Events and Things to do in Leonardtown, MD

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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
St. Mary's County History Day
Sat, Apr 18, 9:00 AM
Leonardtown · Leonardtown Library - St. Mary's County Library
St. Mary's County History Day
Sat, Apr 18, 9:00 AM
Leonardtown · Leonardtown Library - St. Mary's County Library
Sotterley Presents: People and Perspectives with Michael Kent
Wed, Apr 22, 7:00 PM
Hollywood · Historic Sotterley
Sotterley Presents: People and Perspectives with Michael Kent
Wed, Apr 22, 7:00 PM
Hollywood · Historic Sotterley
Almost full
GO Virginia Region 6 3rd Annual Economic Development Summit
Tue, Apr 21, 8:30 AM
King George · University of Mary Washington Dahlgren Campus
Almost full
GO Virginia Region 6 3rd Annual Economic Development Summit
Tue, Apr 21, 8:30 AM
King George · University of Mary Washington Dahlgren Campus
Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown
Sat, May 2, 7:00 PM
Leonardtown · The Rex
Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown
Sat, May 2, 7:00 PM
Leonardtown · The Rex
Dj Supaman and Dj Jus-T Aries/Pisces Birthday Party
Sat, Mar 28, 6:00 PM
Waldorf · Graces Event Center
Dj Supaman and Dj Jus-T Aries/Pisces Birthday Party
Sat, Mar 28, 6:00 PM
Waldorf · Graces Event Center
The Jude House Resource & Craft Fair
Fri, May 8, 10:00 AM
Bel Alton · 9400 Irving Rd
The Jude House Resource & Craft Fair
Fri, May 8, 10:00 AM
Bel Alton · 9400 Irving Rd
Unstoppable You Safety and Self-defense Workshop (Southern Maryland)
Sat, Apr 25, 10:00 AM
Mechanicsville · Method Gym - Mechanicsville, MD
Unstoppable You Safety and Self-defense Workshop (Southern Maryland)
Sat, Apr 25, 10:00 AM
Mechanicsville · Method Gym - Mechanicsville, MD
Golden Hour | Pink Palace Collective
Sun, Apr 12, 4:00 PM
Prince Frederick · STUDIO 47
Golden Hour | Pink Palace Collective
Sun, Apr 12, 4:00 PM
Prince Frederick · STUDIO 47
The Obsession Homecoming
Sat, May 2, 8:00 PM
Prince Frederick · 2105 Sixes Rd
The Obsession Homecoming
Sat, May 2, 8:00 PM
Prince Frederick · 2105 Sixes Rd
Tails on the Trails Funfest
Sun, May 17, 12:00 PM
Huntingtown · Kings Landing Park
Tails on the Trails Funfest
Sun, May 17, 12:00 PM
Huntingtown · Kings Landing Park
10th ANNUAL WHEELS & WINGS CAR SHOW - 2026
Sat, Sep 19, 10:00 AM
Lexington Park · Patuxent River Naval Air Museum
10th ANNUAL WHEELS & WINGS CAR SHOW - 2026
Sat, Sep 19, 10:00 AM
Lexington Park · Patuxent River Naval Air Museum
New Moon Sound Bath
Sat, May 16, 1:00 PM
Charlotte Hall · Journeys Holistic Therapy Group
New Moon Sound Bath
Sat, May 16, 1:00 PM
Charlotte Hall · Journeys Holistic Therapy Group
The Jude House 3rd Annual Car Show
Sat, Apr 25, 9:00 AM
Bel Alton · 9400 Irving Rd
The Jude House 3rd Annual Car Show
Sat, Apr 25, 9:00 AM
Bel Alton · 9400 Irving Rd
Sales end soon
Waldorf, MD! GET Ready for March Madness laughter @ Graces Event Center
Saturday at 8:00 PM
Waldorf · 4045 Renner Rd
Sales end soon
Waldorf, MD! GET Ready for March Madness laughter @ Graces Event Center
Saturday at 8:00 PM
Waldorf · 4045 Renner Rd
Sales end soon
Next Stop Comedy at Ice House Brewery! - Colonial Beach, VA
Saturday at 7:00 PM
Colonial Beach · Ice House Brewery & Kitchen
Sales end soon
Next Stop Comedy at Ice House Brewery! - Colonial Beach, VA
Saturday at 7:00 PM
Colonial Beach · Ice House Brewery & Kitchen
Joshua - Sights and Sound Theater - Lancaster, PA
Sat, Nov 7, 2:15 PM
Bryantown · St Mary's Catholic Church
Joshua - Sights and Sound Theater - Lancaster, PA
Sat, Nov 7, 2:15 PM
Bryantown · St Mary's Catholic Church
ABC's of Breastfeeding
Sunday at 10:00 AM + 1 more
Prince Frederick · CalvertHealth Medical Center Classrooms-Basement Level
ABC's of Breastfeeding
Sunday at 10:00 AM + 1 more
Prince Frederick · CalvertHealth Medical Center Classrooms-Basement Level
Sales end soon
Felted Friends: Spring Bunnies at Port Tobacco Restaurant
Saturday at 6:00 PM
Port Tobacco · Port Tobacco Restaurant
Sales end soon
Felted Friends: Spring Bunnies at Port Tobacco Restaurant
Saturday at 6:00 PM
Port Tobacco · Port Tobacco Restaurant
TrioFest 2026: Wine, Beer & Food Festival
Sat, Aug 1, 11:00 AM
La Plata · Charles County Fairgrounds and Event Center
TrioFest 2026: Wine, Beer & Food Festival
Sat, Aug 1, 11:00 AM
La Plata · Charles County Fairgrounds and Event Center

