Events and Things to do in Leonardtown, MD

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

Christmas Worship Service
Sun, Dec 19, 9:00 AM
Lexington Park · The Church of Jesus Christ of Latter-day Saints
Christmas Worship Service
Sun, Dec 19, 9:00 AM
Lexington Park · The Church of Jesus Christ of Latter-day Saints
LISP Restaurant and Lounge Sexy Saturdays f./Top 5
Sat, Nov 21, 7:00 PM
Temple Hills · 6339 Allentown Rd
LISP Restaurant and Lounge Sexy Saturdays f./Top 5
Sat, Nov 21, 7:00 PM
Temple Hills · 6339 Allentown Rd
Holiday Parade Prince Frederick
Sat, Dec 12, 10:00 AM
Prince Frederick · Main Street
Holiday Parade Prince Frederick
Sat, Dec 12, 10:00 AM
Prince Frederick · Main Street
USMSM Doing Business with Government Agencies Speaker Series Session 5
Wed, Jan 20, 5:00 PM
California · 44219 Airport Rd
USMSM Doing Business with Government Agencies Speaker Series Session 5
Wed, Jan 20, 5:00 PM
California · 44219 Airport Rd
Feeling Jolly Run
Sat, Dec 5, 9:30 AM
Colonial Beach · Dockside Restaurant
Feeling Jolly Run
Sat, Dec 5, 9:30 AM
Colonial Beach · Dockside Restaurant
Project ReCy-Clothe FREE SHOPPING EXPERIENCE
Sun, Nov 15, 12:00 PM
Upper Marlboro · Westphalia Community Center
Project ReCy-Clothe FREE SHOPPING EXPERIENCE
Sun, Nov 15, 12:00 PM
Upper Marlboro · Westphalia Community Center
Sales end soon
Waldorf Launch & Open House
Thursday at 5:00 PM
Waldorf · 11637 Terrace Dr suite 201
Sales end soon
Waldorf Launch & Open House
Thursday at 5:00 PM
Waldorf · 11637 Terrace Dr suite 201
Rooted in Freedom: The Tabbs Family 1st Annual Ghana Independence Picnic
Sat, Mar 6, 2:00 PM
Clinton · Louise F. Cosca Regional Park
Rooted in Freedom: The Tabbs Family 1st Annual Ghana Independence Picnic
Sat, Mar 6, 2:00 PM
Clinton · Louise F. Cosca Regional Park
Sales end soon
Nov 5th #ThirstyThursday Happy Hour - Rodeo Edition
Thursday at 6:00 PM
Waldorf · Fiesta Cancun Restaurant
Sales end soon
Nov 5th #ThirstyThursday Happy Hour - Rodeo Edition
Thursday at 6:00 PM
Waldorf · Fiesta Cancun Restaurant
Mommy & Me 2027: Under the Sea Adventure
Sat, May 1, 10:00 AM + 1 more
Dunkirk · Fresco Studios, LLC
Mommy & Me 2027: Under the Sea Adventure
Sat, May 1, 10:00 AM + 1 more
Dunkirk · Fresco Studios, LLC
Galentine's Day: Pretty In Pigment
Fri, Feb 12, 7:00 PM
Waldorf · The Event Loft
Galentine's Day: Pretty In Pigment
Fri, Feb 12, 7:00 PM
Waldorf · The Event Loft
Just added
Heartsaver First Aid CPR AED
Sat, Jan 30, 9:00 AM
Prince Frederick · CalvertHealth Medical Center
Just added
Heartsaver First Aid CPR AED
Sat, Jan 30, 9:00 AM
Prince Frederick · CalvertHealth Medical Center
Just added
Harvest Festival
Sat, Nov 14, 4:00 PM
Waldorf · Bog Turtle
Just added
Harvest Festival
Sat, Nov 14, 4:00 PM
Waldorf · Bog Turtle
DMV Annual Pre-New Year's Eve Dinner Dance Celebration 2026
Sat, Dec 26, 8:00 PM
Accokeek · Accokeek Firehouse
DMV Annual Pre-New Year's Eve Dinner Dance Celebration 2026
Sat, Dec 26, 8:00 PM
Accokeek · Accokeek Firehouse
Selling fast
The College Blueprint
Sat, Nov 28, 9:00 AM
Waldorf · Waldorf West Library
Selling fast
The College Blueprint
Sat, Nov 28, 9:00 AM
Waldorf · Waldorf West Library
Southern Maryland Spiritual Roundtable - FREE event, Thursday, November 12
Thu, Nov 12, 6:00 PM
Prince Frederick · Calvert Library Prince Frederick
Southern Maryland Spiritual Roundtable - FREE event, Thursday, November 12
Thu, Nov 12, 6:00 PM
Prince Frederick · Calvert Library Prince Frederick
Virtual Gestational Diabetes Class, 2026
Wed, Dec 16, 6:00 PM
Prince Frederick · Online | Zoom Event
Virtual Gestational Diabetes Class, 2026
Wed, Dec 16, 6:00 PM
Prince Frederick · Online | Zoom Event
A Latte Pages Book Club
Tue, Nov 10, 6:00 PM
La Plata · Panera Bread
A Latte Pages Book Club
Tue, Nov 10, 6:00 PM
La Plata · Panera Bread
Just added
Vampire Masquerade Ball
Sat, Feb 13, 6:00 PM
Leonardtown · The Rex
Just added
Vampire Masquerade Ball
Sat, Feb 13, 6:00 PM
Leonardtown · The Rex
New Visitor Center Opening!
Sat, Nov 14, 10:00 AM + 5 more
Saint Marys City · Historic St. Mary's City New Visitor Center
New Visitor Center Opening!
Sat, Nov 14, 10:00 AM + 5 more
Saint Marys City · Historic St. Mary's City New Visitor 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:

