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

The Jingle Jam '25

 Sat, 13 Dec at 08:00 pm Tally Ho Theater

Holiday Celebration Meetup With Horses and Alpacas

 Sat, 20 Dec at 12:00 pm Virk Equestrian Arts LLC Free

Holiday Cookie Exchange

 Fri, 19 Dec at 06:00 pm 390 Plaza St. Leesburg, VA

Holiday Dog Cookie Decorating

 Tue, 16 Dec at 06:00 pm 42225 Adoption Drive, Leesburg, VA, United States, Virginia

PJ Party with Santa

 Fri, 19 Dec at 04:30 pm Leesburg Diner USD 17 to 20

Home for the Holidays - Fee-Waived Adoption Event

 Sat, 20 Dec at 11:00 am 42225 Adoption Drive, Leesburg, VA, United States, Virginia

The Amish Outlaws Amazing Holiday Spectacular!

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

Ugly Christmas Sweater Contest

 Fri, 19 Dec at 03:00 pm 49 Catoctin Circle SE, Leesburg, VA

Holiday Wreath and Sip Workshop

 Sun, 14 Dec at 11:00 am 48 Fields Farm USD 93

Christmas Eve Food & Wine Tasting Menu

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

Silent Night Holiday Paint Event

 Fri, 19 Dec at 07:00 pm The Painted Tiger Art Studio USD 50

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

"A Born to Run Christmas" with The E Street Shuffle: A Tribute to the Boss

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

Holly Jolly Skate Night

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

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

Creative Painting And Drawing

Sun, 04 Jan at 01:00 pm 108 South Street #108 SE, Leesburg, VA

Holiday Celebration | ropes & cookies & gift wrapping

 Fri, 19 Dec at 06:00 pm Leesburg, Virginia

Loudoun Cider House Holiday Market

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

Christmas Village 2025 with Santa and The Grinch

 Sat, 20 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

Holiday Centerpiece Workshop with Blooms2U

 Sat, 20 Dec at 11:30 am Fleetwood Farm Winery, Evergreen Mills Rd, Leesburg, VA, USA USD 82

Christmas Village 2025 with Santa and friends!

 Sun, 21 Dec at 06:00 pm 19246 James Monroe Hwy, Leesburg, VA, United States, Virginia 20175

HHS Teacher and Staff Goodie Giveaway

 Thu, 18 Dec at 09:30 am Heritage High School

Summer & Eric at Anchor Bar NOVA

 Fri, 26 Dec at 06:00 pm Anchor Bar NOVA

Leesburg Holiday Market

 Wed, 17 Dec at 02:30 pm 30 Catoctin Circle SE, Leesburg, VA, United States, Virginia 20175

PRO After Hours Holiday Party hosted by TW Perry

 Wed, 17 Dec at 04:30 pm Tw Perry

Christmas Village 2025 with Santa and friends!

 Tue, 23 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

Skate with the Grinch (And Santa)

 Sat, 20 Dec at 02:10 pm 19201 Compass Creek Pkwy, Leesburg, VA, United States, Virginia 20175

Ugly Sweater Weekend

 Sat, 20 Dec at 11:00 am 15669 Limestone School Rd, Leesburg, VA, United States, Virginia 20176

Snowy Christmas Adult and Kids Paint Event

 Sat, 20 Dec at 01:00 pm The Painted Tiger Art Studio USD 39

Ugly Sweater Party

 Thu, 18 Dec at 07:00 pm 1602 Village Market Blvd SE #120, Leesburg, VA, United States, Virginia 20175

Landscape Painting Class, 2nd and 3rd grade

Sat, 10 Jan at 11:30 am 108 South Street #108 SE, Leesburg, VA

The Festive Pour: Holiday Sparkling Wines

 Wed, 17 Dec at 07:00 pm 32 S King St, Leesburg, VA, United States, Virginia 20175

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

 Fri, 26 Dec at 02:00 pm Stone Tower Winery

FREE Grounding Gentle Yoga Flow for the Holidays

 Mon, 22 Dec at 06:00 pm Susan Green Living

Christmas Village 2025 with Santa and friends!

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

Garage Sale in Leesburg

Sun, 14 Dec at 10:00 am Leesburg Country Club

Breakfast with Santa

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

Dancing Through Time: The Nutcracker Performances from the Loudoun Ballet

 Mon, 22 Dec at 01:00 pm Rust Library

Putt & Play

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

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

 Wed, 17 Dec at 04:30 pm Lightfoot Restaurant

Holiday Shopping Fab & Fit @ Misguided Angels

 Fri, 12 Dec at 11:00 am 14 S King Street, Leesburg, VA

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

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