# All Events in Leonardtown

- **City**: Leonardtown
- **State**: Maryland
- **Country**: United States
- **Continent**: North America
- **Timezone**: -05:00
- **Currency**: USD
- **Banner**: https://cdn2.allevents.in/transup/4a/3eb947ce48417e9f724bc0a3c8a200/USA-default.webp

## Featured Events in Leonardtown

- **Event Name**: St. Mary's County Job Fair 2026- Jobseeker Registration
  - **Description**: Looking for your next career move? Don't miss out on the upcoming St. Mary's County, Maryland, Job Fair, taking place on Wednesday, September 2nd, from 9:30 AM to 1 PM. Over 50 BusinessesVariety of Job Opportunities
  - **Date**: Wed, 02 Sep at 09:30 am – Wed, 02 Sep at 01:00 pm (-05:00)
  - **Event URL**: https://allevents.in/california/st-marys-county-job-fair-2026-jobseeker-registration-tickets/80003103346473
  - **Venue**: USMSM Smart Builing
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2YTU5M2RlZWJlNzZhLmpwZw.avif
  - **Price**: min: 0, max: 0, currency: USD
  - **Categories**: job-fairs
- **Event Name**: CrimeStery Fest 2026
  - **Description**: CrimeStery-Fest 2026 — All Things Crime and MysteryThe Northeast's Coolest Crime Convention!Calling all true crime enthusiasts, CrimeStery-Fest returns for an immersive three-day celebration
  - **Date**: Fri, 09 Oct at 04:00 pm – Sun, 11 Oct at 04:00 pm (-05:00)
  - **Event URL**: https://allevents.in/danvers/crimestery-fest-2026-tickets/80005231957486
  - **Venue**: DoubleTree by Hilton Hotel Boston North Shore, Ferncroft Road, Danvers, MA, USA
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OWY4MmM1YjU5MDBmLmpwZw.avif
  - **Price**: min: 30, max: 90, currency: USD
  - **Categories**: exhibitions, conferences, festivals, art, literary-art, entertainment, business, parties, music, food-drinks, comedy

## Leonardtown's Most-Loved

### Events Categories

- [Music (9 events)](https://allevents.in/leonardtown/music)
- [Parties (29 events)](https://allevents.in/leonardtown/parties)
- [Food & Drinks (11 events)](https://allevents.in/leonardtown/food-drinks)
- [Crafts (9 events)](https://allevents.in/leonardtown/crafts)
- [Festivals (12 events)](https://allevents.in/leonardtown/festivals)
- [Health & Wellness (15 events)](https://allevents.in/leonardtown/health-wellness)
- [Kids (23 events)](https://allevents.in/leonardtown/kids)
- [Performances (8 events)](https://allevents.in/leonardtown/performances)
- [Sports (7 events)](https://allevents.in/leonardtown/sports)
- [Theatre (5 events)](https://allevents.in/leonardtown/theatre)
- [Trips & Adventure (4 events)](https://allevents.in/leonardtown/trips-adventures)
- [Fine Arts (3 events)](https://allevents.in/leonardtown/fine-arts)
- [Dance (2 events)](https://allevents.in/leonardtown/dance)
- [Concert (1 events)](https://allevents.in/leonardtown/concerts)

## Popular Events in Leonardtown

- **Event Name**: The Joe Cox Band LIVE @ The Rex Theatre
  - **Description**: One Night. One Stage. All Country. 🎶

