# Events & Things To Do In Leonardtown on 1st May 2026

- **Subtitle**: Discover the best events and activities in Leonardtown on 1st May 2026. From live concerts to art exhibitions, find the perfect thing to do for an unforgettable day out.
- **Category**: 

## About

Discover the best events and activities in Leonardtown on 1st May 2026. From live concerts to art exhibitions, find the perfect thing to do for an unforgettable day out.

## Events in Leonardtown

- **Event Name**: SOMD SPRING FESTIVAL
  - **Description**: Back for round two 🩷🩷 and sweeter than ever.

Epicurean Confections is returning to the 31st Annual SOMD Spring Festival and we’re bringing all your favorites (plus a few new indulgences you won’t want to miss). If you caught us last time, you already kno
  - **Interested Audience**:
    - Count: 12
  - **Date**: Fri May 01 2026 at 05:00 pm – Sun May 03 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/somd-spring-festival/200029971733736
  - **Venue**: St. Mary's County Fairgrounds
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8xZDEwNzJhZWRkNDJlNWQzZDIwZGMzMzhiMGMxMGQ0NzRkMzUyY2ZiZDEyMzZhNTQ2ZDk5YjRiMjBkMTk1NDdkLXJpbWctdzEyMDAtaDE1MDAtZGNmOGY2ZjEtZ21pcj92PTE3NzY4NDkyNzU.avif
  - **Categories**: festivals, spring-break
- **Event Name**: May First Friday - Butterfly Trail
  - **Description**: Kick off the magic of May First Friday with the relaunch of Leonardtown's Butterfly Trail! In Ltown Alley Parkette, explore nature and plant-themed vendors and exhibitors (Wild Ones Chesapeake Bay, St Mary's County Garden Club, and EcoBay Landscape), enjo
  - **Interested Audience**:
    - Count: 177
  - **Date**: Fri May 01 2026 at 05:00 pm – Fri May 01 2026 at 08:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/may-first-friday-butterfly-trail/200029968013908
  - **Venue**: 22698 Washington St, Leonardtown, MD 20650-3882, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMzUzMjc2YjZlZmM1MjE5ZWM4MmQyYTkxMzdiMTQ2ZTZhZmJlZTdhM2Y5ODhkODA2YjA2NjY4NGVjMjBiMzQ2NC1yaW1nLXcxMjAwLWgxNTUzLWRjZjBmNGYyLWdtaXI_dj0xNzc2NzM3NDY4.avif
  - **Categories**: first-friday, trips-adventures, music, live-music, entertainment
- **Event Name**: The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours)
  - **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: 4
  - **Date**: Fri May 01 2026 at 10:00 am – Fri May 01 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/the-old-jail-museum-open-for-leonardtown-first-fridays-extended-hours/200029971734239
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9lOGRmZWI5YzEwY2ZjMzk5NmNlZDcyN2E4ZTFjMmJhMmU3ODM0NzQ2MDkwODYwNTkwYjk4OTQ0YTM4Y2Y4OWNkLXJpbWctdzEyMDAtaDkwMC1kYzM1NDYyOC1nbWlyP3Y9MTc3Njg0OTI3OQ.avif
  - **Categories**: art, literary-art, kids, first-friday
- **Event Name**: 2026 First Friday Drumline Events
  - **Description**: Join us on May 1st and October 2nd from 5:30 to 6 PM for the 2026 First Friday youth drumline events!

Limited seating will be available. Bring a blanket or chair and join us for this FREE event!

The location is the grassy area adjacent to our office (by
  - **Interested Audience**:
    - Count: 2
  - **Date**: Fri May 01 2026 at 05:30 pm – Fri May 01 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/2026-first-friday-drumline-events/200029889794930
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy81NmM0Mzk4ODQ2YTMyZWY2OGJhNzMwNGUzM2ZhMzhhYmQwNGViYzFiMDdiZGJhYTBjODVmNzdkNThkZDg1NzdiLXJpbWctdzEyMDAtaDYyOC1kYzE3MTgxNi1nbWlyP3Y9MTc3Njc1NzkzNg.avif
  - **Categories**: first-friday, art

## 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=1775997687
- **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=1776219646
- **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**: 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**: SOMD SPRING FESTIVAL
  - **Description**: Back for round two 🩷🩷 and sweeter than ever.

Epicurean Confections is returning to the 31st Annual SOMD Spring Festival and we’re bringing all your favorites (plus a few new indulgences you won’t want to miss). If you caught us last time, you already kno
  - **Venue**: St. Mary's County Fairgrounds
  - **Banner**: https://cdn-az.allevents.in/events1/banners/1d1072aedd42e5d3d20dc338b0c10d474d352cfbd1236a546d99b4b20d19547d-rimg-w1200-h1500-dcf8f6f1-gmir?v=1776849275
- **Event Name**: The 2026 SMFCA - SMAC Football Showcase
  - **Description**: Registration is now open for the 2026 SMFCA Southern Maryland Athletic Conference Football Showcase. Early registration closes April 19, so be sure to secure your spot today.

In past showcases, we’ve hosted 20+ college coaches on-site and shared particip
  - **Venue**: Leonardtown High School
  - **Banner**: https://cdn-az.allevents.in/events9/banners/d387a69c77b0c624fa36bc26bfc5466393cbe0c1bf0a9badd7bb331ea834d5f0-rimg-w1080-h1350-dca8a18f-gmir?v=1776849295
- **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=1775921149
- **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**: 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=1776701360

## FAQs

- **Q**: What are the top events in Leonardtown?
  - **A:** SOMD SPRING FESTIVAL (Fri May 01 2026 at 05:00 pm at St. Mary's County Fairgrounds), May First Friday - Butterfly Trail (Fri May 01 2026 at 05:00 pm at 22698 Washington St, Leonardtown, MD 20650-3882, United States), The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (Fri May 01 2026 at 10:00 am at 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650), 2026 First Friday Drumline Events (Fri May 01 2026 at 05:30 pm at 22660 Washington St., Leonardtown, MD, United States, Maryland 20650).
- **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**: What are the popular venues for events in Leonardtown?
  - **A:** Some popular venues hosting events in Leonardtown include St. Mary's County Fairgrounds, 22698 Washington St, Leonardtown, MD 20650-3882, United States, 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650.
- **Q**: Who are the top organizers for events in Leonardtown?
  - **A:** Popular organizers hosting events in Leonardtown include Epicurean Confections, Town of Leonardtown, Old Jail Museum - Leonardtown.
- **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.

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