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find Halloween events for every vibe.

Holiday events in Leonardtown, MD

Search for something you love or check out popular events in your area.

Halloween Spooktacular! - October 19, 2025
Sun, Oct 19, 3:00 PM
Bloomsbury Square · St. John's College
Halloween Spooktacular! - October 19, 2025
Sun, Oct 19, 3:00 PM
Bloomsbury Square · St. John's College
Dupont Circle Halloween Block Party 10-31
Fri, Oct 31, 6:00 PM
Dupont Circle · Decades DC
Dupont Circle Halloween Block Party 10-31
Fri, Oct 31, 6:00 PM
Dupont Circle · Decades DC
The Golden Pour: A New Year's Eve Celebration
Wed, Dec 31, 9:00 PM
Downtown · Vue Rooftop
The Golden Pour: A New Year's Eve Celebration
Wed, Dec 31, 9:00 PM
Downtown · Vue Rooftop
Clarendon Ballroom's The Phantom’s Ball 10-31
Fri, Oct 31, 8:00 PM
Courthouse · Clarendon Ballroom
Clarendon Ballroom's The Phantom’s Ball 10-31
Fri, Oct 31, 8:00 PM
Courthouse · Clarendon Ballroom
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Parole · DoubleTree by Hilton Hotel Annapolis
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Parole · DoubleTree by Hilton Hotel Annapolis
Georgetown Fall Market
Sat, Oct 18, 11:00 AM
Georgetown · 1681 Wisconsin Ave NW
Georgetown Fall Market
Sat, Oct 18, 11:00 AM
Georgetown · 1681 Wisconsin Ave NW
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Bay View Heights · 53 West St
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Bay View Heights · 53 West St
Foodies + New Friends DC: Halloween Lovers Edition
Wednesday at 7:00 PM + 2 more
Downtown · Restaurant of the week
Foodies + New Friends DC: Halloween Lovers Edition
Wednesday at 7:00 PM + 2 more
Downtown · Restaurant of the week
Washington D.C. Official St. Patrick's Day Bar Crawl
Tue, Mar 17, 5:00 PM
Downtown · Hard Rock Cafe
Washington D.C. Official St. Patrick's Day Bar Crawl
Tue, Mar 17, 5:00 PM
Downtown · Hard Rock Cafe
Clarendon Halloween Block Party - Nightmare on Wilson
Sat, Nov 1, 3:00 PM
Courthouse · 2854 Wilson Blvd
Clarendon Halloween Block Party - Nightmare on Wilson
Sat, Nov 1, 3:00 PM
Courthouse · 2854 Wilson Blvd
CLARENDON Halloween Bar Crawl - Nightmare On Wilson Blvd
Sat, Nov 1, 3:00 PM
Courthouse · BOE
CLARENDON Halloween Bar Crawl - Nightmare On Wilson Blvd
Sat, Nov 1, 3:00 PM
Courthouse · BOE
TFL BABY MOBB Halloween Party
Sat, Oct 18, 10:00 PM
Cardozo · Pure Lounge
TFL BABY MOBB Halloween Party
Sat, Oct 18, 10:00 PM
Cardozo · Pure Lounge
The Witching Hour Soirée - an Enchanting Halloween Party
Sat, Nov 1, 6:00 PM
New Point · 172 Green St
The Witching Hour Soirée - an Enchanting Halloween Party
Sat, Nov 1, 6:00 PM
New Point · 172 Green St
Washington D.C. Cinco De Mayo Bar Crawl
Sat, May 2, 5:00 PM
Downtown · Hard Rock Cafe Washington DC
Washington D.C. Cinco De Mayo Bar Crawl
Sat, May 2, 5:00 PM
Downtown · Hard Rock Cafe Washington DC
Autumn Gala
Thu, Oct 30, 6:00 PM
Columbia Heights · Josephine Butler Parks Center
Autumn Gala
Thu, Oct 30, 6:00 PM
Columbia Heights · Josephine Butler Parks Center
Clarendon's Official Halloween Block Party 10-31
Wed, Nov 5, 10:00 AM
Courthouse · Clarendon Ballroom
Clarendon's Official Halloween Block Party 10-31
Wed, Nov 5, 10:00 AM
Courthouse · Clarendon Ballroom
Just added!
MyKindaSpeakEasy Halloweekend
Sat, Nov 1, 9:00 PM
Cardozo · The Craft DC
Just added!
MyKindaSpeakEasy Halloweekend
Sat, Nov 1, 9:00 PM
Cardozo · The Craft DC
Washington D.C. Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Downtown · Hard Rock Cafe
Washington D.C. Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Downtown · Hard Rock Cafe
MATZOBALL® WASHINGTON DC XMAS EVE ages 21-49 December 24, 2025
Wed, Dec 24, 9:00 PM
Dupont Circle · Decades DC
MATZOBALL® WASHINGTON DC XMAS EVE ages 21-49 December 24, 2025
Wed, Dec 24, 9:00 PM
Dupont Circle · Decades DC
Supernatural Fright Night at Rewind
Fri, Oct 31, 6:00 PM
Dupont Circle · Rewind
Supernatural Fright Night at Rewind
Fri, Oct 31, 6:00 PM
Dupont Circle · Rewind

Trends in Leonardtown

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Frequently asked questions about Leonardtown

What are the best events to attend?

According to Eventbrite, the best events are:

Dupont Circle Halloween Block Party 10-31

The Golden Pour: A New Year's Eve Celebration

Clarendon Ballroom's The Phantom’s Ball 10-31

Maryland Yuletide Celebrations 2026

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

st marys county maryland

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Foodies + New Friends DC: Halloween Lovers Edition

Georgetown Fall Market

TFL BABY MOBB Halloween Party

Halloween Spooktacular! - October 19, 2025