Country music is coming to The Rex, and you won’t want to miss it.
Join the Joe Cox Band on Saturday, August 29 from 7:00–10:00 PM for three hours of live country music 🤠, southern rock 🎸, and crowd-favorite singalong
  - **Interested Audience**:
    - Count: 20
  - **Date**: Sat, 29 Aug at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/the-joe-cox-band-live-the-rex-theatre/200030384428756
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mNmM0NzQxNTIzMWViNjAxNTgzZWEyNDQ4ZGQ4NTdmOGMwMTljYjhkOTAxNDYyNTQ5NmE1NjAyMjM3NzI4YjJmLXJpbWctdzEyMDAtaDE1NzgtZGMxNDEyMTctZ21pcj92PTE3ODQzMDY3MjI.avif
  - **Categories**: music, art, theatre, entertainment, country-music-festivals
- **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!
  - **Interested Audience**:
    - Count: 91
  - **Date**: Thu, 24 Sep at 04:00 pm – Sun, 27 Sep at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/st-marys-county-fair-2026/200030332835247
  - **Venue**: St Marys County Fair
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy80N2Y0M2ZhNmU1MGI2ZDkxZDE5ZGExNzVmYjQxOWI3ZjMxZDY2NDAxNzIxN2MxMGZmM2NkYzM2OGE0MWI2OTQyLXJpbWctdzEyMDAtaDY3NS1kYzU4YThlOC1nbWlyP3Y9MTc4Njg0NjE0OA.avif
- **Event Name**: Faire Witch: Ladies Night Out
  - **Description**: Grab your favorite witches and join us for an enchanting evening of sipping, shopping & all the spooky fall vibes. 

Think unique vendors, spooky-chic finds, seasonal cocktails, photo worthy moments, and a little bit of magic.

More details, vendors a
  - **Date**: Thu, 08 Oct at 06:00 pm – Thu, 08 Oct at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/faire-witch-ladies-night-out/200030453062245
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9lYTE4NGQxNjllMTJjY2I4NDAxNDFkNWE1NjQyM2ZlNWFkZjdiNDcxNGFjY2I2YzZmOGQzZWU0YTExZTUyNDg0LXJpbWctdzEyMDAtaDUwMC1kYzA0MDMwMy1nbWlyP3Y9MTc4NDk2Njc0NA.avif
- **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: 24
  - **Date**: Sat, 17 Oct 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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNjYzYTA5MzEzNGM0YTkzYTE4YWFhNjE2MWY4MjJhZjE5ZDY4OTA4ZGU0YjBmZGJkMTBmNDQ5MzFkMDliODE2LXJpbWctdzEyMDAtaDUwMC1kYzA4MDgwOC1nbWlyP3Y9MTc4NjU4MzczMw.avif
  - **Categories**: art, country-music-festivals
- **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: 53
  - **Date**: Fri, 04 Sep at 05:00 pm – Fri, 04 Sep 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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mOWI0ZGJlZjdjMTBkMmJhNmNjZjBjYmFlYTQwYjFjOGNmY2JmM2JjZTFjMjFlMDhjYTExMjQ5MjliMDcyNDViLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NjUzNzE4Mg.avif
  - **Categories**: Art, Music, Entertainment
- **Event Name**: Trunk or Treat & Vendor Show
  - **Description**: Come on over for Trunk or Treat starting at 12 Noon.  We will have the classic cars all set up and ready to give out candy to all the little ghouls, goblins and monsters. 

Crafters and Food vendor will be onsite beginning at 9am.  

Vendors Attending:
Po
  - **Interested Audience**:
    - Count: 68
  - **Date**: Sat, 24 Oct at 12:00 pm – Sat, 24 Oct at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/trunk-or-treat-and-vendor-show/200029527918023
  - **Venue**: Town Market LLC
  - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Trunk+or+Treat+%26+Vendor+Show&date=Sat%2C+24+Oct+at+12%3A00+pm&bg=4
  - **Categories**: trunk-or-treat, halloween, trick-or-treat
- **Event Name**: Rainbow Rollout #4
  - **Description**: 🛼 Join us Saturday, August 22 from 2:00–4:00 PM at Leonard Hall Recreation Center (Leonardtown, MD) for our ANOTHER Rainbow Rollout Roller Skating Party! This is a family-friendly event—bring your friends and roll with us!

