Live at the Oyster Festival

Date and Time: Sat, 18 Oct, 2025 - 04:00 PM
Location: St Marys County Fairgrounds, 42455 Fairgrounds Rd, Leonardtown, MD 20650, United States

Live in concert!... Read More

Levi Stephens LIVE

Date and Time: Sat, 18 Oct, 2025 - 05:00 PM
Location: 22845 Washington Street. Unit C, Leonardtown, MD, United States

Back in action! Join us for an entertaining evening! Live music, great food and great drinks! It’s going to be a vibe 😎 **Limited Seating** Reserve your seats now!... Read More

Chesapeake Mermaid at U.S. Oyster Festival

Date and Time: Sat, 18 Oct, 2025 - 12:00 PM
Location: St. Mary's County Fairgrounds, 42455 Fairgrounds Rd, Leonardtown, MD 20650, United States

Join the Chesapeake Mermaid on her 15th Anniversary tour as she brings her enchanting show to the U.S. Oyster Festival, captivating audiences with tales from the bay and introducing them to her fascinating wildlife companions. Immerse yourself in our inte... Read More

U.S. Oyster Festival

Date and Time: Sat, 18 Oct, 2025 - 10:00 AM
Location: St. Mary's County Fairgrounds, 42455 Fairgrounds Rd, Leonardtown, MD 20650, United States

The iconic U.S. Oyster Festival returns to St. Mary’s County Fairgrounds on October 18 - 19, 2025, bringing together oyster lovers, top shuckers, and seafood enthusiasts from across the region. Tickets are on sale now at usoysterfestival.org. Celebrating... Read More

Bootleggers at Oysterfest

Date and Time: Sat, 18 Oct, 2025 - 11:00 AM
Location: St. Mary's County Fairgrounds, 42455 Fairgrounds Road,Leonardtown, Maryland, United States

We will be performing in the pavilion at the annual Oysterfest! https://www.usoysterfestival.org/... Read More

Cars & Coffee Car Show

Date and Time: Sat, 18 Oct, 2025 - 04:00 AM
Location: 22675 MD-326, Leonardtown, MD 20650-3848, United States

Come out and see some amazing cars. Enjoy the day out with some friends. 50/50 Raffle Door Prizes Corn Hole Music Please direct message me or Email Sabcreationkey50@gmail.com to become a vendor and spaces are 10x10 Vendors Attending... Read More

Stab & Gab - Oct 2025

Date and Time: Sat, 18 Oct, 2025 - 09:00 AM
Location: Leonardtown Library, 41685 Library Pl, Leonardtown, MD 20650, United States

Stab & Gab FIRST ANNIVERSARY meeting! Hooray! See you all from 9a-12p at the library!... Read More

BOO-BOO BUS BASH

Date and Time: Sat, 18 Oct, 2025 - 06:00 PM
Location: Port of Leonardtown Winery, 23190 Newtowne Neck Rd,Leonardtown, Maryland, United States

Come on out for a good time and to show support for our amazing station! Company 19 throws a great celebration!! All friends and family welcome♡... Read More

Events this weekend in Leonardtown