Travel & outdoor events in Leonardtown, MD

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

Just added!
Tour de Mount Vernon 2025 - 10th Anniversary
Sat, Oct 18, 8:00 AM
Woodlawn & Frank Lloyd Wright’s Pope-Leighey House
Just added!
Tour de Mount Vernon 2025 - 10th Anniversary
Sat, Oct 18, 8:00 AM
Woodlawn & Frank Lloyd Wright’s Pope-Leighey House
Sales end soon
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Today at 8:00 AM + 232 more
200 Cherry St
Sales end soon
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Today at 8:00 AM + 232 more
200 Cherry St
Sales end soon
A Date Night Adventure! - Alexandria Old Town Made New
Today at 8:00 AM + 71 more
301 King St
Sales end soon
A Date Night Adventure! - Alexandria Old Town Made New
Today at 8:00 AM + 71 more
301 King St
St. Michaels, Maryland Scavenger Hunt
Today at 11:00 AM + 195 more
Skipjack's St. Michaels
St. Michaels, Maryland Scavenger Hunt
Today at 11:00 AM + 195 more
Skipjack's St. Michaels
St. Michaels, Maryland Amazing Race & Tour
Today at 11:00 AM + 253 more
Skipjack's St. Michaels
St. Michaels, Maryland Amazing Race & Tour
Today at 11:00 AM + 253 more
Skipjack's St. Michaels
Amazing Alexandria Scavenger Hunt
Today at 11:00 AM + 253 more
1 Prince St
Amazing Alexandria Scavenger Hunt
Today at 11:00 AM + 253 more
1 Prince St
Unique Survival Scavenger Hunt in Alexandria by Zombie Scavengers
Today at 9:00 AM + 409 more
Market Sq Parking
Unique Survival Scavenger Hunt in Alexandria by Zombie Scavengers
Today at 9:00 AM + 409 more
Market Sq Parking
Play an Epic City Scavenger Hunt in Alexandria with Operation City Quest
Today at 9:00 AM + 299 more
301 King St
Play an Epic City Scavenger Hunt in Alexandria with Operation City Quest
Today at 9:00 AM + 299 more
301 King St
Sales end soon
An Epic, Fun-Filled Scavenger Hunt! - Alexandria Old Town Made New
Today at 8:00 AM + 71 more
301 King St
Sales end soon
An Epic, Fun-Filled Scavenger Hunt! - Alexandria Old Town Made New
Today at 8:00 AM + 71 more
301 King St
Sales end soon
Conspiracy Scavenger Hunt in Alexandria
Today at 5:00 PM + 81 more
520 King St
Sales end soon
Conspiracy Scavenger Hunt in Alexandria
Today at 5:00 PM + 81 more
520 King St
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Self Guided Walking Tour in Old Town Historic Alexandria
Today at 10:00 PM + 450 more
Alexandria History Museum at the Lyceum
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Self Guided Walking Tour in Old Town Historic Alexandria
Today at 10:00 PM + 450 more
Alexandria History Museum at the Lyceum
Alexandria Murder Mystery: Catch the Killer!
Today at 10:00 AM + 89 more
142 N Royal St
Alexandria Murder Mystery: Catch the Killer!
Today at 10:00 AM + 89 more
142 N Royal St
Sales end soon
You Sleuth Augmented Reality Detective Experience
Today at 1:00 PM + 46 more
Alexandria
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You Sleuth Augmented Reality Detective Experience
Today at 1:00 PM + 46 more
Alexandria
DC BLACK YACHT WEEKEND
Sat, Aug 30, 4:00 PM
James Creek Marina
DC BLACK YACHT WEEKEND
Sat, Aug 30, 4:00 PM
James Creek Marina
Family and Friends Casino & Crab Cruise
Sat, Aug 23, 9:00 AM
Suicide Bridge Restaurant
Family and Friends Casino & Crab Cruise
Sat, Aug 23, 9:00 AM
Suicide Bridge Restaurant
Sales end soon
Awesome Scavenger Hunt - Cedar Heights Hidden Hoorah Hunt
Today at 8:00 AM + 230 more
5908 J St
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Awesome Scavenger Hunt - Cedar Heights Hidden Hoorah Hunt
Today at 8:00 AM + 230 more
5908 J St
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Explore historic canals of Washington D.C. by bike/scooter
Saturday at 2:00 PM + 13 more
1201 New Jersey Ave SE
Sales end soon
Explore historic canals of Washington D.C. by bike/scooter
Saturday at 2:00 PM + 13 more
1201 New Jersey Ave SE
PARTY BUS TO WOODBURY PREMIUM OUTLET (NY)
Sat, Nov 1, 5:00 AM
Wegmans
PARTY BUS TO WOODBURY PREMIUM OUTLET (NY)
Sat, Nov 1, 5:00 AM
Wegmans
Sales end soon
Dog Paddlers Meet Up
Saturday at 11:00 AM
Whoof on the Wharf
Sales end soon
Dog Paddlers Meet Up
Saturday at 11:00 AM
Whoof on the Wharf