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:

Tapped Out Comedy Showcase

St. Mary's County History Day

Sotterley Presents: People and Perspectives with Michael Kent

GO Virginia Region 6 3rd Annual Economic Development Summit

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

st marys county maryland

line dancing

car shows

Which events are coming up?

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

Felted Friends: Spring Bunnies at Port Tobacco Restaurant

Next Stop Comedy at Ice House Brewery! - Colonial Beach, VA

Waldorf, MD! GET Ready for March Madness laughter @ Graces Event Center

ABC's of Breastfeeding

Tapped Out Comedy Showcase

Tapped Out Comedy Showcase

St. Mary's County History Day

St. Mary's County History Day

Sotterley Presents: People and Perspectives with Michael Kent

Sotterley Presents: People and Perspectives with Michael Kent

GO Virginia Region 6 3rd Annual Economic Development Summit

GO Virginia Region 6 3rd Annual Economic Development Summit

Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown

Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown

Dj Supaman and Dj Jus-T Aries/Pisces Birthday Party

Dj Supaman and Dj Jus-T Aries/Pisces Birthday Party

The Jude House Resource & Craft Fair

The Jude House Resource & Craft Fair

Unstoppable You Safety and Self-defense Workshop (Southern Maryland)

Unstoppable You Safety and Self-defense Workshop (Southern Maryland)

Golden Hour | Pink Palace Collective

Golden Hour | Pink Palace Collective

The Obsession Homecoming

The Obsession Homecoming

Tails on the Trails Funfest

Tails on the Trails Funfest

10th ANNUAL WHEELS & WINGS CAR SHOW - 2026

10th ANNUAL WHEELS & WINGS CAR SHOW - 2026

New Moon Sound Bath

New Moon Sound Bath

The Jude House 3rd Annual Car Show

The Jude House 3rd Annual Car Show

Waldorf, MD! GET Ready for March Madness laughter @ Graces Event Center

Waldorf, MD! GET Ready for March Madness laughter @ Graces Event Center

Next Stop Comedy at Ice House Brewery! - Colonial Beach, VA

Next Stop Comedy at Ice House Brewery! - Colonial Beach, VA

Joshua - Sights and Sound Theater - Lancaster, PA

Joshua - Sights and Sound Theater - Lancaster, PA

ABC's of Breastfeeding

ABC's of Breastfeeding

Felted Friends: Spring Bunnies at Port Tobacco Restaurant

Felted Friends: Spring Bunnies at Port Tobacco Restaurant

TrioFest 2026: Wine, Beer & Food Festival

TrioFest 2026: Wine, Beer & Food Festival

Things to do around Leonardtown

Trends in Leonardtown

1. St marys county maryland

2. 5k

3. Line dancing

4. Car shows

5. Free kids events

6. Craft fairs

7. Singles

8. Masquerade ball

9. Bridal expo

10. Book signing

11. St mary's county maryland

12. Sound bath

What are the best events to attend?

Which events are currently trending in Leonardtown?

Which events are coming up?