# Live Shows in Leonardtown | Performances, Musicals & Acts

- **Subtitle**: Find live performances in Leonardtown — musicals, variety shows, dance and stage acts. Browse upcoming shows by date and venue and book tickets.
- **Category**: Performances
- **Type**: format

## Audience

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## About

For the lover of all things art there is a lot to catch; performing arts, musicals and theater events in Leonardtown are all set to keep you entertained. There are these amazing and unforgettable performances in Leonardtown that will keep you hooked for days long. This is your guide to the Leonardtown show listings and all the top-rated performances so you never miss out on top-rated events. Explore the best of Broadway shows, plays and performances with us and book your tickets already.

## Performances Events in Leonardtown

- **Event Name**: Jackson Perkins Live at the Rex Theatre
  - **Description**: 🇺🇸🎶 From serving our country to chasing his country music dream...

Join us at the Rex Theatre on Saturday, October 17 as rising country artist Jackson Perkins takes the stage! An active-duty U.S. Marine, Jackson is quickly making a name for himself with
  - **Interested Audience**:
    - Count: 25
  - **Date**: Sat Oct 17 2026 at 08:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/jackson-perkins-live-at-the-rex-theatre/200030384348455
  - **Venue**: 22695 Washington St, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNjYzYTA5MzEzNGM0YTkzYTE4YWFhNjE2MWY4MjJhZjE5ZDY4OTA4ZGU0YjBmZGJkMTBmNDQ5MzFkMDliODE2LXJpbWctdzEyMDAtaDUwMC1kYzA4MDgwOC1nbWlyP3Y9MTc4NzMyNTE5OA.avif
  - **Categories**: art, country-music-festivals
- **Event Name**: BAF Holiday Dressage Schooling Show
  - **Description**: Mark your calendars! Join us for our Holiday themed dressage schooling show with “r” judge Donna Gatchell! Each entry will get each rider an entry for our holiday themed raffle basket! Open to USDF dressage tests, WDAA tests and USEA tests. 

Registration
  - **Interested Audience**:
    - Count: 51
  - **Date**: Sat Dec 12 2026 at 09:00 am (-05:00)
  - **Event URL**: https://allevents.in/leonardtown/baf-holiday-dressage-schooling-show/200030567267235
  - **Venue**: 41345 Camp Maria Rd, Leonardtown, MD 20650-4220, United States, Leonardtown, MD
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  - **Categories**: holiday, calendar

## Trending Events in Leonardtown

- **Event Name**: Arts & Entertainment Celebration First Friday
  - **Description**: Join us for a special First Friday in September, when we celebrate the anniversary of becoming the first Arts and Entertainment District in Southern Maryland. Enjoy live music, art activities & demonstrations, vendors and more! 
For more information,
  - **Venue**: Leonardtown Square
  - **Banner**: https://cdn-az.allevents.in/events7/banners/f9b4dbef7c10d2ba6ccf0cbaea40b1c8cfcbf3bce1c21e08ca1124929b07245b-rimg-w1200-h675-dcf8f8f8-gmir?v=1787156988
- **Event Name**: St. Mary's County Fair - 2026
  - **Description**: St. Mary's County Fair for 2026
Please submit your items on Wednesday, 23 September 2026, from 1p-8p. 

*Important Note*: There should be a virtual system in place to submit your list of items this year! Please be on the lookout for this new entry method!
  - **Venue**: St Marys County Fair
  - **Banner**: https://cdn-az.allevents.in/events3/banners/47f43fa6e50b6d91d19da175fb419b7f31d664017217c10ff3cdc368a41b6942-rimg-w1200-h675-dc58a8e8-gmir?v=1787719369
- **Event Name**: 2026 Leonardtown Art Walk - First Friday Launch
  - **Description**: St. Mary’s County Arts Council and the Town of Leonardtown host an annual Art Walk every September. This event celebrates Leonardtown’s Arts & Entertainment District designation.

Local artists submit their work for display in businesses in the downt
  - **Venue**: 22660 Washington St., Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-az.allevents.in/events6/banners/8eb6bc269b680b9ecb2447bd6ddb15e2a9a39bd3c979c0afe7829ea49c828311-rimg-w1200-h628-dc9818a8-gmir?v=1787067470
- **Event Name**: The Joe Cox Band LIVE @ The Rex Theatre
  - **Description**: One Night. One Stage. All Country. 🎶

