Upcoming Live Music Events

Chayce Beckham at Tally Ho

 Tally Ho 25 Apr 2026
TRIPS-ADVENTURES

Official Michael Cleveland in Leesburg

 Lucketts Community Center 25 Apr 2026
ENTERTAINMENT

Sebastian Bach The Party Never Ends Tour 2026

 Tally Ho Theater 27 Mar 2026

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Upcoming Valentine's Day Events

Valentine's floral workshop

The Lazy Daisy Gift Store Leesburg 10 Feb 2026
WORKSHOPS

Be My Valentine: Sip & Sculpt Workshop

 The Conche 7 Feb 2026
WORKSHOPS USD 96

Sensual Sanctuary

 Temple in the Trees 10 Feb 2026
VALENTINES-DAY USD 120 TO 138

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Upcoming Comedy Events

Puppy Pals Live!

Tally Ho Theater 16 Feb 2026
COMEDY

Comedian ZANE LAMPREY • Leesburg, VA

 Water's End Brewery at The Dell 8 Mar 2026
COMEDY USD 27 TO 42

Couples Therapy: A Comedy Show

 Tally Ho Theater 14 Feb 2026
COMEDY

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Upcoming Galentines Day Events

Galentine's at Fleetwood

 Fleetwood Farm Winery, Evergreen Mills Rd, Leesburg, VA, USA 13 Feb 2026
GALENTINES-DAY FREE

Galentine's Sign Making with Dear Buffalo Designs

 Leesburg Fire Station 1 13 Feb 2026
GALENTINES-DAY

Galentine’s at the Winery with Your Local Besties NOVA/DC

 Fleetwood Farm Winery 13 Feb 2026
GALENTINES-DAY FREE

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Upcoming Festivals Events

Loudoun Pride Festival 2026

 Ida Lee Park 6 Jun 2026
FESTIVALS

90th Loudoun County Fair - July 21st - 25th 2026

 17558 Dry Mill Road, Leesburg, VA, United States, Virginia 20175 21 Jul 2026
KIDS

Leesburg Listening Room: Gina Sobel, Marion Sheaffer

 Loudoun Museum 21 Mar 2026
ENTERTAINMENT USD 18

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Upcoming Food & Drinks Events

Sip & Roll Sushi Night at Leesburg Public House

 Leesburg Public House 18 Feb 2026
WORKSHOPS USD 109

2026 LoCo Ice Bowl Series: Rice Properties Group presents the 2026 R'Ice Bowl

 Raspberry Falls Golf & Hunt Club 21 Feb 2026
SPORTS

Love Lingers: The Art of Cocktail Making Workshop

 The Conche 21 Feb 2026
WORKSHOPS USD 103

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Trending Events in Leesburg

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

 Simply Yoga 21 Feb 2026
ENTERTAINMENT USD 18

Black History Month Celebration

 407 East Market Street, Leesburg, VA, United States, Virginia 20176 21 Feb 2026
BLACK-HISTORY-MONTH

Spring Bling: A Hometown Fine Arts & Crafts Show

 60 Ida Lee Dr NW, Leesburg, VA, United States, Virginia 20176 7 Mar 2026
ART

Shrove Tuesday Pancake Dinner

 107 W Market St, Leesburg, VA, United States, Virginia 20176 17 Feb 2026
MARDI-GRAS

Fat Wednesday - Mardi Gras at CycleLuv

 103 Loudoun Street SW, Leesburg, VA 18 Feb 2026
MARDI-GRAS

Sam Bush at Tally Ho

 Tally Ho 22 Feb 2026
TRIPS-ADVENTURES

Sebastian Bach

 Tally Ho Theater 26 Mar 2026
ART

NAACP Freedom Fund Gala 2026 - Soul Train

 Lansdowne Resort 28 Feb 2026
USD 0 TO 10,673

Bumpin Uglies at Tally Ho

 Tally Ho 13 Feb 2026
TRIPS-ADVENTURES

Several Species - The Pink Floyd Experience

 Tally Ho Theater 27 Mar 2026
ART

Sam Bush

 Tally Ho Theater 19 Feb 2026
CONTESTS

Buy One Get One - Every Friday in February!

 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 13 Feb 2026
KIDS

Chayce Beckham

 Tally Ho Theater 24 Apr 2026
TRIPS-ADVENTURES

Saints Of Crue Rocks the Famous Tally Ho Theater.Doors open at 7 pm

 Tally Ho Theater 14 Mar 2026
MUSIC

Kylie Morgan

 Tally Ho Theater 2 Apr 2026
ART

More things to do in Leesburg

Live Music
Valentine's Day
Comedy
Galentines Day
Festivals
Mardi Gras
Easter
Black History Month
Music Festivals
Food & Drinks
Chinese New Year
St. Patrick's Day
Super Bowl
Speed Dating
Job Fairs
Pop-Ups