Christmas Worship Service

LISP Restaurant and Lounge Sexy Saturdays f./Top 5

Holiday Parade Prince Frederick

USMSM Doing Business with Government Agencies Speaker Series Session 5

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

car shows

st marys county maryland

the rex

sins and secrets

Which events are coming up?

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

Waldorf Launch & Open House

Nov 5th #ThirstyThursday Happy Hour - Rodeo Edition

A Latte Pages Book Club

Southern Maryland Spiritual Roundtable - FREE event, Thursday, November 12

Christmas Worship Service

Christmas Worship Service

LISP Restaurant and Lounge Sexy Saturdays f./Top 5

LISP Restaurant and Lounge Sexy Saturdays f./Top 5

Holiday Parade Prince Frederick

Holiday Parade Prince Frederick

USMSM Doing Business with Government Agencies Speaker Series Session 5

USMSM Doing Business with Government Agencies Speaker Series Session 5

Feeling Jolly Run

Feeling Jolly Run

Project ReCy-Clothe FREE SHOPPING EXPERIENCE

Project ReCy-Clothe FREE SHOPPING EXPERIENCE

Waldorf Launch & Open House

Waldorf Launch & Open House

Rooted in Freedom: The Tabbs Family 1st Annual Ghana Independence Picnic

Rooted in Freedom: The Tabbs Family 1st Annual Ghana Independence Picnic

Nov 5th #ThirstyThursday Happy Hour - Rodeo Edition

Nov 5th #ThirstyThursday Happy Hour - Rodeo Edition

Mommy & Me 2027: Under the Sea Adventure

Mommy & Me 2027: Under the Sea Adventure

Galentine's Day: Pretty In Pigment

Galentine's Day: Pretty In Pigment

Heartsaver First Aid CPR AED

Heartsaver First Aid CPR AED

Harvest Festival

Harvest Festival

DMV Annual Pre-New Year's Eve Dinner Dance Celebration 2026

DMV Annual Pre-New Year's Eve Dinner Dance Celebration 2026

The College Blueprint

The College Blueprint

Southern Maryland Spiritual Roundtable - FREE event, Thursday, November 12

Southern Maryland Spiritual Roundtable - FREE event, Thursday, November 12

Virtual Gestational Diabetes Class, 2026

Virtual Gestational Diabetes Class, 2026

A Latte Pages Book Club

A Latte Pages Book Club

Vampire Masquerade Ball

Vampire Masquerade Ball

New Visitor Center Opening!

New Visitor Center Opening!

Things to do around Leonardtown

Trends in Leonardtown

1. Car shows

2. St marys county maryland

3. The rex

4. Sins and secrets

5. \the rex\

6. Halloween

7. St mary's county maryland

8. Events happening today near me

9. Craft fairs

10. Open mic

11. Comedy shows

12. Singles

What are the best events to attend?

Which events are currently trending in Leonardtown?

Which events are coming up?