🆓 Skate rentals are covered by
  - **Date**: Sat, 22 Aug at 02:00 pm – Sat, 22 Aug at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/rainbow-rollout-4/200030548086431
  - **Venue**: Leonard Hall Rec Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy85OTYyYjlmNDNlNGViYzVjNjExMGZhN2Y0ZjNiYmM5MTJmOWFlZjgxN2U1ZTVlZTQ2MjYwODA3NDY3YTA3NmY4LXJpbWctdzEwODAtaDEzNTAtZGNkOGQ4ZDgtZ21pcj92PTE3ODY1ODUxMTA.avif
  - **Categories**: health-wellness, parties, entertainment
- **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: 195
  - **Date**: Sat, 07 Nov at 09:30 am – Sat, 07 Nov 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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy81MDQ5YjRhNTNhMmU0MjgxNDRiZDc3NTU4OTAzY2ZlYjI0MzU3M2JjMGEyYjk5ZDM3MTIwMDYwYjBlNjUzYTE5LXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NjMxMTI1Mg.avif
- **Event Name**: Fur Babies with the Grinch and Holiday Market
  - **Description**: Bring your Fur Babies out to see and get their Christmas picture with the Grinch!! Pictures are from 10am to 3pm. 

Local vendors will be here to help you begin your Holiday Shopping. We will have custom apparel, tumblers, jewelry, woodwork, wreaths, dess
  - **Interested Audience**:
    - Count: 16
  - **Date**: Sat, 05 Dec at 09:00 am (-05:00)
  - **Event URL**: https://allevents.in/leonardtown/fur-babies-with-the-grinch-and-holiday-market/200030347650700
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy84YjdiMmU4Nzc5NDNjODRmOGRhMzczNjZjNmUxMWU2MWQ5ODMzZDZjNzE0MzUyNDY0MTdmZTg4YzkxYzQ4OGIzLXJpbWctdzUwMC1oNDQxLWRjZDhkOGQ4LWdtaXI_dj0xNzg2MzQ0NzE5.avif
  - **Categories**: holiday, christmas, shopping
- **Event Name**: Vendors of Southern MD
  - **Description**: We are looking for vendors that want to come out and show off their best of crafts, glasswork, woodwork, antiques, jewelry, baked goods, salsa's, custom gifts and apparel.   We will have selections of Mums for sale to help you with your fall decorating.
  - **Interested Audience**:
    - Count: 219
  - **Date**: Sat, 12 Sep at 11:00 am – Sat, 12 Sep at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/vendors-of-southern-md/200029083442159
  - **Venue**: Town Market LLC
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84YmEyMTE5Y2U0ODE1MTI0YzI5NWEzYTE1ZDM1MDg1YmI3YzEyZWIwMDBkM2I1NmY2ZDMwOGMyZTg0YWNkMzNhLXJpbWctdzczNS1oNDkwLWRjZThlOGY4LWdtaXI_dj0xNzg2NTgzNzI2.avif
  - **Categories**: sports, kids, workshops, dance, entertainment, dog, contests
- **Event Name**: One Million Oysters for Breton Bay
  - **Description**: Show your support for a cleaner, more vibrant, and healthier Breton Bay by joining us on September 12th!

Saturday, September 12, 2025, at 10 am, join the St. Mary’s River Watershed Association and Friends of St. Clements Bay at Abell’s Wharf to plant a m
  - **Interested Audience**:
    - Count: 27
  - **Date**: Sat, 12 Sep at 10:00 am (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/one-million-oysters-for-breton-bay/200030122442221
  - **Venue**: Abells Wharf Rd, Leonardtown, MD 20650, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8wYjQ4N2Q0OTViMzIzYjQ4M2M3Y2VkYWJlNjdjODg2NThiM2U4NTRkOGZmODM3YWRlNGMwYzVkNjE2NTk0MzY5LXJpbWctdzEyMDAtaDkwMC1kYzM4NzhjOC1nbWlyP3Y9MTc4NjU4MzczMg.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: 246
  - **Date**: Sat, 19 Sep at 03:00 pm – Sat, 19 Sep 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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9jNzRjZTU3ZTQ3MTkzYzNlYTI0ZDllN2NkNTAzMjYxMzI4NTZlNjIxODE5Yjg1NjAzZDAwYjEwYjJmYTg2MzY5LXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4Njg0NjE1OA.avif
  - **Categories**: entertainment, art
- **Event Name**: 🎯 CORK FOR CUTIES🎯
  - **Description**: 🎯CORK FOR CUTIES EVENT🎯

