Leesburg Holiday Events

Holiday events Happening Next in Leesburg, VA

2025 Roper Romp Charity Pub Crawl

 10 W Market St, Leesburg, VA 20176-2805, United States 6 Sep 2025
NONPROFIT

The Warped Tour Band, All The Blink Things, & Dookie

 Tarara Winery 13 Sep 2025
ENTERTAINMENT USD 13 TO 66

80s Night - The Reagan Years at Tally Ho

 Tally Ho 4 Oct 2025
TRIPS-ADVENTURES

Salsa Sprouts: Loudoun Roots & Wonders - Day 2

 The Loudoun County Fair 7 Sep 2025
ENTERTAINMENT FREE

VFW Day at Believers Bible Church

 401 Old Waterford Road, NW, Leesburg, Virginia 28 Sep 2025
DOG

M**der Mystery Dinner

 The Branch 16 Oct 2025
USD 111 TO 123

Meet Our Recruiters at Leesburg!

 Virginia Tire & Auto (Leesburg) 18 Sep 2025
MEETUPS

Giant Bunny Meet & Greets @ Hogback Mountain

 Hogback Mountain Pony Rides, LLC 18 Oct 2025
MUSIC

WATERCOLOR HOLIDAY CARDS

 Casanel Vineyards and Winery 15 Nov 2025
HOLIDAY USD 50

CHRISTMAS Cake Pop Workshop Class!

 The Conche 20 Dec 2025
WORKSHOPS USD 39

Monthly Harper Park PTA Meeting (date moved due to holiday)

 701 Potomac Station Drive, Leesburg, VA, United States, Virginia 20176 14 Oct 2025
MEETUPS

Holiday Wine Cork Decorations

 Casanel Vineyards and Winery 15 Nov 2025
HOLIDAY USD 39