Art gives voice to the voiceless and fame to the ignored. You can learn various forms of art from dancing to sketching in Leonardtown. There are designated classes, drama workshops, and art events in Leonardtown for the same. If you just want to be a mere spectator you can attend theatre events and art exhibitions in Leonardtown too.
Ever wanted to volunteer in those nukkad, nataks or street shows? Wish to learn the basics of painting? Well, just explore through the art & theatre events in Leonardtown.
## Art Events in Leonardtown - **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 - **Date**: Fri Sep 04 2026 at 05:00 pm – Fri Sep 04 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/2026-leonardtown-art-walk-first-friday-launch/200030578419750 - **Venue**: 22660 Washington St., Leonardtown, MD, United States, Maryland 20650 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy84ZWI2YmMyNjliNjgwYjllY2IyNDQ3YmQ2ZGRiMTVlMmE5YTM5YmQzYzk3OWMwYWZlNzgyOWVhNDljODI4MzExLXJpbWctdzEyMDAtaDYyOC1kYzk4MThhOC1nbWlyP3Y9MTc4NzA2NzQ3MA.avif - **Categories**: Art, Contests - **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, - **Interested Audience**: - Count: 70 - Avatar: https://cdn-az.allevents.in/events1/banners/a63f8aa0-b53d-11f0-b04c-09cc7129d001-rimg-w200-h200-dce7e8ea-gmir - Avatar: https://cdn-az.allevents.in/events3/banners/8ede2644cf2bcde739bdbe59ddd7eb56e781de59fb31bb0d1d598cdbe9ca144c-rimg-w200-h200-dc161615-gmir?v=1765584604 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocJ_qR8rRGyWmKytdfDGPmXKdilpFeKf0m-Iys9UgWDVfl5gYjY=s96-c?sz=200 - **Date**: Fri Sep 04 2026 at 05:00 pm – Fri Sep 04 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/arts-and-entertainment-celebration-first-friday/200030211797155 - **Venue**: Leonardtown Square - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mOWI0ZGJlZjdjMTBkMmJhNmNjZjBjYmFlYTQwYjFjOGNmY2JmM2JjZTFjMjFlMDhjYTExMjQ5MjliMDcyNDViLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzE1Njk4OA.avif - **Categories**: Art, Music, Entertainment - **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 - **Interested Audience**: - Count: 286 - **Date**: Sat Sep 19 2026 at 03:00 pm – Sat Sep 19 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/outdoor-art-and-movie-night/200029807525640 - **Venue**: Town Market LLC - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNzRjZTU3ZTQ3MTkzYzNlYTI0ZDllN2NkNTAzMjYxMzI4NTZlNjIxODE5Yjg1NjAzZDAwYjEwYjJmYTg2MzY5LXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzQ1ODA5Ng.avif - **Categories**: entertainment, art - **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 - **Interested Audience**: - Count: 20 - **Date**: Fri Sep 04 2026 at 10:00 am – Fri Sep 04 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/the-old-jail-museum-open-for-leonardtown-first-fridays-extended-hours-free/200030332835349 - **Venue**: 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy81MzliYzI4MDRhMWU1OThiOWRlYzdlMzU1ODQyZmFlYWRiZDFlMGM5N2ZkZTc5OGFkNjMxZGI5ZWQyMmU0MTA0LXJpbWctdzEyMDAtaDYzNC1kY2M4ZDhmOC1nbWlyP3Y9MTc4ODIwNzI0NQ.avif - **Categories**: art, literary-art, kids, first-friday - **Event Name**: Coastal Arts Market - **Description**: Nonprofit showcases artisans of southern Maryland (Calvert, Charles, St. Marys counties): candles, gems, jewelry, leather, needlework, painting, pottery, quilling, quilting, soap, stained glass, woodworking, and more. Held 1 Saturday per month April - Jun - **Interested Audience**: - Count: 1 - **Date**: Sat Sep 12 2026 at 09:00 am – Sat Sep 12 2026 at 03:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/coastal-arts-market/200030235943327 - **Venue**: Leonardtown Wharf Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mOTcxZDk0ZjM2ODNkMWNiYWU5MTBhMWFlMjAyOTZiMTUyYzhhNzZmOTNmMzY0OGM1ZDAwOTRhNjI0ZWJkNTJkLXJpbWctdzEyMDAtaDY3Ni1kYzg4ODg5OC1nbWlyP3Y9MTc4ODAzNzAxOA.avif - **Categories**: art, fine-arts, dog - **Event Name**: 5th Annual Walk for Recovery - **Description**: Join us for this free, family-friendly event to celebrate and support those in recovery! Come walk, connect, and celebrate! This event will feature: - Music & DJs - Family Friendly Activities - Lawn Games - Face & Rock Painting - FREE Naloxone/Na - **Interested Audience**: - Count: 33 - **Date**: Sat Sep 19 2026 at 09:00 am – Sat Sep 19 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/5th-annual-walk-for-recovery/200030554141223 - **Venue**: Leonardtown Square - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy81ZmE5NmIxYmJjNmY1YzkzM2Q4MTIxM2E1NjIzYjI4N2Q2MWY3Njg2N2M5YzQyZjA3NzQ1ODY1ZDA4YTk1NTllLXJpbWctdzEyMDAtaDYwMC1kY2Y4ZjhmOC1nbWlyP3Y9MTc4ODIyODkxNA.avif - **Categories**: workshops, health-wellness, art, fine-arts, virtual - **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 ## 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=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**: 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**: 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=1787847763 - **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**: Catchin’ Fish & Chips at Port of Leonardtown Winery - **Description**: Leonardtown, Catchin’ Fish & Chips is coming to Port of Leonardtown Winery! 