We are excited to announce we are CORKING FOR CUTIES! Saturday, Sept. 26, 2026 at Action Lounge and Billiards 

All proceeds for this event will be donated to Clements cuties. 😃

Please save the date and hope to see you there to s
  - **Interested Audience**:
    - Count: 14
  - **Date**: Sat, 26 Sep at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/cork-for-cuties/200030339263751
  - **Venue**: 25470 Point Lookout Rd Leonardtown md 20650
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8wNDc0OGExNzMwMmMzMzE2NGI2YTNhYTAyNWVmNDM3YjFjMDM5YjExYjFmMWZhNDU3YWUyYjc0ODNiNmI3MWU3LXJpbWctdzEwMjMtaDE1MzctZGMwODA4MDgtZ21pcj92PTE3ODY1ODM3Mzg.avif
  - **Categories**: sports, nonprofit
- **Event Name**: Weekly Sound Reset
  - **Description**: A weekly Crystal Bowl Sound bath every Monday evening. Let your stress melt away while laying in a hammock or special lounge.About this EventJoin us for a transformative sound bath each week, where no two sessions are the
  - **Date**: Mon, 17 Aug (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/weekly-sound-reset/100001993298682016
  - **Venue**: 22660 Washington St
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84ODQ4YjVhMWM1Y2MzNGM5YWRjYThjZWQzMDdkZDQxMDJjZjRlNjVhZjU3NTE3YTgwNzk2MjNkOTBlYTI5YjgyLXJpbWctdzEyMDAtaDEzNjItZGMwNTA0MDQtZ21pci5qcGc_dj0xNzgzMzYxNzM1.avif
  - **Price**: USD 25 to 45
  - **Categories**: meetups, art
- **Event Name**: Fall Paw Crawl
  - **Description**: Fall Paw Crawl 2026

Vendors Attending:
Pops Shop
Sippin Dirty Refreshments
  - **Interested Audience**:
    - Count: 165
  - **Date**: Sun, 27 Sep at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/fall-paw-crawl/200029526572044
  - **Venue**: 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy80YmUyMDVkMDA1MzZhMjkzNjIyZDNjMGU3NDE2OTNjODM3YWY5Nzk0YjUzM2FmODczMDZiODE1OTVhMzdkYWM4LXJpbWctdzUyNi1oNjgxLWRjZDhjOGI4LWdtaXI_dj0xNzg2NTgzNzI3.avif
- **Event Name**: Drowning Pool & Saliva: Live At the Rex Theatre!
  - **Description**: 🔥 DROWNING POOL & SALIVA LIVE AT THE REX THEATRE 🔥
Sunday, August 23, 2026
Tickets go live 7.17.26 at 12 PM

Two of the biggest names in hard rock are coming together for one unforgettable night as Drowning Pool and Saliva hit The Rex Theatre for thei
  - **Interested Audience**:
    - Count: 104
  - **Date**: Sun, 23 Aug at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/drowning-pool-and-saliva-live-at-the-rex-theatre/200030453609310
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8yMmU3N2E5Yzc3ZmI4MTY3ZjY0YmU2MDJmMmE2ODhmYTgxZWM4OTgxMTdjMDAwMzFmNGRjYjExODhkZjYwYTllLXJpbWctdzEyMDAtaDUwMC1kYzA4MDgwOC1nbWlyP3Y9MTc4NjMzNzAzMg.avif
  - **Categories**: Art, Theatre, performances, Entertainment
- **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
  - **Date**: Tue, 08 Sep at 09:00 am – Fri, 11 Sep at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/2026-sultana-adult-paddling-experience-st-marys-md/100001981367993004
  - **Venue**: The Inn at Leonardtown, Ascend Hotel Collection
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8xZGIwMDBhYTEyNmZlYTA1MTg0MDI1OWY2YTY0YmJiNDcwODBmZjhlMjcwZjU0MTg3NTZiMmUzYTM2ZDRmNjI2LXJpbWctdzEyMDAtaDU1NC1kYzVjNjI0Ni1nbWlyLmpwZz92PTE3NjkxMTU3Mjk.avif
  - **Price**: USD 1,592 to 1,800
  - **Categories**: fitness, trips-adventures
- **Event Name**: August Dem Club Meeting
  - **Description**: Join us for our monthly Democratic Club meeting!  We will hear from several of our local candidates and talk about what we can do to help them be ready for the election on November 3!
  - **Date**: Mon, 17 Aug at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/august-dem-club-meeting/200030554140518
  - **Venue**: Leonardtown Library meeting room
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8wN2E5MGM0ZTFlZjFhYzY3ZTMzMmFjODkzYzIzMzA4ZmEzMjVlYzgyM2ZlMjM3M2M4NTY3ZmZkNzNmY2QxMTg5LXJpbWctdzEwODAtaDEwODAtZGNiODU4MjgtZ21pcj92PTE3ODY2NjgyNTg.avif
  - **Categories**: Meetups

