# Contests Events | List Of All Upcoming Contests Events In Leonardtown - **Subtitle**: Explore all upcoming contests events in Leonardtown, find information & tickets for upcoming contests events happening in Leonardtown. - **Category**: ## About Explore all upcoming contests events in Leonardtown, find information & tickets for upcoming contests events happening in Leonardtown. ## Trending Events in Leonardtown - **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=1787530022 - **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**: 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**: 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**: 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 - **Event Name**: The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE) - **Description**: The Old Jail Museum, a popular landmark in the heart of Leonardtown, is open to the public during Leonardtown First Fridays for extended hours. Come take a FREE tour of this unique and fascinating historic site while enjoying Leonardtown First Friday tha - **Venue**: 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 - **Banner**: https://cdn-az.allevents.in/events4/banners/539bc2804a1e598b9dec7e355842faeadbd1e0c97fde798ad631db9ed22e4104-rimg-w1200-h634-dcc8d8f8-gmir?v=1787272115 ## FAQs - **Q**: How can I find events in Leonardtown? - **A:** You can discover upcoming 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 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**: Are there any online events available? - **A:** Yes, many 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 events in Leonardtown? - **A:** Follow the category on AllEvents.in to get notified when new events are listed in Leonardtown. ## Explore Events in Nearby Cities - [contests Events in Hollywood](https://allevents.in/hollywood-md/contests) - [Events in Hollywood](https://allevents.in/hollywood-md) - [Events in California](https://allevents.in/california-md) - [Events in Avenue](https://allevents.in/avenue) - [Events in Great Mills](https://allevents.in/great-mills) - [Events in Coltons Point](https://allevents.in/coltons-point) - [Events in Chaptico](https://allevents.in/chaptico) - [Events in Lexington Park](https://allevents.in/lexington-park) - [Events in Solomons](https://allevents.in/solomons)