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Travel & outdoor events in Leonardtown, MD

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Yorktown Ghost Tour
Saturday at 8:00 PM + 48 more
Yorktown · 301 Main St
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Yorktown Ghost Tour
Saturday at 8:00 PM + 48 more
Yorktown · 301 Main St
October Volunteer Day:Tropical Takeout
Sun, Oct 12, 11:00 AM
Fulton · Dr. Jim Duke's Green Farmacy Garden
October Volunteer Day:Tropical Takeout
Sun, Oct 12, 11:00 AM
Fulton · Dr. Jim Duke's Green Farmacy Garden
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Leesburg Murder Mystery: Catch the Killer!
Tomorrow at 10:00 AM + 199 more
Leesburg · 16 Loudoun St SW
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Leesburg Murder Mystery: Catch the Killer!
Tomorrow at 10:00 AM + 199 more
Leesburg · 16 Loudoun St SW
Fossil Frenzy Hike
Sat, Oct 18, 10:00 AM
Virginia · 9801 York River Park Rd
Fossil Frenzy Hike
Sat, Oct 18, 10:00 AM
Virginia · 9801 York River Park Rd
Nearly full
Guided Tree Walk at Fraser Preserve
Sat, Oct 11, 10:00 AM
Great Falls · Fraser Preserve
Nearly full
Guided Tree Walk at Fraser Preserve
Sat, Oct 11, 10:00 AM
Great Falls · Fraser Preserve
Selling quickly
Baltimore Tourism Association October 2025 Member Meeting
Thu, Oct 9, 8:30 AM
Linthicum · Maritime Conference Center
Selling quickly
Baltimore Tourism Association October 2025 Member Meeting
Thu, Oct 9, 8:30 AM
Linthicum · Maritime Conference Center
Fall on Dodo Farms: Hands-On EduTours
Tomorrow at 10:00 AM + 43 more
Maryland · 1200 Long Corner Rd
Fall on Dodo Farms: Hands-On EduTours
Tomorrow at 10:00 AM + 43 more
Maryland · 1200 Long Corner Rd
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Hike with The Run Network
Saturday at 8:00 AM
Maryland · Sugarloaf Mountain
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Hike with The Run Network
Saturday at 8:00 AM
Maryland · Sugarloaf Mountain
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If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!
Tuesday at 7:00 PM + 3 more
Maryland · The Westin Baltimore Washington Airport - BWI
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If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!
Tuesday at 7:00 PM + 3 more
Maryland · The Westin Baltimore Washington Airport - BWI
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W.O.W (We Outside!) Women's Hike - October 2025
Sunday at 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
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W.O.W (We Outside!) Women's Hike - October 2025
Sunday at 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
Let's Take A Hike (With Mary Jane) II
Sat, Oct 11, 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
Let's Take A Hike (With Mary Jane) II
Sat, Oct 11, 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
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The W.O.W (We Outside!) Women's Hike - Fall 2025
Saturday at 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
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The W.O.W (We Outside!) Women's Hike - Fall 2025
Saturday at 11:00 AM
Overlea · Gunpowder Falls State Park Central Area
If you Travel & Live Luxe in Richmond, VA , You Need to Own a Travel Biz!
Thu, Oct 16, 7:00 PM + 5 more
Sandston · DoubleTree by Hilton Richmond Airport
If you Travel & Live Luxe in Richmond, VA , You Need to Own a Travel Biz!
Thu, Oct 16, 7:00 PM + 5 more
Sandston · DoubleTree by Hilton Richmond Airport
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Awesome Scavenger Hunt! - Mount Airy Mayhem Treasure Hunt
Tomorrow at 8:00 AM + 64 more
Parrsville · 8 S Main St
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Awesome Scavenger Hunt! - Mount Airy Mayhem Treasure Hunt
Tomorrow at 8:00 AM + 64 more
Parrsville · 8 S Main St
Algonkian Park Hike
Sat, Nov 15, 10:00 AM
Potomac Falls · Potomack Lakes Sportsplex
Algonkian Park Hike
Sat, Nov 15, 10:00 AM
Potomac Falls · Potomack Lakes Sportsplex
Into the Woods
Fri, Nov 7, 7:00 PM + 4 more
Virginia · Faith Chapel Gathering Place
Into the Woods
Fri, Nov 7, 7:00 PM + 4 more
Virginia · Faith Chapel Gathering Place
Fall Fungi Fest 5k
Sat, Nov 1, 9:30 AM
Maryland · Pocomoke River State Park: Shad Landing
Fall Fungi Fest 5k
Sat, Nov 1, 9:30 AM
Maryland · Pocomoke River State Park: Shad Landing
Hike with a Naturalist
Wed, Nov 5, 10:00 AM
Gainesville · Leopold’s Preserve
Hike with a Naturalist
Wed, Nov 5, 10:00 AM
Gainesville · Leopold’s Preserve
Naturalist Walk: Fall Ecology
Sun, Oct 26, 10:00 AM
Gainesville · Leopold’s Preserve
Naturalist Walk: Fall Ecology
Sun, Oct 26, 10:00 AM
Gainesville · Leopold’s Preserve
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A Date Night Adventure! - Mount Airy Mayhem Treasure Hunt
Tomorrow at 8:00 AM + 79 more
Parrsville · 8 S Main St
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A Date Night Adventure! - Mount Airy Mayhem Treasure Hunt
Tomorrow at 8:00 AM + 79 more
Parrsville · 8 S Main St

