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Leonardtown entertainment

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Upcoming events

Waka Flocka 1.22.2026

THURSDAY CONCERT
NIGHT 1 OF 2!
1.22.2026 | 8 PM
21+ SHOW

TICKETS HERE
ROYAL RUMBLE 2026 WATCH PARTY

ROYAL RUMBLE 2026 WATCH PARTY
LIVE at The Rex Theatre – Leonardtown, MD

Get ready for the most unpredictable night in wrestling! Join us at the historic Rex Theatre for an epic Royal Rumble 2026 Watch Party packed with action, food, and fun—all for a great cause.

Slim Chickens Food Truck on site
Special appearance by local wrestling talent Ken Dixon
Hosted by Brent Latham
Wrestling Costume Contest – Dress as your favorite wrestler!
All proceeds benefit the Clements Cuties Charity

Bring your friends, bring your best wrestling gear, and bring the energy—because every surprise entrance hits harder on the big screen!

Don’t miss the rumble. Don’t miss the cause.
The Rex Theatre is the place to be.

tickets here
Trivia! Every Wednesday

No Tickets Needed
upcomiNG EVENTS!

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Big Al's Oyster Scald!

Every Sunday | All Ages

No Tickets
Waka Flocka Flame

January 23, 2026 | 8 PM
21+ Show | Tickets Available October 14th at 12:00 PM!

SOLD OUT
DOC MARTEN & THE FLANNELS

A NIGHT FULL OF 90’S GRUNGE ROCK!

Tickets here
Foreign Company! 1.31.26

21+ Show | 8 PM

Tickets Here
1.17.2026

Welcome to THE BASSMENT — Southern Maryland’s first ever EDM & laser-light takeover.
We’re bringing the underground energy to The Rex Theatre with a stacked lineup of regional bass artists, immersive lighting, and a full laser show powered by Selecta Productions. Expect heavy drops, high-intensity visuals, and a night built for real bass lovers. Limited tickets — once we're at capacity, doors close. If you're looking for a true rave energy without leaving the county, this is the one.

Tickets Here

history

Ever since the 1940s, The REX in Leonardtown has been a staple of Southern Maryland.

The REX Theatre, originally known as the New Theatre, was opened on December 10, 1941, by Kenneth Duke. Since the building closed in 1986, it has been used as a restaurant.

Over the past two years, the team has worked endlessly to bring the theater back to its former glory. They wanted to bring a venue to the area to entertain the locals and draw more people to Leonardtown.

The theater will be specializing in hosting spectacular award-winning national and regional acts from across the country, bringing those high-caliber shows you see in major cities, including comedy shows, dueling pianos, and even renting the venue out for weddings and private events.