## Parties in Leonardtown

- **Event Name**: Trunk or Treat & Vendor Show
  - **Description**: Come on over for Trunk or Treat starting at 12 Noon.  We will have the classic cars all set up and ready to give out candy to all the little ghouls, goblins and monsters. 

Crafters and Food vendor will be onsite beginning at 9am.  

Vendors Attending:
Po
  - **Interested Audience**:
    - Count: 68
  - **Date**: Sat, 24 Oct at 12:00 pm – Sat, 24 Oct at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/trunk-or-treat-and-vendor-show/200029527918023
  - **Venue**: Town Market LLC
  - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Trunk+or+Treat+%26+Vendor+Show&date=Sat%2C+24+Oct+at+12%3A00+pm&bg=4
  - **Categories**: trunk-or-treat, halloween, trick-or-treat
- **Event Name**: Rainbow Rollout #4
  - **Description**: 🛼 Join us Saturday, August 22 from 2:00–4:00 PM at Leonard Hall Recreation Center (Leonardtown, MD) for our ANOTHER Rainbow Rollout Roller Skating Party! This is a family-friendly event—bring your friends and roll with us!

🆓 Skate rentals are covered by
  - **Date**: Sat, 22 Aug at 02:00 pm – Sat, 22 Aug at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/rainbow-rollout-4/200030548086431
  - **Venue**: Leonard Hall Rec Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy85OTYyYjlmNDNlNGViYzVjNjExMGZhN2Y0ZjNiYmM5MTJmOWFlZjgxN2U1ZTVlZTQ2MjYwODA3NDY3YTA3NmY4LXJpbWctdzEwODAtaDEzNTAtZGNkOGQ4ZDgtZ21pcj92PTE3ODY1ODUxMTA.avif
  - **Categories**: health-wellness, parties, entertainment
- **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
  - **Date**: Sat, 19 Sep at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/ellachella-day-party/200030495130345
  - **Venue**: 22695 Washington St, Leonardtown, MD
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8wNjlhZmQ0OTU3MmY1ODE5NjRlYjQ3YTBhMDU0M2JmOWUyOGU5ZmYzNjUwMmVkMDVmZGJkOTQxYjM4ZjgyNWQ0LXJpbWctdzEwNTQtaDE0OTItZGMwODA4MDgtZ21pcj92PTE3ODU2NDc1NjU.avif
  - **Categories**: Art, Theatre, Music
- **Event Name**: End of Summer Bash
  - **Description**: More details coming soon
  - **Interested Audience**:
    - Count: 3355
  - **Date**: Sat, 05 Sep at 05:00 pm – Sat, 05 Sep at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/end-of-summer-bash/200029680477803
  - **Venue**: Leonardtown Wharf
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy81MGU0NzE5MTYxMGZjN2FlZDliNDY1YTg1ZGEwODBhMTVjZDc3MWZkM2I3YWU3MmJjYTc2ZDc1NTAzYjQwZGRmLXJpbWctdzEyMDAtaDE1NTMtZGMwODI4NTgtZ21pcj92PTE3ODY4NDYxNDc.avif
- **Event Name**: Senator Jack Bailey’s 5th Annual Bull Roast
  - **Description**: I am excited to announce my 5th Annual Bull Roast is honoring Cruisin’ Southern Maryland. Since 2012, they have raised over $255,000 for the Charlotte Hall Veterans Home and $65,000 to other local charities for the benefit of veterans. Their events span 1
  - **Interested Audience**:
    - Count: 16
  - **Date**: Thu, 10 Sep at 05:00 pm – Thu, 10 Sep at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/senator-jack-baileys-5th-annual-bull-roast/200030552859556
  - **Venue**: Olde Breton Inn and Bailey's Catering
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8wZTBmMDcwY2U0MDE0ZWU2YWZjN2FmNWZjMzRjMzRmYWQyNmI4ODAwYTJiNWRlZGFiMjYwN2RjNTFmYzhjNmJkLXJpbWctdzk0Mi1oMjA0OC1kYzA4MDgwOC1nbWlyP3Y9MTc4NjY1MDUzNg.avif
  - **Categories**: nonprofit, charities
- **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: 2128
  - **Date**: Sat, 24 Oct at 01:00 pm – Sat, 24 Oct 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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy83N2I4MWRhMDE4ZDhjOWEzOWJlMTQ1MDRkMjg4YjVkMDQxOGViYzhkMjNlNTY5MzcwYThjZjQ4OTUwMmE1Y2EyLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4Njg0NjE0Nw.avif
  - **Categories**: halloween

