# Festivals in Leonardtown | Cultural Events & Fairs

- **Subtitle**: Explore upcoming festivals in  Leonardtown. Discover cultural celebrations, street fairs and seasonal events happening across the city. Join the festivities.
- **Category**: Festivals
- **Type**: category

## Audience

- **Followers**: 2.5M+
- **Recent Followers**: 
  - **Avatar 1**: https://cdn-az.allevents.in/events4/banners/c7a3bd77620a92a1fee77ed0b46cc305d65fcaf166695040aabebd480d9323a4-rimg-w200-h200-dc7e887a-gmir?v=1749580804
  - **Avatar 2**: https://cdn-az.allevents.in/events2/banners/87514fe09e2e42afe6f2e6b5b9e483315429bdfa0a64d2af3268e7f6798e263a-rimg-w200-h200-dc182a60-gmir?v=1760132405
  - **Avatar 3**: https://cdn-az.allevents.in/events4/banners/4372fbe0-97b1-11f0-925d-a7ce5707d3d8-rimg-w200-h200-dc445c46-gmir

## About

The best things to do in the world include attending top-notch festivals in [CITY]. Be it a rocking music festival or scrumptious food festival in [CITY], you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in [CITY] listed on one platform - we have you covered.

Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us!

## Festivals 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
  - **Interested Audience**:
    - Count: 73
  - **Date**: Sat Jun 13 2026 at 11:00 am (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/40th-annual-st-marys-county-crab-and-music-festival/200029889792718
  - **Venue**: St. Mary's County Fairgrounds
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9iMWRjYTIxOGJlMTdiNWQ0MTk0OGNjODliMzNkNGNlNTdlYThiYTE5OTkyMjkyMGQyOWI3NDNiMWEwNTg0YmVjLXJpbWctdzkwOS1oMTE1OS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NTk5NzY4Nw.avif
  - **Categories**: music, music-festivals, entertainment, festivals, live-music, kids, car-shows, contests, art
- **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
  - **Interested Audience**:
    - Count: 631
  - **Date**: Fri Jul 03 2026 at 08:00 pm – Sat Jul 04 2026 at 01:00 am (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/st-mary’s-freedom-fest/200029526211054
  - **Venue**: St. Mary’s Freedom Fest
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy82M2E4YjhmYTAyMmJhNTI0YWE0NzBmYWU2ZDkwYzM4MGQ2YzczMGMwODI3MjJkMDE4MjljNGU5N2M0ZDZiYWJlLXJpbWctdzEyMDAtaDExODktZGMwNTU3YWMtZ21pcj92PTE3NzYyMTk2NDY.avif
  - **Categories**: freedom-festivals, festivals, fireworks
- **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
  - **Interested Audience**:
    - Count: 1
  - **Date**: Sat May 23 2026 at 10:00 am – Sun May 24 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/renfest-southern-maryland/100001981749677633
  - **Venue**: Brüdergarten (Brü)
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80MjVjOGRjNjg3ODMxNzcyOTE4NzA1NzE3MDZlOTQ4MjNiN2I4YTE5ODM0MDM2YTM0MjM5MjE5NzQ3NWU1ZWEwLXJpbWctdzEyMDAtaDgwMC1kY2Q5ZGZlYS1nbWlyLmpwZz92PTE3NzA4NjQ0ODc.avif
  - **Price**: USD 18 to 50
  - **Categories**: music, entertainment, festivals, live-music, trips-adventures, music-festivals
- **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: 2
  - **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_dj0xNzc1OTIxMTQ5.avif
  - **Categories**: music, entertainment, festivals, live-music, music-festivals, food-drinks, food-truck-festivals
- **Event Name**: Southern MD Spring Festival Car Show
  - **Description**: Holy Face Church Annual Spring Festival Car Show, Awards, Music, Door Prizes with good food. May 2nd.  Rain Date Sunday May 3 2026
  - **Interested Audience**:
    - Count: 19
  - **Date**: Sat May 02 2026 at 10:30 am – Sat May 02 2026 at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/southern-md-spring-festival-car-show/200029889896746
  - **Venue**: St. Mary's County Fairgrounds
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83MjA4M2IxODVjNTdiMmIxNTRiYTAyYWU0Zjk1ZTBhZWU1ZGUyMjFkNjliMTAyZTY3MWM0MGUzMTZlZDJjNDZlLXJpbWctdzk2MC1oNzIwLWRjZmZmZmZmLWdtaXI_dj0xNzc1OTg1MTU3.avif
  - **Categories**: Festivals
- **Event Name**: Harry Potter Mystic Market & First Saturday of the Month
  - **Description**: See Town Market transform into Hogwarts.  Take on the quest to find all the Horcruxes. Come out and see us as we will have all types of mums, pumpkins, crafters, apparel, tumblers and desserts to shop from.  