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:

Yorktown Ghost Tour

October Volunteer Day:Tropical Takeout

Fossil Frenzy Hike

Guided Tree Walk at Fraser Preserve

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

car shows

st marys county maryland

singles

Which events are coming up?

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

Awesome Scavenger Hunt! - Mount Airy Mayhem Treasure Hunt

A Date Night Adventure! - Mount Airy Mayhem Treasure Hunt

Leesburg Murder Mystery: Catch the Killer!

Fall on Dodo Farms: Hands-On EduTours

Yorktown Ghost Tour

Yorktown Ghost Tour

October Volunteer Day:Tropical Takeout

October Volunteer Day:Tropical Takeout

Leesburg Murder Mystery: Catch the Killer!

Leesburg Murder Mystery: Catch the Killer!

Fossil Frenzy Hike

Fossil Frenzy Hike

Guided Tree Walk at Fraser Preserve

Guided Tree Walk at Fraser Preserve

Baltimore Tourism Association October 2025 Member Meeting

Baltimore Tourism Association October 2025 Member Meeting

Fall on Dodo Farms: Hands-On EduTours

Fall on Dodo Farms: Hands-On EduTours

Hike with The Run Network

Hike with The Run Network

If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!

If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!

W.O.W (We Outside!) Women's Hike - October 2025

W.O.W (We Outside!) Women's Hike - October 2025

Let's Take A Hike (With Mary Jane) II

Let's Take A Hike (With Mary Jane) II

The W.O.W (We Outside!) Women's Hike - Fall 2025

The W.O.W (We Outside!) Women's Hike - Fall 2025

If you Travel & Live Luxe in Richmond, VA , You Need to Own a Travel Biz!

If you Travel & Live Luxe in Richmond, VA , You Need to Own a Travel Biz!

Awesome Scavenger Hunt! - Mount Airy Mayhem Treasure Hunt

Awesome Scavenger Hunt! - Mount Airy Mayhem Treasure Hunt

Algonkian Park Hike

Algonkian Park Hike

Into the Woods

Into the Woods

Fall Fungi Fest 5k

Fall Fungi Fest 5k

Hike with a Naturalist

Hike with a Naturalist

Naturalist Walk: Fall Ecology

Naturalist Walk: Fall Ecology

A Date Night Adventure! - Mount Airy Mayhem Treasure Hunt

A Date Night Adventure! - Mount Airy Mayhem Treasure Hunt

Things to do around Leonardtown

Trends in Leonardtown

1. Car shows

2. St marys county maryland

3. Singles

4. 5k

5. Craft fairs

6. Fall bar crawl

7. Free kids events

8. Vendor events

9. Bingo

10. Sound bath

11. Port of leonardtown winery

12. Line dancing