Leonardtown Holiday events

Holiday events in Leonardtown this Weekend

Discover the best Holiday events in Leonardtown! From festive Christmas markets to New Year's Eve fireworks displays & Holiday Bazaar, we have something for everyone. Explore the Leonardtown's winter attractions and make lasting memories with friends and family. With so much to do in Leonardtown, you'll never have a dull moment this holiday season.

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Holiday events in Leonardtown this Weekend

Holiday events in Leonardtown this Weekend

Sat, 13 Dec, 2025 - 09:00 AM

Holiday Dressage Schooling Show 🎄

41345 Camp Maria Rd, Leonardtown, MD 20650-4220, United States, Leonardtown, MD

59+ Interested

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Sat, 13 Dec • 08:00 PM

Holiday Improv Comedy Show - Falls Church, Virginia

The Center for Spiritual Enlightenment

23+ Interested

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USD 10
Sat, 13 Dec • 12:00 PM

🌟 🎄 2nd Annual Holiday Craft Fair & Toy Drive! 🎁 🎅

iLove Events Center

5+ Interested

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Free
Featured

Sat, 20 Dec • 08:00 PM

Holiday Improv Comedy Show - Annapolis Maryland

ArtFarm

Newly Added

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USD 10
Sat, 13 Dec • 07:00 PM

BLACK TIE ROMAN HOLIDAY GALA AT THE EMBASSY OF ITALY

Embassy of Italy

4+ Interested

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USD 125
Sun, 14 Dec • 05:00 PM

Toys for Shelter Pets – Second Annual Christmas Charity Event

Hotel Hive

Newly Added

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USD 15
Wed, 24 Dec • 09:00 PM

MATZOBALL® WASHINGTON DC XMAS EVE ages 21-49 December 24, 2025

Decades DC

Newly Added

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USD 40
Sat, 13 Dec • 11:00 AM

Old Town Alexandria Christmas Market and Holiday Craft Show

John Carlyle Square

18+ Interested

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Free
Sat, 13 Dec • 04:00 PM

Downtown Cookie Crawl

601 Caroline Street, Fredericksburg, VA, United States, Virginia 22401

2894+ Interested
Sat, 13 Dec • 07:00 PM

A Very Merry Soulful Christmas Party

Meadow Event Park, Farm Bureau Center

201+ Interested

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