Prize for Best Harry Potter Character Costume
  - **Interested Audience**:
    - Count: 31
  - **Date**: Sat Nov 07 2026 at 09:30 am – Sat Nov 07 2026 at 04:00 pm (-05:00)
  - **Event URL**: https://allevents.in/leonardtown/harry-potter-mystic-market-and-first-saturday-of-the-month/200029882573109
  - **Venue**: 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy81MDQ5YjRhNTNhMmU0MjgxNDRiZDc3NTU4OTAzY2ZlYjI0MzU3M2JjMGEyYjk5ZDM3MTIwMDYwYjBlNjUzYTE5LXJpbWctdzEyMDAtaDY3NS1kYzE0MDcwNC1nbWlyP3Y9MTc3NTg2OTM5MA.avif
- **Event Name**: Spring Fling Open Market & Car Show
  - **Description**: Share this event with your family and friends!
This is going to be a great event and we look forward to seeing you!
For application to be a vendor please message me or email Lorcreation225@gmail.com
NOTE: if you see anyone except me claiming to be accepti
  - **Interested Audience**:
    - Count: 33
  - **Date**: Sat Apr 25 2026 at 04:00 am – Sun Apr 26 2026 at 11:00 am (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/spring-fling-open-market-and-car-show/200029684901907
  - **Venue**: 22675 MD-326, Leonardtown, MD 20650-3848, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZjZjZDcyN2YzMTA2YWFhMzhiMWM1ZGYxMjJkODQxYmQ4ZGQ0MTNlNTQ1YzNiZjVjYmI4NDhiOTM5ZmUxMzdiYS1yaW1nLXcxMjAwLWg5MzMtZGNmZmZmZmYtZ21pcj92PTE3NzU0NjE3ODM.avif
  - **Categories**: spring-break

## 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**: 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**: 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=1775921149
- **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=1774908171

## Browse Festivals Events by Date

- [Festivals Events Today in Leonardtown](https://allevents.in/leonardtown/festivals--today)
- [Festivals Events This Weekend in Leonardtown](https://allevents.in/leonardtown/festivals--this-weekend)
- [Festivals Events in April in Leonardtown](https://allevents.in/leonardtown/festivals--april)
- [Festivals Events in May in Leonardtown](https://allevents.in/leonardtown/festivals--may)

## FAQs

- **Q**: What are the top Festivals events in Leonardtown?
  - **A:** 40th Annual St Mary's County Crab and Music Festival (Sat Jun 13 2026 at 11:00 am at St. Mary's County Fairgrounds), St. Mary’s Freedom Fest (Fri Jul 03 2026 at 08:00 pm at St. Mary’s Freedom Fest), RenFest Southern Maryland (Sat May 23 2026 at 10:00 am at Brüdergarten (Brü)), 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), Southern MD Spring Festival Car Show (Sat May 02 2026 at 10:30 am at St. Mary's County Fairgrounds).
- **Q**: What Festivals events are happening in Leonardtown in April 2026?
  - **A:** Spring Fling Open Market & Car Show (Sat Apr 25 2026 at 04:00 am at 22675 MD-326, Leonardtown, MD 20650-3848, United States).
- **Q**: How can I find Festivals events in Leonardtown?
  - **A:** You can discover upcoming Festivals 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 Festivals 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 Festivals events in Leonardtown?
  - **A:** Some popular venues hosting Festivals events in Leonardtown include St. Mary's County Fairgrounds, St. Mary’s Freedom Fest, Brüdergarten (Brü).
- **Q**: What is the price range for Festivals events in Leonardtown?
  - **A:** Prices for Festivals events in Leonardtown range from USD 18 to USD 50. Many events also offer free entry.
- **Q**: Who are the top organizers for Festivals events in Leonardtown?
  - **A:** Popular organizers hosting Festivals events in Leonardtown include Leonardtown Lions Club, St. Mary’s Freedom Fest, Brudergarten Beer Garden.
- **Q**: Are there any online Festivals events available?
  - **A:** Yes, many Festivals 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 Festivals events in Leonardtown?
  - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Leonardtown.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/6e/5415e403f74b77938c0695ac11464e/Festival.jpg

## Festivals from nearby cities

- [Festivals in Loveville](https://allevents.in/loveville/festivals)
- [Festivals in Avenue](https://allevents.in/avenue/festivals)
- [Festivals in Great Mills](https://allevents.in/great-mills/festivals)
- [Festivals in Lexington Park](https://allevents.in/lexington-park/festivals)
- [Festivals in Solomons](https://allevents.in/solomons/festivals)
- [Festivals in Broomes Island](https://allevents.in/broomes-island/festivals)