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**: [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [PERFORMED BY HYDRAFX] - **Description**: Edit: Tix are live, check the links!! [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [6/27/26] [TIX ON SALE THIS SUNDAY 5/3/26][ therextheatresomd.com ] [FB EVENT TO FOLLOW POST] The time has come. You voted and hear it is! One of our personal favorite bands - **Interested Audience**: - Count: 80 - **Date**: Sat Jun 27 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/stellar-sessions-a-tribute-to-incubus-performed-by-hydrafx/200030062815607 - **Venue**: The Rex Theatre - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9jMmQ3MmZkYjljOTFiZGIxNWE4MmEzMzI5NTU3NjQxMDE2ZGM2MjE4OTdjYzJmNmNmMmZjNjQyOWQ4ZjA0OTM4LXJpbWctdzEyMDAtaDYzMC1kYzA2MTAxYi1nbWlyP3Y9MTc4MDU5ODU4Mg.avif - **Categories**: music, entertainment - **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: 773 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy83N2I4MWRhMDE4ZDhjOWEzOWJlMTQ1MDRkMjg4YjVkMDQxOGViYzhkMjNlNTY5MzcwYThjZjQ4OTUwMmE1Y2EyLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3OTk0MDU1Ng.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: 132 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNzRjZTU3ZTQ3MTkzYzNlYTI0ZDllN2NkNTAzMjYxMzI4NTZlNjIxODE5Yjg1NjAzZDAwYjEwYjJmYTg2MzY5LXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc4MDEwOTU5NQ.avif - **Categories**: entertainment, art - **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, - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mOWI0ZGJlZjdjMTBkMmJhNmNjZjBjYmFlYTQwYjFjOGNmY2JmM2JjZTFjMjFlMDhjYTExMjQ5MjliMDcyNDViLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc4MTAzODAxNA.avif - **Categories**: Art, Music, Entertainment - **Event Name**: Paws & Popcorn Movie Night featuring: Sing 2 - **Description**: Enjoy the movie surrounded by our resident cats, who will be more than happy to keep you company (and possibly steal a cozy spot beside you). What’s Included: Movie screening of Sing 2 Lounge time with our adoptable cats A cozy, small-group atmosphere I - **Date**: Fri Jun 26 2026 at 06:00 pm – Fri Jun 26 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/paws-and-popcorn-movie-night-featuring-sing-2/200030170654017 - **Venue**: Meow Dyer Cat Cafe, LLC - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Paws+%26+Popcorn+Movie+Night+featuring%3A+Sing+2&date=Fri+Jun+26+2026+at+06%3A00+pm&bg=3 - **Categories**: Entertainment - **Event Name**: Cocktail Party and Fundraiser with Chuck! - **Description**: Come join us for a Cocktail Party at Port of Leonardtown Winery! Put on your finest Cocktail wear (or finer) and enjoy catering by Dreamweaver plus live entertainment! (Wine and Non-Alcoholic drinks included in the ticket price) Don't Drink? Don't wor - **Interested Audience**: - Count: 21 - **Date**: Sat Jun 27 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/cocktail-party-and-fundraiser-with-chuck/200030202430607 - **Venue**: Port of Leonardtown Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy80YTAwNDBiNGNlYTIxZDMxNTA4ODhmYjBlY2UwNWUyMTJjMjRmN2FhNGM5OWJmMmQwZjBjOGY4NTc0ZmYwODU2LXJpbWctdzEyMDAtaDY3NS1kYzI4NGFhMC1nbWlyP3Y9MTc4MDg2ODQ2Ng.avif - **Categories**: parties, entertainment, nonprofit - **Event Name**: The Wrong Party: Out of Place, On Purpose @ The Rex Theater - **Description**: ❌ The Wrong Party: Dress Wrong, Dance Right 📍 The Rex Theater 🗓 Friday June 12th 2026 ⏰ 9:00 PM This is your official invite to show up… completely out of place 😏 The theme? Wear something you definitely shouldn’t wear to a night out. 👗 Old bridesmaid d - **Interested Audience**: - Count: 425 - **Date**: Fri Jun 12 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/the-wrong-party-out-of-place-on-purpose-the-rex-theater/200029990894901 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNzI1ZDYyZmI1ODMxMTZmNmMxMzFjM2NmNzlmNDE0ZmQzNGNmZmE1MDA0MTMzZWIzMzlmYzFhM2EwNDk1YjNjYS1yaW1nLXcxMDU0LWgxNDkyLWRjMDIwMjA0LWdtaXI_dj0xNzgwMzQxNzMw.avif - **Categories**: parties, entertainment, art, theatre - **Event Name**: Slumber party Silent reading party - **Description**: Join us for a slumber reading party, bring a blanket, and a good book.About this EventSlumber party Silent reading partyJoin us for a cozy evening at Antoinette’s Garden on - **Date**: Tue Jun 23 2026 at 06:00 pm – Tue Jun 23 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leonardtown/slumber-party-silent-reading-party/100001990490296058 - **Venue**: Antoinette’s Garden - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy80NmVhZGJjNDRkOTQ5ZWZhOGM4NDE0MzkwNWI1ZWZmM2VjZTcxODk0YzdmZmI2OGZmZjdkOGJlNmU0MWNhMjcwLXJpbWctdzEyMDAtaDgwMC1kY2Y3ZWJkYi1nbWlyLmpwZz92PTE3Nzk5MDQ2MTA.avif - **Price**: USD 0 to 30 - **Categories**: parties, entertainment ## Trending Events in Leonardtown - **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=1780120264 - **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=1780120258 - **Event Name**: Radio Hero - **Description**: Visit their website at https://radioheroband.com 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 d - **Venue**: St. Mary's County Fairgrounds - **Banner**: https://cdn-az.allevents.in/events7/banners/d5dd12ba6d935f876b01555f8038dfbe684a7c530b01aa9b5f40b4037931cd07-rimg-w1200-h675-dc1c022d-gmir?v=1780120255 - **Event Name**: The Fabulous Hubcaps - **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 liv - **Venue**: St. Mary's County Fairgrounds - **Banner**: https://cdn-az.allevents.in/events6/banners/885cced012f2e4f484c2de92c36c378ada0cc3da786abaf49904f872e4baa9b5-rimg-w1200-h1102-dca592c0-gmir?v=1780120256 - **Event Name**: SUMMER SMASH - **Description**: FIRST TIME EVER AT THE REX......About this EventFeaturing... New Impressionz & CCB Special Presentation By: CHI NU NU CHAPTER OF OMEGA PSI PHI - FRATERNITY, INCHosted By: Twain Green & Somerville Sessions - **Venue**: The Rex - **Banner**: https://cdn-az.allevents.in/events2/banners/4172c7179b50043112fd0c00d9316a27c3e8b7ff5e23742a72bab7b3b0a2c2e6-rimg-w1054-h1492-dc040506-gmir.jpg?v=1778902282 - **Event Name**: [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [PERFORMED BY HYDRAFX] - **Description**: Edit: Tix are live, check the links!! [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [6/27/26] [TIX ON SALE THIS SUNDAY 5/3/26][ therextheatresomd.com ] [FB EVENT TO FOLLOW POST] The time has come. You voted and hear it is! One of our personal favorite bands - **Venue**: The Rex Theatre - **Banner**: https://cdn-az.allevents.in/events8/banners/c2d72fdb9c91bdb15a82a3329557641016dc621897cc2f6cf2fc6429d8f04938-rimg-w1200-h630-dc06101b-gmir?v=1780598582 - **Event Name**: SMBC Boat Regatta the Wharf - **Description**: The Southern Maryland Boat Club Presents the Summer Boat Regatta at the Leonardtown Wharf on Saturday, July 26th and Sunday, July 27th. Enjoy seeing antique power boats race along Breton Bay. Heats run from 9am - 4pm on Saturday and 11am - 3pm on Sunday. - **Venue**: Leonardtown Wharf - **Banner**: https://cdn-az.allevents.in/events4/banners/eddf3932f7aa7ffff78b830c5eed4e837f3b4a73f4a661a79eebc751b2a4fc88-rimg-w768-h512-dc8d948a-gmir?v=1780598582 - **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 - **Venue**: Leonardtown Wharf - **Banner**: https://cdn-az.allevents.in/events6/banners/77b81da018d8c9a39be14504d288b5d0418ebc8d23e569370a8cf489502a5ca2-rimg-w1200-h675-dcffffff-gmir?v=1779940556 - **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-dcffffff-gmir?v=1780109595 ## 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 June in Leonardtown](https://allevents.in/leonardtown/entertainment--june) - [Entertainment Events in July in Leonardtown](https://allevents.in/leonardtown/entertainment--july) ## FAQs - **Q**: What are the top Entertainment events in Leonardtown? - **A:** [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [PERFORMED BY HYDRAFX] (Sat Jun 27 2026 at 07:00 pm at The Rex Theatre), 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), Arts & Entertainment Celebration First Friday (Fri Sep 04 2026 at 05:00 pm at Leonardtown Square), Paws & Popcorn Movie Night featuring: Sing 2 (Fri Jun 26 2026 at 06:00 pm at Meow Dyer Cat Cafe, LLC). - **Q**: What Entertainment events are happening in Leonardtown today June 12, 2026? - **A:** The Wrong Party: Out of Place, On Purpose @ The Rex Theater (Fri Jun 12 2026 at 09:00 pm at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650). - **Q**: What Entertainment events are happening in Leonardtown this weekend June 12–14, 2026? - **A:** The Wrong Party: Out of Place, On Purpose @ The Rex Theater (Fri Jun 12 2026 at 09:00 pm at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650). - **Q**: What Entertainment events are happening in Leonardtown in June 2026? - **A:** [STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [PERFORMED BY HYDRAFX] (Sat Jun 27 2026 at 07:00 pm at The Rex Theatre), Paws & Popcorn Movie Night featuring: Sing 2 (Fri Jun 26 2026 at 06:00 pm at Meow Dyer Cat Cafe, LLC), Cocktail Party and Fundraiser with Chuck! (Sat Jun 27 2026 at 07:00 pm at Port of Leonardtown Winery), The Wrong Party: Out of Place, On Purpose @ The Rex Theater (Fri Jun 12 2026 at 09:00 pm at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650), Slumber party Silent reading party (Tue Jun 23 2026 at 06:00 pm at Antoinette’s Garden). - **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 Theatre, Leonardtown Wharf, Town Market LLC. - **Q**: What is the price range for Entertainment events in Leonardtown? - **A:** Prices for Entertainment events in Leonardtown range from up to USD 30. 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 HydraFX, Town of Leonardtown, Meow Dyer Cat Cafe, LLC. - **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 Hollywood](https://allevents.in/hollywood-md/entertainment) - [Entertainment events in California](https://allevents.in/california-md/entertainment) - [Entertainment events in Coltons Point](https://allevents.in/coltons-point/entertainment)