Leesburg Festivals Events

Festivals Happening Next in Leesburg, VA

Diagon Alley Market

15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176 13 Sep 2025
FOOD-DRINKS

DMV Qawali Night

White's Ferry Manor - Weddings & Events 5 Sep 2025
MUSIC USD 42 TO 98

2025 Leesburg Airshow

Leesburg Executive Airport 27 Sep 2025
AIR-SHOWS

2025 Roper Romp Charity Pub Crawl

10 W Market St, Leesburg, VA 20176-2805, United States 6 Sep 2025
NONPROFIT

Benefit Crossroads Music Festival

Tally Ho Theater 19 Sep 2025
ENTERTAINMENT

Douglass Legacy Day

407 E Market St, Leesburg, VA 20176 11 Oct 2025
SPORTS

Picnic in the Park

Potomac Crossing Park, Leesburg 6 Sep 2025
TRIPS-ADVENTURES

Links on the Lawn 2025

Stone Tower Winery 27 Sep 2025
NONPROFIT USD 0 TO 5,337

Mushroomhead at Tally Ho

Tally Ho 19 Oct 2025
TRIPS-ADVENTURES

Leesburg Airshow - OFFICIAL EVENT

Leesburg Executive Airport 27 Sep 2025
AIR-SHOWS

Larger than Life at Tally Ho

Tally Ho 5 Sep 2025
TRIPS-ADVENTURES

Parking Lot Party

49 Catoctin Circle SE, Leesburg, VA 13 Sep 2025
ENTERTAINMENT

LESSON ZERO plays Crossroads Music Festival

King's Tavern 20 Sep 2025
MUSIC-FESTIVALS

Tropidelic with Artikal Sound System and Grieves

Tally Ho Theater 15 Nov 2025
FESTIVALS

Crossroads Film and Music Festival - Saturday

Tally Ho Theater 19 Sep 2025
ENTERTAINMENT

Crossroads Music Festival 2025 w/ Andy Summers from The Police

Tally Ho Theater 19 Sep 2025
MUSIC-FESTIVALS USD 0 TO 250

80s Night - The Reagan Years at Tally Ho

Tally Ho 4 Oct 2025
TRIPS-ADVENTURES

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

2C Loudon st SW Leesburg, Va 20 Sep 2025
MUSIC-FESTIVALS

Parking Lot Party

49 Catoctin Circle SE, Leesburg, VA 20 Sep 2025
ENTERTAINMENT

Salsa Sprouts: Loudoun Roots & Wonders - Day 2

The Loudoun County Fair 7 Sep 2025
ENTERTAINMENT FREE

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

538 E Market St, Leesburg, VA 20176-4112, United States 20 Sep 2025
MUSIC

Not Just A Fall Yard Crawl, Y'all

Hogback Mountain Pony Rides, LLC 18 Oct 2025
USD 13 TO 107

Rue Fest at the Farm

Far Bungalow Farm 27 Sep 2025
FESTIVALS USD 15 TO 30

Haunted Hike & Spooky Campfire

21085 The Woods Rd, Leesburg, VA, United States, Virginia 20175 30 Oct 2025

Discovering the Past: a Festival of Authors & Archives

208 W Market St, Leesburg, VA, United States, Virginia 20176 20 Sep 2025
ART

Barktoberfest! (UpDog Challenge)

A Click Above, LLC 18 Oct 2025
CONTESTS

SoulCollage® and Story

Temple in the Trees 28 Sep 2025
ART USD 239

Giant Bunny Meet & Greets @ Hogback Mountain

Hogback Mountain Pony Rides, LLC 18 Oct 2025
MUSIC

Tropidelic

Tally Ho Theater 14 Nov 2025
ART

LC3's Pints 4 Paws Celebration and Fundraiser for Community Cats & Kittens

Vanish Farmwoods Brewery 28 Sep 2025
NONPROFIT USD 0 TO 34

Shenandoah Valley Archives Fair

208 W Market St, Leesburg, VA, United States, Virginia 20176 8 Oct 2025
BUSINESS

Revocation at Tally Ho

Tally Ho 16 Oct 2025
TRIPS-ADVENTURES

Leesburg Car Show

Historic Downtown Leesburg 4 Oct 2025

Life of Agony

Tally Ho Theater 29 Sep 2025
ART

Into the Woods

Faith Chapel Gathering Place 7 Nov 2025
ART