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:

Tour de Mount Vernon 2025 - 10th Anniversary

St. Michaels, Maryland Scavenger Hunt

St. Michaels, Maryland Amazing Race & Tour

Amazing Alexandria Scavenger Hunt

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

car shows

st marys county maryland

free kids events

craft fairs

Which events are coming up?

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

Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt

A Date Night Adventure! - Alexandria Old Town Made New

An Epic, Fun-Filled Scavenger Hunt! - Alexandria Old Town Made New

Awesome Scavenger Hunt - Cedar Heights Hidden Hoorah Hunt

Tour de Mount Vernon 2025 - 10th Anniversary

Tour de Mount Vernon 2025 - 10th Anniversary

Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt

Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt

A Date Night Adventure! - Alexandria Old Town Made New

A Date Night Adventure! - Alexandria Old Town Made New

St. Michaels, Maryland Scavenger Hunt

St. Michaels, Maryland Scavenger Hunt

St. Michaels, Maryland Amazing Race & Tour

St. Michaels, Maryland Amazing Race & Tour

Amazing Alexandria Scavenger Hunt

Amazing Alexandria Scavenger Hunt

Unique Survival Scavenger Hunt in Alexandria by Zombie Scavengers

Unique Survival Scavenger Hunt in Alexandria by Zombie Scavengers

Play an Epic City Scavenger Hunt in Alexandria with Operation City Quest

Play an Epic City Scavenger Hunt in Alexandria with Operation City Quest

An Epic, Fun-Filled Scavenger Hunt! - Alexandria Old Town Made New

An Epic, Fun-Filled Scavenger Hunt! - Alexandria Old Town Made New

Conspiracy Scavenger Hunt in Alexandria

Conspiracy Scavenger Hunt in Alexandria

Self Guided Walking Tour in Old Town Historic Alexandria

Self Guided Walking Tour in Old Town Historic Alexandria

Alexandria Murder Mystery: Catch the Killer!

Alexandria Murder Mystery: Catch the Killer!

You Sleuth Augmented Reality Detective Experience

You Sleuth Augmented Reality Detective Experience

DC BLACK YACHT WEEKEND

DC BLACK YACHT WEEKEND

Family and Friends Casino & Crab Cruise

Family and Friends Casino & Crab Cruise

Awesome Scavenger Hunt - Cedar Heights Hidden Hoorah Hunt

Awesome Scavenger Hunt - Cedar Heights Hidden Hoorah Hunt

Explore historic canals of Washington D.C. by bike/scooter

Explore historic canals of Washington D.C. by bike/scooter

PARTY BUS TO WOODBURY PREMIUM OUTLET (NY)

PARTY BUS TO WOODBURY PREMIUM OUTLET (NY)

Dog Paddlers Meet Up

Dog Paddlers Meet Up

Things to do around Leonardtown

Trends in Leonardtown

1. Car shows

2. St marys county maryland

3. Free kids events

4. Craft fairs

5. Back to school giveaway

6. 5k

7. Kyacking

8. Singles

9. Haunted leonardtown

10. Family

11. Bars

12. Valentine