Country music is coming to The Rex, and you won’t want to miss it.
Join the Joe Cox Band on Saturday, August 29 from 7:00–10:00 PM for three hours of live country music 🤠, southern rock 🎸, and crowd-favorite singalong
  - **Venue**: 22695 Washington St, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-az.allevents.in/events2/banners/f6c47415231eb601583ea2448dd857f8c019cb8d9014625496a5602237728b2f-rimg-w1200-h1578-dc080808-gmir?v=1787185168
- **Event Name**: 2026 Sultana Adult Paddling Experience-St. Mary's, MD
  - **Description**: Join the experienced staff of the Sultana Education Foundation for this four day kayaking expedition based from the Inn at Leonardtown.About this EventJoin the experienced staff of the Sultana Education Foundation for thi
  - **Venue**: The Inn at Leonardtown, Ascend Hotel Collection
  - **Banner**: https://cdn-az.allevents.in/events2/banners/1db000aa126fea051840259f6a64bbb47080ff8e270f5418756b2e3a36d4f626-rimg-w1200-h554-dc5c6246-gmir.jpg?v=1769115729
- **Event Name**: Outdoor Art & Movie Night
  - **Description**: Enjoy a magical evening under the stars with a free outdoor movie at the Town Market! Plus, we’ll have sidewalk chalk and art activities to participate in before the move starts! Grab your blanket or lawn chair, relax, and watch a family-friendly film (TB
  - **Venue**: Town Market LLC
  - **Banner**: https://cdn-az.allevents.in/events7/banners/c74ce57e47193c3ea24d9e7cd50326132856e621819b85603d00b10b2fa86369-rimg-w1200-h675-dcf8f8f8-gmir?v=1787458096
- **Event Name**: Blessing of the Fleet 2026
  - **Description**: Celebration honoring Southern Maryland Watermen's heritage and community - a family-friendly day with fireworks at 8 pm!
  - **Venue**: Leonardtown Wharf
  - **Banner**: https://cdn-az.allevents.in/events5/banners/d8a35b0fcdcd833cb9a4864b6d21bc6ec57f1bb79857967d9afbc236c3fc27e0-rimg-w1200-h1200-dce8e8d8-gmir?v=1787147433
- **Event Name**: Weekly Sound Reset
  - **Description**: A weekly Crystal Bowl Sound bath every Monday evening. Let your stress melt away while laying in a hammock or special lounge.About this EventJoin us for a transformative sound bath each week, where no two sessions are the
  - **Venue**: 22660 Washington St
  - **Banner**: https://cdn-az.allevents.in/events4/banners/8848b5a1c5cc34c9adca8ced307dd4102cf4e65af57517a8079623d90ea29b82-rimg-w1200-h1362-dc050404-gmir.jpg?v=1783361735
- **Event Name**: EllaChella Day Party!
  - **Description**: 🌼 ELLACHELLA 🌼

Calling all Ella Fellas & Ella Bella’s — this one’s for YOU. 🤠💋

We’re turning The Rex Theatre into an all-out Ella Langley day party for ELLA CHELLA on Saturday, September 19th from 12–4 PM!

And the timing couldn’t be better… 🍺🌼 We’r
  - **Venue**: 22695 Washington St, Leonardtown, MD
  - **Banner**: https://cdn-az.allevents.in/events4/banners/069afd49572f581964eb47a0a0543bf9e28e9ff36502ed05fdbd941b38f825d4-rimg-w1054-h1492-dc080808-gmir?v=1785647565

## Browse Performances Events by Date

- [Performances Events Today in Leonardtown](https://allevents.in/leonardtown/performances--today)
- [Performances Events This Weekend in Leonardtown](https://allevents.in/leonardtown/performances--this-weekend)
- [Performances Events in August in Leonardtown](https://allevents.in/leonardtown/performances--august)
- [Performances Events in September in Leonardtown](https://allevents.in/leonardtown/performances--september)

## FAQs

- **Q**: What are the top Performances events in Leonardtown?
  - **A:** Jackson Perkins Live at the Rex Theatre (Sat Oct 17 2026 at 08:00 pm at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650), BAF Holiday Dressage Schooling Show (Sat Dec 12 2026 at 09:00 am at 41345 Camp Maria Rd, Leonardtown, MD 20650-4220, United States, Leonardtown, MD).
- **Q**: How can I find Performances events in Leonardtown?
  - **A:** You can discover upcoming Performances events in Leonardtown on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Performances events in Leonardtown?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Performances events in Leonardtown?
  - **A:** Some popular venues hosting Performances events in Leonardtown include 22695 Washington St, Leonardtown, MD, United States, Maryland 20650, 41345 Camp Maria Rd, Leonardtown, MD 20650-4220, United States, Leonardtown, MD.
- **Q**: Who are the top organizers for Performances events in Leonardtown?
  - **A:** Popular organizers hosting Performances events in Leonardtown include The Rex, Begin Again Farm.
- **Q**: Are there any online Performances events available?
  - **A:** Yes, many Performances events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Performances events in Leonardtown?
  - **A:** Follow the Performances category on AllEvents.in to get notified when new Performances events are listed in Leonardtown.

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