Leesburg Christmas Events

Patchwork Dorothy Returns to Spanky's Shenanigans

Spanky's Shenanigans 538 E Market St, Leesburg, VA 20176 11 Oct 2025

Cain at Cornerstone Chapel

Cornerstone Chapel 14 Nov 2025

Tropidelic

Tally Ho Theater 14 Nov 2025

So Fetch - 2000s Tribute Band

Tally Ho Theater 6 Nov 2025

WATERCOLOR HOLIDAY CARDS

Casanel Vineyards and Winery 15 Nov 2025

Live Music w/ Kristin @ Vino Bistro

Vino Bistro 15 Oct 2025

The Amish Outlaws Amazing Holiday Spectacular!

Tally Ho Theater 20 Dec 2025

Lucketts Holiday House November 6th-9th

The Old Lucketts Store 6 Nov 2025

CHRISTMAS Cake Pop Workshop Class!

The Conche 20 Dec 2025

Christmas Edition: Mommy & Me Chocolate Sculpture Class

The Conche 13 Dec 2025

November LVFC Pancake Breakfast + Santa Photos

215 Loudoun St SW, Leesburg, VA 20175-2718, United States 15 Nov 2025

Uli Jon Roth at Tally Ho

Tally Ho 20 Nov 2025

Jake Shimabukuro

Tally Ho Theater 17 Nov 2025

Holiday Wine Cork Decorations

Casanel Vineyards and Winery 15 Nov 2025

Lucketts Holiday House December 4th-7th

The Old Lucketts Store 4 Dec 2025

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

Leesburg, Virginia 20 Dec 2025

Lucketts Holiday House December 11th-14th

The Old Lucketts Store 11 Dec 2025

Lucketts Holiday House November 20th-23rd

The Old Lucketts Store 20 Nov 2025

December Hot Cocoa Hike, 1000 Hours Outside Guided Hike Series

21085 The Woods Rd, Leesburg, VA, United States, Virginia 20175 14 Dec 2025

Tab Benoit at Tally Ho

Tally Ho 2 Dec 2025

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

Leesburg Corner, Leesburg, Virginia 20 Dec 2025