Leesburg Christmas Events

CHRISTMAS Cake Pop Workshop Class!

The Conche 20 Dec 2025

Holiday Celebration Meetup With Horses and Alpacas

Virk Equestrian Arts LLC 20 Dec 2025

Holiday Cookie Exchange

390 Plaza St. Leesburg, VA 19 Dec 2025

A Christmas Carol - A New Musical

A Place To Be 13 Dec 2025

Ugly Christmas Sweater Contest

49 Catoctin Circle SE, Leesburg, VA 19 Dec 2025

Christmas Eve Food & Wine Tasting Menu

32 S King St, Leesburg, VA, United States, Virginia 20175 24 Dec 2025

Rowdy Solo at Christmas Dive Bar for a Day

ResQ BBQ 20 Dec 2025

Christmas Village 2025 with Santa and The Grinch

19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 19 Dec 2025

Holiday Celebration | ropes & cookies & gift wrapping

Leesburg, Virginia 19 Dec 2025

Christmas Village 2025 with Santa and The Grinch

19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 20 Dec 2025

Christmas Village 2025 with Santa and friends!

19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 21 Dec 2025

HHS Teacher and Staff Goodie Giveaway

Heritage High School 18 Dec 2025

7:30 PM Christmas Eve Worship at Holy Trinity Leesburg

605 W Market St, Leesburg, VA, United States, Virginia 20176 24 Dec 2025

Summer & Eric at Anchor Bar NOVA

Anchor Bar NOVA 26 Dec 2025

Christmas Village 2025 with Santa and friends!

19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 23 Dec 2025

Christmas Eve Worship

107 W Market St, Leesburg, VA, United States, Virginia 20176 24 Dec 2025

Skate with the Grinch (And Santa)

19201 Compass Creek Pkwy, Leesburg, VA, United States, Virginia 20175 20 Dec 2025

Ugly Sweater Weekend

15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176 20 Dec 2025

Snowy Christmas Adult and Kids Paint Event

The Painted Tiger Art Studio 20 Dec 2025

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

Stone Tower Winery 26 Dec 2025

Live Music: Brad Linde's Bleak Midwinter Ensemble

Rust Library 23 Dec 2025

Christmas Village 2025 with Santa and friends!

19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175 22 Dec 2025

4 PM Family Christmas Eve Worship at Holy Trinity Leesburg

605 W Market St, Leesburg, VA, United States, Virginia 20176 24 Dec 2025

Christmas Eve Candlelight Services at Leesburg Community Church

835 Lee Ave SW, Leesburg, VA, United States, Virginia 20175 24 Dec 2025

12 Annual Girl's Holiday Happy Hour & Charity Event For The Kranias Family

Lightfoot Restaurant 17 Dec 2025

December Hot Cocoa Hike, 1000 Hours Outside Guided Hike Series

21085 The Woods Rd, Leesburg, VA, United States, Virginia 20175 21 Dec 2025

Pre-Christmas New York City Day Trip I (Transportation Only)

Leesburg Corner, Leesburg, Virginia 20 Dec 2025

Pre-Christmas New York City Day Trip I (Transportation Only)

Leesburg, Virginia 20 Dec 2025