- [View all Parties in Leonardtown](https://allevents.in/leonardtown/parties)

## Artists & Performers on Tour in Leonardtown

- **Artist**: Gorillaz
  - **Artist Page**: https://allevents.in/performer/gorillaz
- **Artist**: Kany García
  - **Artist Page**: https://allevents.in/performer/kany-garc-a
- **Artist**: Jungle
  - **Artist Page**: https://allevents.in/performer/jungle
- **Artist**: Rahat Fateh Ali Khan
  - **Artist Page**: https://allevents.in/performer/rahat-fateh-ali-khan
- **Artist**: Air Supply
  - **Artist Page**: https://allevents.in/performer/air-supply
- **Artist**: Simple Plan
  - **Artist Page**: https://allevents.in/performer/simple-plan
- **Artist**: Luis Alfonso
  - **Artist Page**: https://allevents.in/performer/luis-alfonso
- **Artist**: Rush
  - **Artist Page**: https://allevents.in/performer/rush
- **Artist**: Flex
  - **Artist Page**: https://allevents.in/performer/flex
- **Artist**: Cooper Alan
  - **Artist Page**: https://allevents.in/performer/cooper-alan
- **Artist**: Beartooth
  - **Artist Page**: https://allevents.in/performer/beartooth
- **Artist**: Bowling For Soup
  - **Artist Page**: https://allevents.in/performer/bowling-for-soup
- **Artist**: Struggle Jennings
  - **Artist Page**: https://allevents.in/performer/struggle-jennings
- **Artist**: The Spinners
  - **Artist Page**: https://allevents.in/performer/the-spinners
- **Artist**: The Roots
  - **Artist Page**: https://allevents.in/performer/the-roots
- **Artist**: Arlo Parks
  - **Artist Page**: https://allevents.in/performer/arlo-parks
- **Artist**: Colt Ford
  - **Artist Page**: https://allevents.in/performer/colt-ford
- **Artist**: Tasha Cobbs Leonard
  - **Artist Page**: https://allevents.in/performer/tasha-cobbs-leonard
- **Artist**: Yaya Bey
  - **Artist Page**: https://allevents.in/performer/yaya-bey
- **Artist**: Colin Hay
  - **Artist Page**: https://allevents.in/performer/colin-hay
- **Artist**: MARO
  - **Artist Page**: https://allevents.in/performer/maro
- **Artist**: Eelke Kleijn
  - **Artist Page**: https://allevents.in/performer/eelke-kleijn
- **Artist**: Michael Ray
  - **Artist Page**: https://allevents.in/performer/michael-ray
- **Artist**: Elias Medina
  - **Artist Page**: https://allevents.in/performer/elias-medina
- **Artist**: Maddie Zahm
  - **Artist Page**: https://allevents.in/performer/maddie-zahm
- (more artists omitted)

