Entertainment events in Leesburg

Check out happening entertainment events all around Leesburg, VA

Diagon Alley Market

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

2025 Leesburg Airshow

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

Finger Eleven, Alien Ant Farm, BRKN LOVE in Leesburg

 Fri, 03 Oct at 07:00 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

Sister Hazel, Andy Summers in Leesburg

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

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

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

Lily Rose in Leesburg

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

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

Super Trans AM – The Ultimate ‘70s Rock Experience

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

Liliac

 Sat, 06 Sep 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

White Ford Bronco – The Ultimate ‘90s Party

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

Live Wire: The Ultimate AC/DC Experience

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

Tropidelic in Leesburg

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

Band Elyzium Live in Virginia - Sep 19th

 Fri, 19 Sep at 07:00 pm Droumavalla Farm USD 39 to 1,602

The Rush Experience

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

Mushroomhead, Psychostick, Black Satellite, Mind Incision in Leesburg

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

Eric Johnson at Tally Ho

 Sat, 11 Oct at 07:00 pm Tally Ho

80's vs. 90's DJ Party!

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

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

The Sensational Soul Cruisers – A Night of Motown Magic

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

Benefit Crossroads Music Festival

Fri, 19 Sep at 06:00 pm Tally Ho Theater

Douglass Legacy Day

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

Nirvani - A Nirvana Tribute Experience

 Sat, 27 Sep at 07:00 pm 19 W Market St, Leesburg, VA, United States, Virginia 20176

Joey and the Waitress Band- Cover Band

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

New Potato Caboose at Tally Ho

 Fri, 24 Oct Tally Ho

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

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

David Cook - Leesburg, VA

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

Mushroomhead at Tally Ho

 Sun, 19 Oct at 07:00 pm Tally Ho

Links on the Lawn 2025

 Sat, 27 Sep at 01:00 pm Stone Tower Winery USD 0 to 5,337

7 Year Anniversary Party: 80s vs 90s Theme!

 Sat, 06 Sep at 09:00 pm 10 South King st, Leesburg, VA, United States, Virginia 20175

The Union Underground and Spineshank at Tally Ho

 Thu, 18 Sep at 06:00 pm Tally Ho

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

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

Zach Jones Live Music

 Sat, 06 Sep at 01:00 pm 15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176

Tropidelic with Artikal Sound System and Grieves

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

Leesburg Airshow - OFFICIAL EVENT

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

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

Parking Lot Party

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

LESSON ZERO plays Crossroads Music Festival

 Sat, 20 Sep at 04:30 pm King's Tavern

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

Pumpkin Village

 Sat, 20 Sep at 11:00 am 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

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

A Flock of Seagulls at Tally Ho

 Wed, 24 Sep at 07:00 pm Tally Ho

The Dave Matthews Tribute Band

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

Crossroads Film and Music Festival - Saturday

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

80s Night - The Reagan Years at Tally Ho

 Sat, 04 Oct at 07:00 pm Tally Ho

David Cook

 Mon, 08 Sep at 07:00 pm Tally Ho Theater

Tom Sandoval at Tally Ho

 Wed, 01 Oct at 08:00 pm Tally Ho

The Ultimate 2000's Dance Party with So Fetch

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

Crossroads Music Festival 2025 w/ Andy Summers from The Police

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

Cracked Sky Debut in LoCo at Crossroads Music Festival Sep 20 2025

 Sat, 20 Sep at 03:00 pm 2C Loudon st SW Leesburg, Va

Parking Lot Party

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

Rural Folk Fiasco

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

Salsa Sprouts: Loudoun Roots & Wonders - Day 2

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

Parking Lot Party

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

Grey Ghost Chapter of the Nam Knights Motorcycle Club 17th Anniversary

Sat, 20 Sep at 12:00 pm 538 E Market St, Leesburg, VA 20176-4112, United States

Tuesday’s #1 SALSA & BACHATA night!

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

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

Tom Sandoval and The Most Extras

 Tue, 30 Sep at 07:00 pm Tally Ho Theater

Loudoun Jazz Jam

 Sun, 21 Sep at 01:00 pm The Dell: Food & Brew Hall

Double Duran: The Ultimate Duran Duran Experience

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

Life of Agony at Tally Ho

 Tue, 30 Sep Tally Ho

Art Of Cocktail Making Class

 Sat, 06 Sep at 12:00 pm The Conche USD 93

Cain - Band Tickets

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

The Nightwork Band

Sat, 06 Sep at 09:00 pm 538 E Market St, Leesburg, VA

Nile

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

Nile at Tally Ho

 Sun, 14 Sep Tally Ho

Art Of Cocktail Making Class

 Sat, 13 Sep at 12:00 pm The Conche USD 93

Gruto's Spirit Day

 Thu, 11 Sep at 12:00 pm 107 S King St, Leesburg, VA 20175-2904, United States

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

SimplyBe Unplugged with Chris App!

 Sat, 13 Sep at 10:00 am 208 Church Street, SE, Leesburg, VA, Leesburg, VA, United States, Virginia 20176

Mushroomhead

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

Art Of Cocktail Making Class

 Sat, 20 Sep at 12:00 pm The Conche USD 93

Parking Lot Party

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

Patchwork Dorothy Returns to Spanky's Shenanigans

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

Rue Fest at the Farm

 Sat, 27 Sep at 11:00 am Far Bungalow Farm USD 15 to 30

Eli Young Band at Tally Ho

 Fri, 17 Oct at 07:00 pm Tally Ho

Mark Trammell Quartet in Leesburg

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

The Powerful Quiet Fire Soul Show LIVE at Douglass Legacy Day

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

FUNDRAISER: Independence High School Band at Scapegoats Snowballs

 Tue, 09 Sep at 05:00 pm 22025 Evergreen Mills Road, Leesburg, VA, United States, Virginia 20175

Art Of Cocktail Making Class

 Sat, 27 Sep at 12:00 pm The Conche USD 93

Buckcherry at Tally Ho

 Tue, 07 Oct at 06:00 pm Tally Ho

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

Live Music w/ Kristin @ Vino Bistro

 Wed, 15 Oct at 06:30 pm Vino Bistro

Art Of Cocktail Making Class

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

Art Of Cocktail Making Class

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

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

The TLKB NFL Kickoff Party!

Sun, 07 Sep at 12:00 pm 510 East Market Street #i, Leesburg, VA, United States, Virginia 20176

M**der Mystery Dinner

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

Texas A&M vs. Auburn Watch Party

 Sat, 27 Sep at 12:00 pm Anchor Bar NOVA

SPOOKY Cake Pop Workshop! Halloween Edition

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

Giant Bunny Meet & Greets @ Hogback Mountain

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

Cain at Cornerstone Chapel

 Fri, 14 Nov at 07:00 pm Cornerstone Chapel

Tuesday’s #1 SALSA & BACHATA night!

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

Acting 101 Youth Class

 Wed, 10 Sep at 02:00 pm Faith Chapel Gathering Place USD 200

Art Of Cocktail Making Class

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

Uli Jon Roth at Tally Ho

 Thu, 20 Nov at 06:00 pm Tally Ho