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Holiday events
in Highland, MD

Discover the best Holiday events in your area and online

Holiday
Highland
Date
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Most popular events

Fall Festival 2026 primary image

Fall Festival 2026

Sat, Oct 3, 6:00 PM

3501 Hernwood Rd

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Historic Oakland Holiday Craft Show -- VENDOR REGISTRATION primary image

Historic Oakland Holiday Craft Show -- VENDOR REGISTRATION

Sat, Oct 24, 10:00 AM

5430 Vantage Point Rd

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Trick-or-Treat Yourself primary image

Trick-or-Treat Yourself

Fri, Oct 23, 6:00 PM

Peace a Pizza

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The U Street Halloween Bar Crawl primary image

The U Street Halloween Bar Crawl

Sat, Oct 24, 2:00 PM

Cafe Saint-Ex

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The Collective Encore's 2nd Annual Holly Jolly Holiday Spectacular NIGHT 1 primary image

The Collective Encore's 2nd Annual Holly Jolly Holiday Spectacular NIGHT 1

Mon, Dec 14, 7:30 PM

The Collective - Encore

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BIG SHOT SMALL ISLANDS HALLOWEEN primary image

BIG SHOT SMALL ISLANDS HALLOWEEN

Sat, Oct 24, 10:00 PM

The Fire Station 1 Sports Bar & Restaurant

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Halloween Bar Crawl primary image

Halloween Bar Crawl

Sat, Oct 24, 2:00 PM

Dupont Circle

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Annual Halloween Extravaganza (21+)

Sat, Oct 31, 7:00 PM

5829 Gist Ave

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