liliac

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

Luke Johnson Band- Rock, Roots, Appalachian Jazz

 Fri, 05 Sep at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Joey and the Waitress Band- Cover Band

 Sat, 20 Sep at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Dave Goodrum at Vino Bistro at The Villages!

 Sat, 23 Aug at 07:00 pm Vino Bistro

MTE- Jazz / Instrumental R&B / Fusion (The Mike Tony Echols Project)

 Fri, 29 Aug at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Journey Tribute: Trial By Fire

 Sat, 23 Aug at 07:00 pm Tally Ho Theater

Eli Young Band in Leesburg

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

The LeFevre Quartet in Leesburg

 Thu, 11 Sep at 06:30 pm Leesburg Town Park

Michael Schenker

 Sat, 20 Sep at 07:00 pm Tally Ho Theater

The Seven Wonders – A Tribute to Fleetwood Mac & Stevie Nicks

 Sat, 23 Aug at 06:00 pm Tarara Winery USD 13 to 66

Joey and the Waitress Band at The Crow's Nest Leesburg

 Sat, 23 Aug at 07:00 pm Buford's Biscuits

DJ Freq- Spinning the best songs from the 80's, 90's, 2000's and today!

 Sat, 27 Sep at 07:00 pm Tarbender's Lounge, South King Street, Leesburg, VA, USA Free

Emo Night featuring Emo Kids

 Fri, 22 Aug at 07:00 pm Tally Ho Theater

Live Wire: The Ultimate AC/DC Experience

 Sat, 13 Sep at 07:00 pm Tally Ho Theater

The Dave Matthews Tribute Band

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

Def Leggend with Jagged Edge – The Ultimate Def Leppard Tribute

 Sat, 16 Aug at 06:00 pm Tarara Winery USD 13 to 66

Plaza Party

 Fri, 15 Aug at 05:00 pm 1602 Village Market Blvd, Leesburg, VA, United States, Virginia 20175

New Potato Caboose

 Fri, 24 Oct at 07:00 pm Tally Ho Theater

Tropidelic with Artikal Sound System and Grieves

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

Tropidelic in Leesburg

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

Nashville Nights - The Ultimate ‘90s Country Experience

 Sat, 30 Aug at 06:00 pm Tarara Winery

Rowdy Ace Band at RESQ BBQ

 Sun, 31 Aug at 07:00 pm ResQ BBQ

Mushroomhead, Psychostick, Black Satellite, Mind Incision in Leesburg

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

The Warped Tour Band, All The Blink Things, & Dookie

 Sat, 13 Sep at 06:00 pm Tarara Winery USD 13 to 66

The Sensational Soul Cruisers – A Night of Motown Magic

 Sat, 06 Sep at 06:00 pm Tarara Winery USD 13 to 66

Open Skate Night

 Fri, 15 Aug at 06:00 pm 407 East Market Street, Leesburg, VA, United States, Virginia 20176

Home Don't Play Dat at Spanky's!

 Sat, 16 Aug at 09:00 pm Spanky's Shenanigans

Full band at Spankys

Sat, 23 Aug at 09:00 pm Spanky's Shenanigans

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

41 North DECK SHOW 6-9pm

 Fri, 15 Aug at 06:00 pm 538 E Market St, Leesburg, VA

Salsa Sprouts: Loudoun Roots & Wonders - Day 2

 Sun, 07 Sep at 10:00 am The Loudoun County Fair Free

Ryan Still - Live Music at the Dell: Food & Brew Hall

 Fri, 15 Aug at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Paddle Out Band

Sat, 23 Aug at 09:00 pm 538 E Market St, Leesburg, VA

Brittany Frazer Live Music

Sat, 16 Aug at 01:00 pm Fabbioli Cellars

Super Trans AM – The Ultimate ‘70s Rock Experience

 Sat, 27 Sep at 06:00 pm Tarara Winery USD 13 to 66

Nirvani - A Nirvana Tribute Experience

 Sat, 27 Sep at 07:00 pm 19 W Market St, Leesburg, VA, United States, Virginia 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

Crossroads Music Festival 2025 w/ Andy Summers from The Police

 Fri, 19 Sep at 06:00 pm Tally Ho Theater USD 0 to 250

Community Drum Circle

 Fri, 15 Aug at 06:30 pm Leesburg Moose Lodge 1041

Girlfriend In A Coma: A Tribute to Morrissey & The Smiths

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

Nile at Tally Ho

 Sun, 14 Sep at 06:00 pm Tally Ho

Rowdy Ace Band LIVE @ Spankys

Fri, 29 Aug at 09:00 pm 538 E Market St, Leesburg, VA

ROB HOEY Live Music at STONE TOWER WINERY (Leesburg, VA)

