Make your life happening by enrolling to entertainment events in [CITY]. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in [CITY]. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in [CITY].
## Entertainment Events in Leonardtown - **Event Name**: Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown - **Description**: Grammy-nominated rap legend Yung Joc headlines a LIVE night at The Rex with The Future Band & DJ Papers. May 2 · Leonardtown, MD.About this EventSouthern Maryland, the wait is over.May 2, 2026, The Rex The - **Date**: Sat May 02 2026 at 07:00 pm – Sat May 02 2026 at 11:30 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/yung-joc-live-at-the-rex-—-its-goin-down-in-leonardtown/100001985166701042 - **Venue**: The Rex - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNmVlOWI0NTZiMGE4NTFlZDg4NDMwNTU1YzBhNzZjMjA0NTgyNzEyZmU5OGIxMTlmYjBkOTA1YjVhM2M2MGU3NC1yaW1nLXcxMjAwLWgxNDY2LWRjMDIwMTAxLWdtaXIuanBnP3Y9MTc3Mzc0OTgzOA.avif - **Price**: USD 98 to 535 - **Categories**: music, entertainment, live-music, art, theatre, concerts, parties, performances, workshops, dance - **Event Name**: LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS - **Description**: Prepare to be astonished by an award-winning mentalist team that captivates audiences with jaw-dropping feats of mind reading!About this EventLSM Night at The REX returns Saturday, April 11th, 8-11pm with the award-winnin - **Date**: Sat Apr 11 2026 at 08:00 pm – Sat Apr 11 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/lsm-night-at-the-rex-the-evasons-mentalists-and-dj-dance-party-sponsors/100001983052940728 - **Venue**: The Rex Theatre - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9lNzMyNmQwZTk0YmVjOWUxYjk2NDFkZGE0MDNiMTQyMTY2NGU5ODlkNGE2NWNhYTg5YjczNTM5ODIwY2RkODVjLXJpbWctdzEyMDAtaDU0Ny1kY2YyZjJmMC1nbWlyLmpwZz92PTE3NzA5OTM5MzQ.avif - **Price**: USD 0 to 642 - **Categories**: entertainment, parties, nonprofit, performances - **Event Name**: Spin It Again at RenFest Southern MD - **Description**: **SPONSORED BY BRUDERGARTEN BEER GARDEN** Medieval and Renaissance Life Festival: Live Music, demonstrations, vendors, food, drinks, petting zoo *THIS IS A TICKETED EVENT! Please visit www.renfestsomd.com FOR FURTHER INFORMATION* - **Interested Audience**: - Count: 1 - **Date**: Sun May 24 2026 at 10:00 am – Sun May 24 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/spin-it-again-at-renfest-southern-md/200029889793724 - **Venue**: Brudergarten Beer Garden at Shepherd’s Old Field Market - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8yOGMzMTRhNjM3YTA2YjEwOGQ3MDU3OTg4NjI4NzExZDU5NDg5YjEyMzk3OTc5MWRiZDI5ZTgxNTg4ZDVlYzcxLXJpbWctdzg2OS1oNDI1LWRjNTZiYmJkLWdtaXI_dj0xNzc1MjAyMjA0.avif - **Categories**: music, entertainment, festivals, live-music, music-festivals, food-drinks, food-truck-festivals - **Event Name**: Monster Mash Bash - **Description**: Get ready for a fang-tastic night of Halloween fun at the Monster Mash Bash, where ghosts, goblins, and ghouls of all ages are invited to join the festivities! This Halloween extravaganza is packed with activities, treats, and entertainment that will make - **Interested Audience**: - Count: 123 - **Date**: Sat Oct 24 2026 at 01:00 pm – Sat Oct 24 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/monster-mash-bash/200029807526150 - **Venue**: Leonardtown Wharf - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy83N2I4MWRhMDE4ZDhjOWEzOWJlMTQ1MDRkMjg4YjVkMDQxOGViYzhkMjNlNTY5MzcwYThjZjQ4OTUwMmE1Y2EyLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NDkwODE3MQ.avif - **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: 89 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNzRjZTU3ZTQ3MTkzYzNlYTI0ZDllN2NkNTAzMjYxMzI4NTZlNjIxODE5Yjg1NjAzZDAwYjEwYjJmYTg2MzY5LXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NTAxNjA2Mw.avif - **Categories**: entertainment, art - **Event Name**: Denim and Pearls Silent Reading Party - **Description**: We're back! Come join us in your denim and pearls for a fun night of reading, trivia and good company.About this EventDenim and Pearls Silent Reading PartyJoin us at Antoinette’s Garden - **Date**: Tue May 26 2026 at 06:00 pm – Tue May 26 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/denim-and-pearls-silent-reading-party/100001986780420721 - **Venue**: Antoinette’s Garden - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy84ZDEyNzlhYzE0NmU0NmIwN2ViMDQ0YmMyYjVmNGVlMjU0ODkwYTkxMzEzMzBiZTQxNWZlMDAxYmVjYzI5ZWQ3LXJpbWctdzEwMDQtaDE2MDAtZGM0NjVjNzktZ21pci5qcGc_dj0xNzc1NTY2OTE0.avif - **Price**: Free - **Categories**: parties, entertainment - **Event Name**: Stab & Gab @ Social Coffee - **Description**: Our usual meet-up except at a different location! 