🐟🍟🍷 Join us for fresh, hand-battered Wild-Caught Alaskan Cod Loin and all your Catchin’ favorites! 📅 Saturday, September 5 ⏰ 12:00 PM–6:00 PM 📍 Port of Leonardtown Winery 23 - **Venue**: 23190 Newtowne Neck Rd, Leonardtown, MD 20650, United States - **Banner**: https://cdn-az.allevents.in/events4/banners/a59dd479155eba0a27401614b99e54f2f701b634df13bb6df80dba5cc10d4fb4-rimg-w960-h1280-dcc8c8c8-gmir?v=1788210260 - **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**: Seafood Feast - **Description**: Dive into a delicious day of fresh seafood, fun vibes, and tasty bites at Seafood Feast!About this EventJoin the United States Power Squadrons – Potomac River for an afternoon of great se - **Venue**: Fitzie's Marina & Pub - **Banner**: https://cdn-az.allevents.in/events2/banners/d2abfbe5a9c62e6c5e48941d92979d530357a887ddedb3c067395faaf30140b6-rimg-w1200-h800-dc082848-gmir.jpg?v=1787979669 ## Browse Art Events by Date - [Art Events Today in Leonardtown](https://allevents.in/leonardtown/art--today) - [Art Events This Weekend in Leonardtown](https://allevents.in/leonardtown/art--this-weekend) - [Art Events in September in Leonardtown](https://allevents.in/leonardtown/art--september) - [Art Events in October in Leonardtown](https://allevents.in/leonardtown/art--october) ## FAQs - **Q**: What are the top Art events in Leonardtown? - **A:** 2026 Leonardtown Art Walk - First Friday Launch (Fri Sep 04 2026 at 05:00 pm at 22660 Washington St., Leonardtown, MD, United States, Maryland 20650), Arts & Entertainment Celebration First Friday (Fri Sep 04 2026 at 05:00 pm at Leonardtown Square), Outdoor Art & Movie Night (Sat Sep 19 2026 at 03:00 pm at Town Market LLC), The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE) (Fri Sep 04 2026 at 10:00 am at 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650), Coastal Arts Market (Sat Sep 12 2026 at 09:00 am at Leonardtown Wharf Park). - **Q**: What Art events are happening in Leonardtown this weekend September 4–6, 2026? - **A:** 2026 Leonardtown Art Walk - First Friday Launch (Fri Sep 04 2026 at 05:00 pm at 22660 Washington St., Leonardtown, MD, United States, Maryland 20650), Arts & Entertainment Celebration First Friday (Fri Sep 04 2026 at 05:00 pm at Leonardtown Square). - **Q**: What Art events are happening in Leonardtown in September 2026? - **A:** 2026 Leonardtown Art Walk - First Friday Launch (Fri Sep 04 2026 at 05:00 pm at 22660 Washington St., Leonardtown, MD, United States, Maryland 20650), Arts & Entertainment Celebration First Friday (Fri Sep 04 2026 at 05:00 pm at Leonardtown Square), Outdoor Art & Movie Night (Sat Sep 19 2026 at 03:00 pm at Town Market LLC), The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE) (Fri Sep 04 2026 at 10:00 am at 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650), Coastal Arts Market (Sat Sep 12 2026 at 09:00 am at Leonardtown Wharf Park). - **Q**: How can I find Art events in Leonardtown? - **A:** You can discover upcoming Art 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 Art 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 Art events in Leonardtown? - **A:** Some popular venues hosting Art events in Leonardtown include 22660 Washington St., Leonardtown, MD, United States, Maryland 20650, Leonardtown Square, Town Market LLC. - **Q**: Who are the top organizers for Art events in Leonardtown? - **A:** Popular organizers hosting Art events in Leonardtown include St. Mary's County Arts Council, Town of Leonardtown, Old Jail Museum - Leonardtown. - **Q**: Are there any online Art events available? - **A:** Yes, many Art 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 Art events in Leonardtown? - **A:** Follow the Art category on AllEvents.in to get notified when new Art events are listed in Leonardtown. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/fa/62c63e1af3495c9493152cf57d2048/art.png ## Arts events from nearby cities - [Arts events in Lexington Park](https://allevents.in/lexington-park/art) - [Arts events in Solomons](https://allevents.in/solomons/art)