 Sun, 17 Aug at 01:00 pm Stone Tower Winery

Eyes of the Nile: The Ultimate Tribute to Iron Maiden w/ Priest Unleashed and Animal Magnetism

 Fri, 15 Aug at 07:00 pm Tally Ho Theater

Gary Smallwood - Live Music at the Dell: Food & Brew Hall

 Fri, 29 Aug at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Mushroomhead

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

Loudoun Jazz Jam

 Sun, 17 Aug at 01:00 pm The Dell: Food & Brew Hall

Music Bingo: Back to School

 Thu, 28 Aug at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Single's Night

 Thu, 14 Aug at 06:00 pm Rebellion Bourbon Bar & Kitchen Leesburg Free

Eric Campbell - Live Music at the Dell: Food & Brew Hall

 Fri, 12 Sep at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

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

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

The Rush Experience

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

Live Music w/ Kristin @ Vino Bistro

 Wed, 20 Aug at 06:30 pm Vino Bistro

FREE Movie Night - Inside Out 2!

 Fri, 05 Sep at 08:00 pm Lansdowne Town Center

Buckcherry, Drew Cagle & The Reputation in Leesburg

 Tue, 07 Oct at 06:00 pm Tally Ho Theater

Patchwork Dorothy Returns to Spanky's Shenanigans

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

Dave Mininberg Buffett Inspired Live Music

 Sun, 24 Aug at 01:00 pm 15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176

Jazz at Travinia Every Tuesday & Thursday

 Tue, 12 Aug at 05:30 pm Travinia Italian Kitchen Leesburg VA

Foam & Slide Party

 Sat, 16 Aug at 12:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Parking Lot Party

 Sat, 13 Sep at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

White Ford Bronco – The Ultimate ‘90s Party

 Sat, 20 Sep at 06:00 pm Tarara Winery USD 13 to 66

Live Music - Clark Peklo at The Crow's Nest

 Sat, 16 Aug at 07:00 pm 7 W Market St Unit 400, Leesburg, VA 20176

David Cook - Leesburg, VA

 Tue, 09 Sep at 07:00 pm Tally Ho Theater

Jason Teach - Live Music at the Dell: Food & Brew Hall

 Fri, 26 Sep at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Larger than Life at Tally Ho

 Fri, 05 Sep Tally Ho

Back to School Teacher Party!

 Fri, 22 Aug at 12:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Crossroads Film and Music Festival - Saturday

 Fri, 19 Sep Tally Ho Theater

Rural Folk Fiasco

 Sat, 13 Sep at 07:00 pm 1605 Village Market Blvd SE, Leesburg, VA

The Ultimate 2000's Dance Party with So Fetch

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

Parking Lot Party

 Sat, 20 Sep at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Mushroomhead at Tally Ho

 Sun, 19 Oct at 07:00 pm Tally Ho

Disney Themed Trivia Night at Anchor Bar Leesburg

 Tue, 26 Aug at 07:00 pm Frank & Teressa's Anchor Bar Free

Duck Chuck Duo - Live Music at the Dell: Food & Brew Hall

 Sat, 06 Sep at 04:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Deana Carter at Tally Ho

 Thu, 14 Aug at 07:00 pm Tally Ho

80s Night - The Reagan Years at Tally Ho

 Sat, 04 Oct at 07:00 pm Tally Ho

Ryan Still - Live Music at the Dell: Food & Brew Hall

 Fri, 22 Aug at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

41 North @ Spanky’s - On the Deck

 Fri, 15 Aug at 06:00 pm Spanky's Shenanigans

David Cook

 Mon, 08 Sep Tally Ho Theater

Music Bingo: Club Hits

 Thu, 14 Aug at 07:00 pm 49 Catoctin Circle SE, Leesburg, VA

Mission Road Band

Sat, 30 Aug at 09:00 pm 538 E Market St, Leesburg, VA

Parking Lot Party

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

Downtown Leesburg Community Dance Social

Wed, 13 Aug at 06:00 pm 11 B South King Street, Leesburg, VA, United States, Virginia 20175

Tuesday’s #1 SALSA & BACHATA night!

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

Douglass Legacy Day

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