0900-1200 and we have a couple of tables booked in the party room (up the two stairs to the right with good lighting!). Order coffee and bring your lights! - **Interested Audience**: - Count: 9 - **Date**: Sat May 02 2026 at 09:00 am – Sat May 02 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/stab-and-gab-social-coffee/200029771048432 - **Venue**: Social Coffeehouse - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy80NDQ1OGI1YjRmYTNjMzM4ZTkwMGM2ZjUwYWJjN2Y1ZGQxOTY4MDJjMWMzMjM5M2Q0Njg0Y2ViOWQxODJiODljLXJpbWctdzEyMDAtaDg5OS1kYzVmNDczMi1nbWlyP3Y9MTc3NTIwMjE5OQ.avif - **Categories**: parties, entertainment ## Trending Events in Leonardtown - **Event Name**: St. Mary’s Freedom Fest - **Description**: St. Mary’s Freedom Fest will be held Friday, July 3, 2026, marking America’s 250th anniversary 🇺🇸 Free admission • Fireworks at dark - **Venue**: St. Mary’s Freedom Fest - **Banner**: https://cdn-az.allevents.in/events1/banners/63a8b8fa022ba524aa470fae6d90c380d6c730c082722d01829c4e97c4d6babe-rimg-w1200-h1189-dc0557ac-gmir?v=1775343882 - **Event Name**: 40th Annual St Mary's County Crab and Music Festival - **Description**: Get ready to rock at the 40th Annual St. Mary's County Crab & Music Festival! 🦀🎶 📅 Date: Saturday, June 13, 2026 📍 Location: St. Mary's County Fairgrounds Join us for an unforgettable day packed with delicious seafood, family fun, and electrifying l - **Venue**: St. Mary's County Fairgrounds - **Banner**: https://cdn-az.allevents.in/events9/banners/b1dca218be17b5d41948cc89b33d4ce57ea8ba199922920d29b743b1a0584bec-rimg-w909-h1159-dcffffff-gmir?v=1775202198 - **Event Name**: Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown - **Description**: Grammy-nominated rap legend Yung Joc headlines a LIVE night at The Rex with The Future Band & DJ Papers. May 2 · Leonardtown, MD.About this EventSouthern Maryland, the wait is over.May 2, 2026, The Rex The - **Venue**: The Rex - **Banner**: https://cdn-az.allevents.in/events10/banners/6ee9b456b0a851ed88430555c0a76c204582712fe98b119fb0d905b5a3c60e74-rimg-w1200-h1466-dc020101-gmir.jpg?v=1773749838 - **Event Name**: Leprechaun Lilly's Kids Consignment Sale - 2026 Spring/Summer - **Description**: **Register NOW** **NO ENTRY FEE to shop** Leprechaun Lilly's 2026 Spring/Summer Kid's Consignment Sale April 16-18, 2026 St. Mary's County Fairgrounds Thu, Apr 16: 4PM-9PM – Presales (Helpers, Consignors, & Registered First Time Parents/Grandparents - **Venue**: 42455 Fairgrounds Rd, Leonardtown, MD, United States, Maryland 20650 - **Banner**: https://cdn-az.allevents.in/events2/banners/81ba3ffbaf53b563bc316f07179baacc3971c29c2f45844c1510ddc6db0c1ea1-rimg-w1200-h628-dcffffff-gmir?v=1775670144 - **Event Name**: RenFest Southern Maryland - **Description**: An enchanted celebration of fun and feasting, live music and merriment, welcoming mystical creatures and noble characters to play along!About this EventStep Back in Time at RenFest Southern Maryland, vote - **Venue**: Brüdergarten (Brü) - **Banner**: https://cdn-az.allevents.in/events1/banners/425c8dc68783177291870571706e94823b7b8a19834036a342392197475e5ea0-rimg-w1200-h800-dcd9dfea-gmir.jpg?v=1770864487 - **Event Name**: Paint and Sip - **Description**: 🌸🎨 Let’s Welcome Spring with a Cherry Blossom Paint & Sip! 🍷🌸 Join us on April 18 at 6 PM at beautiful Port of Leonardtown Vineyard for a magical evening of creativity, wine, and springtime vibes! We’ll be painting a stunning cherry blossom masterpi - **Venue**: Port of Leonardtown Winery - **Banner**: https://cdn-az.allevents.in/events2/banners/ee23339e0e798ce7dfc0d4fb9f1dc0f67823a79ad9ba8999a381073fc505b869-rimg-w1200-h1592-dc63c5b8-gmir?v=1775819800 - **Event Name**: LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS - **Description**: Prepare to be astonished by an award-winning mentalist team that captivates audiences with jaw-dropping feats of mind reading!About this EventLSM Night at The REX returns Saturday, April 11th, 8-11pm with the award-winnin - **Venue**: The Rex Theatre - **Banner**: https://cdn-az.allevents.in/events6/banners/e7326d0e94bec9e1b9641dda403b1421664e989d4a65caa89b73539820cdd85c-rimg-w1200-h547-dcf2f2f0-gmir.jpg?v=1770993934 - **Event Name**: Rabies Clinic with SMAWL @ St. Mary's Fair Grounds - **Description**: Low-Cost Vaccination Clinics St. Mary’s Animal Welfare League, in partnership with St. Mary’s County Health Department, offers monthly low-cost rabies and distemper vaccinations, as well as microchipping to the public for their cats and dogs. Th - **Venue**: St. Mary's County Fairgrounds - **Banner**: https://cdn-az.allevents.in/events9/banners/78be2d11aae5384e52fb48dd5bddd2717cd4dbbf1227fe863a714fec032a1063-rimg-w1200-h628-dcffffff-gmir?v=1775202190 - **Event Name**: Spin It Again at RenFest Southern MD - **Description**: **SPONSORED BY BRUDERGARTEN BEER GARDEN** Medieval and Renaissance Life Festival: Live Music, demonstrations, vendors, food, drinks, petting zoo *THIS IS A TICKETED EVENT! Please visit www.renfestsomd.com FOR FURTHER INFORMATION* - **Venue**: Brudergarten Beer Garden at Shepherd’s Old Field Market - **Banner**: https://cdn-az.allevents.in/events2/banners/28c314a637a06b108d7057988628711d59489b123979791dbd29e81588d5ec71-rimg-w869-h425-dc56bbbd-gmir?v=1775202204 ## Browse Entertainment Events by Date - [Entertainment Events Today in Leonardtown](https://allevents.in/leonardtown/entertainment--today) - [Entertainment Events This Weekend in Leonardtown](https://allevents.in/leonardtown/entertainment--this-weekend) - [Entertainment Events in April in Leonardtown](https://allevents.in/leonardtown/entertainment--april) - [Entertainment Events in May in Leonardtown](https://allevents.in/leonardtown/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Leonardtown? - **A:** Yung Joc LIVE at The Rex — It's Goin' Down in Leonardtown (Sat May 02 2026 at 07:00 pm at The Rex), LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS (Sat Apr 11 2026 at 08:00 pm at The Rex Theatre), Spin It Again at RenFest Southern MD (Sun May 24 2026 at 10:00 am at Brudergarten Beer Garden at Shepherd’s Old Field Market), Monster Mash Bash (Sat Oct 24 2026 at 01:00 pm at Leonardtown Wharf), Outdoor Art & Movie Night (Sat Sep 19 2026 at 03:00 pm at Town Market LLC). - **Q**: What are the top free Entertainment events in Leonardtown? - **A:** Denim and Pearls Silent Reading Party (Tue May 26 2026 at 06:00 pm at Antoinette’s Garden). - **Q**: What Entertainment events are happening in Leonardtown today April 11, 2026? - **A:** LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS (Sat Apr 11 2026 at 08:00 pm at The Rex Theatre). - **Q**: What Entertainment events are happening in Leonardtown this weekend April 10–12, 2026? - **A:** LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS (Sat Apr 11 2026 at 08:00 pm at The Rex Theatre). - **Q**: What Entertainment events are happening in Leonardtown in April 2026? - **A:** LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS (Sat Apr 11 2026 at 08:00 pm at The Rex Theatre). - **Q**: How can I find Entertainment events in Leonardtown? - **A:** You can discover upcoming Entertainment 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 Entertainment 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 Entertainment events in Leonardtown? - **A:** Some popular venues hosting Entertainment events in Leonardtown include The Rex, The Rex Theatre, Brudergarten Beer Garden at Shepherd’s Old Field Market. - **Q**: What is the price range for Entertainment events in Leonardtown? - **A:** Prices for Entertainment events in Leonardtown range from USD 98 to USD 642. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Leonardtown? - **A:** Popular organizers hosting Entertainment events in Leonardtown include The Rex | J&J Ent Group, Leadership Southern Maryland, Spin It Again. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment 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 Entertainment events in Leonardtown? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Leonardtown. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Clements](https://allevents.in/clements-md/entertainment) - [Entertainment events in Hollywood](https://allevents.in/hollywood-md/entertainment) - [Entertainment events in California](https://allevents.in/california-md/entertainment) - [Entertainment events in Callaway](https://allevents.in/callaway-md/entertainment) - [Entertainment events in Avenue](https://allevents.in/avenue/entertainment) - [Entertainment events in Coltons Point](https://allevents.in/coltons-point/entertainment) - [Entertainment events in Chaptico](https://allevents.in/chaptico/entertainment) - [Entertainment events in Lexington Park](https://allevents.in/lexington-park/entertainment)