## Browse Events in Leonardtown by Date

- [Events Today in Leonardtown](https://allevents.in/leonardtown/today)
- [Events This Weekend in Leonardtown](https://allevents.in/leonardtown/this-weekend)
- [Events in August 2026 in Leonardtown](https://allevents.in/leonardtown/august)
- [Events in September 2026 in Leonardtown](https://allevents.in/leonardtown/september)

## Moments from Events in Leonardtown

- **Review**: "The encore band was fantastic! Great choice of music and fantastic musicians!"
  - **Rating**: 5/5
  - **By**: don lundy
  - **Event**: The Encore Band at The Sanctuary Hotel 6pm at The Sanctuary at Kiawah Island Golf Resort
  - **Date**: 2026-08-16 16:57:50
  - **Photo**: https://cdn2.allevents.in/transup/42/ec24a1e1ec4e01928dd2c31c30ebce/images/e9a80eb55b3fe6e62f27afa6eed89b2a07f6146d60eb42748e3f402537234478_exif.webp
  - **User Avatar**: https://www.gravatar.com/avatar/27161d8c8828a4b8873ff95248e84665?s=800&d=identicon&r=g
- **Review**: "back in time to a quieter time.  variety of homestead settings, hand tools, sawmill, music, hands-on"
  - **Rating**: 5/5
  - **By**: dm fl
  - **Event**: Annual Blackberry Threshing, Farm & Antique Show at 25313 US-2, Grand Rapids, MN, United States, Minnesota 55744
  - **Date**: 2026-08-16 15:47:06
  - **Photo**: https://cdn2.allevents.in/transup/80/317efec2b946e5a0474ca4688a71ec/images/0385a28f6a6f7849b572a6dc9e9c56bf6a8164a5fa98d769d096966e19f624ad_exif.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocJfLRCjnphNedqvgpvYoW7lM5w10w6SrS2Ps8tn0NSKOiQyFrjq_Q=s96-c?sz=200
- **Review**: "Excellent lobster roll. Best this side of Bar Harbor, Maine."
  - **Rating**: 5/5
  - **By**: Richard Bradley
  - **Event**: Cousins Maine Lobster at Frequentem Brewing Co - Canandaigua at 254 S Main St, Canandaigua, NY 14424
  - **Date**: 2026-08-16 17:13:43
  - **User Avatar**: https://lh3.googleusercontent.com/a/AGNmyxZRfXYDoFCcsEilnOkYa7tJqUngjsR5wSiFM2yN=s96-c?sz=200
- **Review**: "The Lakes Region Humane Society had a wonderful time at the event and thank you Brian for the invite"
  - **Rating**: 5/5
  - **By**: Ronnie LRHS Pantry & Off-Site Events Coordinator
  - **Event**: Lake Winnipesaukee Day 2026! at Wolfeboro Town Docks
  - **Date**: 2026-08-16 14:46:02
  - **Photo**: https://cdn2.allevents.in/transup/a4/93f742e5e84f6f8cac2a76e094f751/images/IMG_20260814_210957.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocLFlu2HSibdeDo92LanHkjj0P2EorenofFjNfGxcMMjSYoN-fuU=s96-c?sz=200
- **Review**: "Always a pleasant morning dealing  with the homeless who have become regulars to have their blood sugar screened and talk about diet."
  - **Rating**: 5/5
  - **By**: Hank Lunsford
  - **Event**: Lions at Our Lady of Lourdes  Breakfast at Our Lady of Lourdes Catholic Church,
  - **Date**: 2026-08-16 14:29:13
  - **Photo**: https://cdn2.allevents.in/transup/c8/531c15ff1c444cbe3766eae4377fc7/images/DON-PO-LIBRARY.webp
