Holiday events in Leesburg

Check out happening holiday events all around Leesburg, VA

CHRISTMAS Cake Pop Workshop Class!

 Sat, 20 Dec at 10:00 am The Conche USD 39

Santa's Workshop 2025

 Sat, 06 Dec at 03:00 pm Fleetwood Farm Winery Free

Farmer John’s Holiday Market

Sat, 06 Dec at 10:00 am 15520 James Monroe Highway, Leesburg, VA

Loudoun Chorale Winter Concert: Glorias Large and Small

 Sat, 06 Dec at 07:00 pm 835 Lee Ave SW, Leesburg, VA, United States, Virginia 20175

Christmas Village 2025 with Santa and The Grinch

 Sat, 13 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Christmas Village 2025 - with Santa and the Grinch

 Fri, 05 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Christmas Village 2025 TREE LIGHTING- with Santa and the Grinch

 Sat, 06 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Leesburg Christmas and Holiday Parade

 Sat, 13 Dec at 06:00 pm 60 Ida Lee Dr NW, Leesburg, VA 20176-2224, United States

Christmas Village 2025 with Santa and The Grinch

 Fri, 12 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Heritage Arts and crafts Show

 Sat, 22 Nov at 10:00 am Heritage High School

Christmas Village 2025 with Santa and The Grinch

 Fri, 19 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

The Jingle Jam '25

 Fri, 12 Dec at 07:00 pm Tally Ho Theater

Marshall Plan Tree Walk Lighting Ceremony

 Sat, 06 Dec at 04:30 pm 312 E Market Street, Leesburg, VA, United States, Virginia 20176

Loudoun Thrift x Blue Ridge Care Holiday Private Shopping Event

 Sun, 23 Nov at 09:00 am Blue Ridge Hospice Leesburg Thrift Shop Free

Holiday Market

 Fri, 28 Nov at 11:00 am 19925 Hogback Mountain Rd, Leesburg, VA, United States, Virginia 20175

Rad Red & Friends at Loudoun Kitchen & Bar Supporting LCFR Heros for the Holidays Toy Drive!!!

 Fri, 28 Nov at 07:30 pm The Loudoun Kitchen & Bar

Mistletoe Market in Downtown Leesburg

 Sat, 06 Dec at 11:00 am 18 E Market St, Leesburg, VA 20178, USA

Loudoun Chorale Winter Concert: Glorias Large and Small

 Sun, 07 Dec at 04:00 pm 835 Lee Ave SW, Leesburg, VA, United States, Virginia 20175

Christmas Village 2025 with Santa and our friend Shorty - the Highland Cow!

 Sun, 07 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Christmas Village 2025 with Santa and our friend Shorty - the Highland Cow!

 Sun, 14 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Songs of Light and Wonder - Christmas Concert (3/4)

 Sat, 20 Dec at 04:00 pm Holy Trinity Lutheran Church USD 0 to 25

Holidays in Leesburg Fine Arts & Crafts Show

 Sat, 06 Dec at 09:00 am 60 Ida Lee Dr NW, Leesburg, VA, United States, Virginia 20176

Loudoun Fairfax Hounds Holiday Hunt Ball

 Sat, 13 Dec at 05:00 pm Birkby House USD 130 to 535

Holiday Arts and Craft Show - 3rd Annual!

Fri, 05 Dec at 09:00 am 102 North Street NW Suite B, Leesburg, VA, United States, Virginia 20176

Leesburg Nativity Tour at the Leesburg Christmas Parade

 Sat, 13 Dec at 06:00 pm Ida Lee Dr NW, Leesburg, VA 20176, United States

Travinia's Breakfast with Santa

 Sat, 13 Dec at 08:30 am 1605 Village Market Blvd SE, Leesburg, VA, United States, Virginia 20175

Davis Mansion Holiday Tours

 Fri, 21 Nov at 10:00 am 17195 Southern Planter Ln, Leesburg, VA

Christmas Village 2025 with Santa and friends!

 Mon, 22 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Holly Jolly Skate Night

 Fri, 19 Dec at 05:00 pm 407 East Market Street, Leesburg, VA, United States, Virginia 20176

10 Year RUNiversary & Holiday Party

 Sat, 06 Dec at 11:00 am Black Hoof Brewing Company

PRO After Hours Holiday Party hosted by TW Perry

 Wed, 17 Dec at 04:30 pm Tw Perry

Naughty or Nice Holiday Bash

 Thu, 11 Dec at 06:00 pm Fleetwood Farm Winery, Evergreen Mills Rd, Leesburg, VA, USA USD 29

The 703 Holiday Bazaar

 Sat, 13 Dec at 09:00 am Village Pickle USD 8 to 15

Christmas Eve Food & Wine Tasting Menu

 Wed, 24 Dec at 12:00 pm 32 S King St, Leesburg, VA, United States, Virginia 20175

Holiday Concert

 Sat, 13 Dec at 03:30 pm Douglass Community Center

Breakfast with Santa

 Sun, 14 Dec at 09:00 am The Branch USD 0 to 29

Holiday Arts and Crafts Show, hosted by the Senior Center Advisory Board

Fri, 05 Dec at 09:00 am 102 North Street NW Suite B, Leesburg, VA, United States, Virginia 20176

The Amish Outlaws Amazing Holiday Spectacular!

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

Loudoun Cider House Holiday Market

 Sun, 21 Dec at 11:00 am 48 Fields Farm USD 7 to 13

Holiday Arts and Crafts Show, hosted by Senior Center Advisory Board

 Sat, 06 Dec at 08:00 am 102 North Street NW Suite B, Leesburg, VA, United States, Virginia 20176

Business Women of Loudoun Holiday Social

 Thu, 04 Dec at 09:00 am River Creek Club (Leesburg, VA)

Chime In! A Holiday Concert

 Tue, 09 Dec at 10:45 am The Senior Center of Leesburg

Putt & Play

 Mon, 22 Dec at 12:00 pm 407 East Market Street, Leesburg, VA, United States, Virginia 20176

Lucketts Holiday House November 20th-23rd

 Thu, 20 Nov at 10:00 am The Old Lucketts Store USD 29

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

 Sat, 20 Dec at 06:00 am Leesburg Corner, Leesburg, Virginia