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Events and Things to do in Leonardtown, MD

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Dinner & a Cruise: Blackistone Lighthouse
Sun, Aug 9, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise: Blackistone Lighthouse
Sun, Aug 9, 4:00 PM
Coltons Point · St. Clement's Island Museum
2026 Sultana Adult Paddling Experience-St. Mary's, MD
Tue, Sep 8, 9:00 AM
Leonardtown · The Inn at Leonardtown, Ascend Hotel Collection
2026 Sultana Adult Paddling Experience-St. Mary's, MD
Tue, Sep 8, 9:00 AM
Leonardtown · The Inn at Leonardtown, Ascend Hotel Collection
Sales end soon
5th Annual Juneteenth Celebration in Colonial Beach VA
Friday at 11:00 AM
Colonial Beach · Colonial Beach Town Hill
Sales end soon
5th Annual Juneteenth Celebration in Colonial Beach VA
Friday at 11:00 AM
Colonial Beach · Colonial Beach Town Hill
Pine Needle Baskets
Wed, Sep 9, 6:00 PM
Saint Leonard · Jefferson Patterson Park and Museum
Pine Needle Baskets
Wed, Sep 9, 6:00 PM
Saint Leonard · Jefferson Patterson Park and Museum
Dinner & a Cruise (Picnic Style): World War II
Sat, Sep 5, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise (Picnic Style): World War II
Sat, Sep 5, 4:00 PM
Coltons Point · St. Clement's Island Museum
Themed Tours – Sotterley During the Revolution
Fri, Jul 3, 10:00 AM
Hollywood · Historic Sotterley
Themed Tours – Sotterley During the Revolution
Fri, Jul 3, 10:00 AM
Hollywood · Historic Sotterley
Sales end soon
Sunset Floating Sound Bath
Saturday at 10:00 AM + 1 more
Leonardtown · 20838 Waterside Dr
Sales end soon
Sunset Floating Sound Bath
Saturday at 10:00 AM + 1 more
Leonardtown · 20838 Waterside Dr
Sales end soon
Grape Vine Goat Yoga
Saturday at 9:00 AM + 95 more
Avenue · Tangled Forest Nigerian Dwarf Goats
Sales end soon
Grape Vine Goat Yoga
Saturday at 9:00 AM + 95 more
Avenue · Tangled Forest Nigerian Dwarf Goats
Themed Tours – Descendants of Sotterley
Fri, Jun 26, 10:00 AM + 2 more
Hollywood · Historic Sotterley
Themed Tours – Descendants of Sotterley
Fri, Jun 26, 10:00 AM + 2 more
Hollywood · Historic Sotterley
Whiskey 101 by Whiskey University at Barrel 9, Lusby, MD
Sat, Jul 11, 2:00 PM
Lusby · Barrel 9
Whiskey 101 by Whiskey University at Barrel 9, Lusby, MD
Sat, Jul 11, 2:00 PM
Lusby · Barrel 9
Themed Tours – Pursuit of Freedom
Friday at 10:00 AM + 2 more
Hollywood · Historic Sotterley
Themed Tours – Pursuit of Freedom
Friday at 10:00 AM + 2 more
Hollywood · Historic Sotterley
Father’s Day Weekend – Dads’ Tours 1/2 off!
Friday at 10:00 AM + 2 more
Hollywood · Historic Sotterley
Father’s Day Weekend – Dads’ Tours 1/2 off!
Friday at 10:00 AM + 2 more
Hollywood · Historic Sotterley
Sales end soon
All-Star Sports Clinic
Sunday at 4:30 PM + 5 more
California · My Gym St Marys
Sales end soon
All-Star Sports Clinic
Sunday at 4:30 PM + 5 more
California · My Gym St Marys
Toots Ultimate Rock Weekend
Fri, Jul 10, 6:00 PM + 2 more
Hollywood · Toots Bar
Toots Ultimate Rock Weekend
Fri, Jul 10, 6:00 PM + 2 more
Hollywood · Toots Bar
Sales end soon
Coles Point Beach PArty
Saturday at 1:00 PM
Hague · Coles Point Marina and RV Resort
Sales end soon
Coles Point Beach PArty
Saturday at 1:00 PM
Hague · Coles Point Marina and RV Resort
Kids's Night Out - 50's Rock & Roll Ice Cream Party
Sat, Jul 11, 6:00 PM
California · My Gym St Marys
Kids's Night Out - 50's Rock & Roll Ice Cream Party
Sat, Jul 11, 6:00 PM
California · My Gym St Marys
Second Saturday Family Night
Sat, Jul 11, 5:00 PM
Hollywood · Historic Sotterley
Second Saturday Family Night
Sat, Jul 11, 5:00 PM
Hollywood · Historic Sotterley
Sales end soon
Sip & Paint Ceramic Night at WhataBoba Lusby!
Saturday at 4:00 PM
Lusby · 232 Town Square Dr
Sales end soon
Sip & Paint Ceramic Night at WhataBoba Lusby!
Saturday at 4:00 PM
Lusby · 232 Town Square Dr
1776 Tea Party
Sat, Jul 18, 2:00 PM
Hollywood · Historic Sotterley
1776 Tea Party
Sat, Jul 18, 2:00 PM
Hollywood · Historic Sotterley
Kid's Night out: Christmas in July☀️
Sat, Jul 25, 6:00 PM
California · My Gym St Marys
Kid's Night out: Christmas in July☀️
Sat, Jul 25, 6:00 PM
California · My Gym St Marys

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:

Dinner & a Cruise: Blackistone Lighthouse

2026 Sultana Adult Paddling Experience-St. Mary's, MD

Pine Needle Baskets

Dinner & a Cruise (Picnic Style): World War II

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

st marys county maryland

Which events are coming up?

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

Themed Tours – Pursuit of Freedom

Father’s Day Weekend – Dads’ Tours 1/2 off!

5th Annual Juneteenth Celebration in Colonial Beach VA

Grape Vine Goat Yoga