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Arts Events and Things to do in Leonardtown, MD

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LSM Night at The REX: The Evasons Mentalists & DJ Dance After Party
Sat, Apr 11, 8:00 PM
Leonardtown · The Rex Theatre
LSM Night at The REX: The Evasons Mentalists & DJ Dance After Party
Sat, Apr 11, 8:00 PM
Leonardtown · The Rex Theatre
Colonial Beach World Photography Day
Sat, Aug 15, 6:30 AM
Colonial Beach · CB Creative Arts Center
Colonial Beach World Photography Day
Sat, Aug 15, 6:30 AM
Colonial Beach · CB Creative Arts Center
Tapped Out Comedy Showcase
Fri, Apr 17, 8:00 PM
California · The Brass Tap
Tapped Out Comedy Showcase
Fri, Apr 17, 8:00 PM
California · The Brass Tap
Paint and Sip Bottle of Wine
Sun, May 3, 2:00 AM
Mechanicsville · Corteau Vineyards
Paint and Sip Bottle of Wine
Sun, May 3, 2:00 AM
Mechanicsville · Corteau Vineyards
Paint and Sip Beer Stein
Sun, Jun 7, 2:00 PM
Prince Frederick · Mully's Brewery
Paint and Sip Beer Stein
Sun, Jun 7, 2:00 PM
Prince Frederick · Mully's Brewery
Paint and Sip
Wed, Apr 29, 6:00 PM
Prince Frederick · Heritage 485
Paint and Sip
Wed, Apr 29, 6:00 PM
Prince Frederick · Heritage 485
Monthlty comedy show at the Riverboat
Sat, Apr 18, 7:00 PM
Colonial Beach · Riverboat on the Potomac
Monthlty comedy show at the Riverboat
Sat, Apr 18, 7:00 PM
Colonial Beach · Riverboat on the Potomac
Going fast
Naughty Sip & Paint
Sun, Apr 19, 4:00 PM
Waldorf · Pearl's Event Boutique
Going fast
Naughty Sip & Paint
Sun, Apr 19, 4:00 PM
Waldorf · Pearl's Event Boutique
Muse & Mood: An Intuitive Art and Sound Journey
Saturday at 1:00 PM
Waldorf · The Green Coterie
Muse & Mood: An Intuitive Art and Sound Journey
Saturday at 1:00 PM
Waldorf · The Green Coterie
Paranormal Cirque Specter - Waldorf, MD - April 10 - 13, 2026
Fri, Apr 10, 7:30 PM + 5 more
Waldorf · St Charles Towne Center
Paranormal Cirque Specter - Waldorf, MD - April 10 - 13, 2026
Fri, Apr 10, 7:30 PM + 5 more
Waldorf · St Charles Towne Center
Paint and Sip
Sun, Apr 19, 2:00 PM
Port Tobacco · Port Tobacco Restaurant
Paint and Sip
Sun, Apr 19, 2:00 PM
Port Tobacco · Port Tobacco Restaurant
Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Fri
Friday at 5:00 PM + 11 more
Brandywine · Piano Keys Restaurant and Lounge
Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Fri
Friday at 5:00 PM + 11 more
Brandywine · Piano Keys Restaurant and Lounge
Brush & Blessings
Sat, Apr 25, 2:00 PM
Waldorf · Paint N Sip
Brush & Blessings
Sat, Apr 25, 2:00 PM
Waldorf · Paint N Sip
Mother's Day Dinner Theatre | Miracles, Signs, and Wonders
Sat, May 9, 4:00 PM
Waldorf · Liberty Christian Church
Mother's Day Dinner Theatre | Miracles, Signs, and Wonders
Sat, May 9, 4:00 PM
Waldorf · Liberty Christian Church
Big Tony's Chapter 66 Birthday Celebration!
Sat, May 2, 9:00 PM
Waldorf · Shark Bar And Seafood House
Big Tony's Chapter 66 Birthday Celebration!
Sat, May 2, 9:00 PM
Waldorf · Shark Bar And Seafood House
Sales end soon
Line-Dancing Night Wednesdays @ Piano Keys Restaurant & Lounge Every Wed
Wednesday at 5:00 PM + 39 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Line-Dancing Night Wednesdays @ Piano Keys Restaurant & Lounge Every Wed
Wednesday at 5:00 PM + 39 more
Brandywine · Piano Keys Restaurant and Lounge
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Apr 10, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Apr 10, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
Tuesday Open Mic Karaoke @ Piano Keys Lounge /w D j Big John 2nd & 4th Tue
Tue, Apr 14, 6:00 PM + 8 more
Brandywine · Piano Keys Restaurant and Lounge
Tuesday Open Mic Karaoke @ Piano Keys Lounge /w D j Big John 2nd & 4th Tue
Tue, Apr 14, 6:00 PM + 8 more
Brandywine · Piano Keys Restaurant and Lounge
The Crown Still Fits Golden Era Prom Experience
Sat, May 2, 8:00 PM
Indian Head · Lamont's Entertainment Complex
The Crown Still Fits Golden Era Prom Experience
Sat, May 2, 8:00 PM
Indian Head · Lamont's Entertainment Complex
"Accokeek" LET'S LAUGH SATURDAY'S
Sat, Apr 4, 7:00 PM
ACCOKEEK · ACCOKEEK VOLUNTEER FIRE DEPT
"Accokeek" LET'S LAUGH SATURDAY'S
Sat, Apr 4, 7:00 PM
ACCOKEEK · ACCOKEEK VOLUNTEER FIRE DEPT

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:

LSM Night at The REX: The Evasons Mentalists & DJ Dance After Party

Colonial Beach World Photography Day

Tapped Out Comedy Showcase

Paint and Sip Bottle of Wine

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

st marys county maryland

free kids events

Which events are coming up?

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

Line-Dancing Night Wednesdays @ Piano Keys Restaurant & Lounge Every Wed

Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Fri

Muse & Mood: An Intuitive Art and Sound Journey

"Accokeek" LET'S LAUGH SATURDAY'S