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Holiday events in Leonardtown, MD

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The Ultimate Halloween Party at Mister Days
Fri, Oct 31, 8:00 PM
Courthouse · Mister Days
The Ultimate Halloween Party at Mister Days
Fri, Oct 31, 8:00 PM
Courthouse · Mister Days
Just added!
Date Night Halloween: For Ghouls & Boos
Fri, Oct 31, 6:00 PM
Ashton Heights · Cookology Culinary School
Just added!
Date Night Halloween: For Ghouls & Boos
Fri, Oct 31, 6:00 PM
Ashton Heights · Cookology Culinary School
Just added!
Teen Night: HALLOWEEN
Fri, Oct 31, 6:00 PM
Ashton Heights · Cookology Culinary School
Just added!
Teen Night: HALLOWEEN
Fri, Oct 31, 6:00 PM
Ashton Heights · Cookology Culinary School
Gingerbread House Decorating
Sat, Dec 13, 2:00 PM
Logan Circle · Viceroy Washington DC
Gingerbread House Decorating
Sat, Dec 13, 2:00 PM
Logan Circle · Viceroy Washington DC
Just added!
Halloween Munchkin Treats (Ages 5-7)
Sat, Nov 1, 10:00 AM
Ashton Heights · Cookology Culinary School
Just added!
Halloween Munchkin Treats (Ages 5-7)
Sat, Nov 1, 10:00 AM
Ashton Heights · Cookology Culinary School
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
Ghosts & Boo: BOE Halloween Party 2025
Fri, Oct 31, 8:00 PM
Courthouse · 2854 Wilson Blvd suite b
Ghosts & Boo: BOE Halloween Party 2025
Fri, Oct 31, 8:00 PM
Courthouse · 2854 Wilson Blvd suite b
Ghosts & Boo: BOE Halloween Party 2025
Fri, Oct 31, 8:00 PM
Courthouse · 2854 Wilson Blvd suite b
Ghosts & Boo: BOE Halloween Party 2025
Fri, Oct 31, 8:00 PM
Courthouse · 2854 Wilson Blvd suite b
Valentines/Cupid's Bar Crawl
Sat, Feb 14, 2:00 PM
Dupont Circle · Dupont Circle
Valentines/Cupid's Bar Crawl
Sat, Feb 14, 2:00 PM
Dupont Circle · Dupont Circle
Thanksgiving Eve Club Hopping
Wed, Nov 26, 10:00 PM
Dupont Circle · Decades DC
Thanksgiving Eve Club Hopping
Wed, Nov 26, 10:00 PM
Dupont Circle · Decades DC
Just added!
Trivia Night: Halloween Edition at ChiCha Lounge
Thu, Oct 23, 6:00 PM
Cardozo · Chi Cha Lounge
Just added!
Trivia Night: Halloween Edition at ChiCha Lounge
Thu, Oct 23, 6:00 PM
Cardozo · Chi Cha Lounge
Booze, Boos, and Views: A Rooftop Soiree of Spirits
Fri, Oct 31, 6:00 PM
Georgetown · 1075 Thomas Jefferson St NW
Booze, Boos, and Views: A Rooftop Soiree of Spirits
Fri, Oct 31, 6:00 PM
Georgetown · 1075 Thomas Jefferson St NW
International Trick or Treating of Embassy Row
Fri, Oct 31, 6:15 PM
Dupont Circle · DuPont Circle Metro - North Exit
International Trick or Treating of Embassy Row
Fri, Oct 31, 6:15 PM
Dupont Circle · DuPont Circle Metro - North Exit
Arlington Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Ballston · Welburn Square
Arlington Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Ballston · Welburn Square
Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar
Fri, Oct 31, 9:30 PM
Bloomsbury Square · 26 Market Space
Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar
Fri, Oct 31, 9:30 PM
Bloomsbury Square · 26 Market Space
Annapolis Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Bloomsbury Square · 40 Francis St
Annapolis Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Bloomsbury Square · 40 Francis St
Halloween Candle Holder Workshop
Sat, Oct 25, 3:00 PM
Sheridan-Kalorama · Ukraine House
Halloween Candle Holder Workshop
Sat, Oct 25, 3:00 PM
Sheridan-Kalorama · Ukraine House
Washington Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Georgetown · 3255 Grace St NW
Washington Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Georgetown · 3255 Grace St NW
Autumn Harvest Brunch in Annapolis
Sun, Nov 23, 11:30 AM
New Point · 172 Green St
Autumn Harvest Brunch in Annapolis
Sun, Nov 23, 11:30 AM
New Point · 172 Green St
Birthday Sunset Open Bar Cruise
Sat, Aug 1, 8:00 PM
Georgetown · Georgetown Harbor
Birthday Sunset Open Bar Cruise
Sat, Aug 1, 8:00 PM
Georgetown · Georgetown Harbor

Trends in Leonardtown

Explore more trends

Frequently asked questions about Leonardtown

What are the best events to attend?

According to Eventbrite, the best events are:

The Ultimate Halloween Party at Mister Days

Date Night Halloween: For Ghouls & Boos

Teen Night: HALLOWEEN

Gingerbread House Decorating

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

car shows

st marys county maryland

fireworks

fall bar crawl

Which events are coming up?

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

Trivia Night: Halloween Edition at ChiCha Lounge

Halloween Candle Holder Workshop

Arlington Spooky Halloween: A Family Ghost Hunt

Annapolis Spooky Halloween: A Family Ghost Hunt

The Ultimate Halloween Party at Mister Days

The Ultimate Halloween Party at Mister Days

Date Night Halloween: For Ghouls & Boos

Date Night Halloween: For Ghouls & Boos

Teen Night: HALLOWEEN

Teen Night: HALLOWEEN

Gingerbread House Decorating

Gingerbread House Decorating

Halloween Munchkin Treats (Ages 5-7)

Halloween Munchkin Treats (Ages 5-7)

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

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

Ghosts & Boo: BOE Halloween Party 2025

Ghosts & Boo: BOE Halloween Party 2025

Ghosts & Boo: BOE Halloween Party 2025

Ghosts & Boo: BOE Halloween Party 2025

Valentines/Cupid's Bar Crawl

Valentines/Cupid's Bar Crawl

Thanksgiving Eve Club Hopping

Thanksgiving Eve Club Hopping

Trivia Night: Halloween Edition at ChiCha Lounge

Trivia Night: Halloween Edition at ChiCha Lounge

Booze, Boos, and Views: A Rooftop Soiree of Spirits

Booze, Boos, and Views: A Rooftop Soiree of Spirits

International Trick or Treating of Embassy Row

International Trick or Treating of Embassy Row

Arlington Spooky Halloween: A Family Ghost Hunt

Arlington Spooky Halloween: A Family Ghost Hunt

Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar

Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar

Annapolis Spooky Halloween: A Family Ghost Hunt

Annapolis Spooky Halloween: A Family Ghost Hunt

Halloween Candle Holder Workshop

Halloween Candle Holder Workshop

Washington Spooky Halloween: A Family Ghost Hunt

Washington Spooky Halloween: A Family Ghost Hunt

Autumn Harvest Brunch in Annapolis

Autumn Harvest Brunch in Annapolis

Birthday Sunset Open Bar Cruise

Birthday Sunset Open Bar Cruise

Things to do around Leonardtown

Trends in Leonardtown

1. Car shows

2. St marys county maryland

3. Fireworks

4. Fall bar crawl

5. Craft fairs

6. 5k

7. Singles

8. Free kids events

9. Bingo

10. Vendor events

11. Sound bath

12. Vendors