  - **User Avatar**: https://cdn-az.allevents.in/events6/banners/2c40a6d4311f14d95e1cbd2c5070e131750053405d315426538b0e32434960f8-rimg-w300-h300-dccfcec7-gmir?v=1784201405
- **Review**: "Great setup.  Good selection.  Nice open space with plenty of places to sit and eat."
  - **Rating**: 5/5
  - **By**: Eric Hansen
  - **Event**: Curd Fest XIII at 917 East Mifflin Street, Madison, WI, United States, Wisconsin 53703
  - **Date**: 2026-08-16 14:17:35
  - **Photo**: https://cdn2.allevents.in/transup/39/fb527509af43f39df0da920c8b69dd/images/20260815_170449.webp
  - **User Avatar**: https://cdn-az.allevents.in/events9/banners/ea8112a0-82f2-11f1-957f-f1f06462340d-rimg-w200-h200-dcb7996e-gmir
- **Review**: "Fun, exciting, evening where strangers felt a camaraderie-loved it all!"
  - **Rating**: 5/5
  - **By**: J. Adams Watson
  - **Event**: Santana & The Doobie Brothers: Oneness Tour at Phoenix, AZ
  - **Date**: 2026-08-16 01:36:55
  - **Photo**: https://cdn2.allevents.in/transup/e0/5e1045974d43a6b0252c567982830c/images/IMG_7472.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocL51K2KkJPvERxcm2Fl5z9HAEJ0JM0_E-rMSmhLvZz8PI_kjuoQ=s96-c?sz=200
- **Review**: "The venue was beautiful and was enhanced by awesome atmosphere created by the band and music."
  - **Rating**: 5/5
  - **By**: seth hawa
  - **Event**: The Encore Band at The Sanctuary Hotel 6pm at The Sanctuary at Kiawah Island Golf Resort
  - **Date**: 2026-08-16 16:10:20
  - **User Avatar**: https://www.gravatar.com/avatar/27161d8c8828a4b8873ff95248e84665?s=800&d=identicon&r=g
- **Review**: "These two had a blast! R4 turns learning into fun!"
  - **Rating**: 5/5
  - **By**: Gale Reed
  - **Event**: R4Creating Free Community STEM Festival at 1650 Rio Rancho Blvd SE, Rio Rancho, NM 87124-6601, United States
  - **Date**: 2026-08-15 13:26:29
  - **Photo**: https://cdn2.allevents.in/transup/ca/d10cb529b248bc916b6faa155f411f/images/dff2c18d289c0480b0a2332c714c480f341cf3984eec4d426905458edd0a7621_exif.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocKCvPiIDSgBaKwR1jYbb_AjGSgN9OW0a9TBLLN9h7-Qvto1178=s96-c?sz=200
- **Review**: "Abarth 124 at the car show"
  - **Rating**: 5/5
  - **By**: Placido Rivera
  - **Event**: Aviation & Autos 2026 at 8264 Airport Road, Middleton, WI, United States, Wisconsin 53562
  - **Date**: 2026-08-14 02:56:15
  - **Photo**: https://cdn2.allevents.in/transup/40/a5b24be2a14c0b8e4545ea298830de/images/923f3f65846721edea29f0be40c8f28dc3da2cf137018206a59966321972c303_exif.webp
  - **User Avatar**: https://cdn2.allevents.in/thumbs/attendeethumb6a7e7fd00988c.jpg
- **Review**: "Lakes Region Humane Society (LRHS) volunteers Joanne Cameron & Chris Smith."
  - **Rating**: 5/5
  - **By**: Ronnie LRHS Pantry & Off-Site Events Coordinator
  - **Event**: Barks and Brews at Wolfe's Tavern
  - **Date**: 2026-08-12 17:20:09
  - **Photo**: https://cdn2.allevents.in/transup/a9/134ea265f941e7b3c352fed1460637/images/20260809_124021.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocLFlu2HSibdeDo92LanHkjj0P2EorenofFjNfGxcMMjSYoN-fuU=s96-c?sz=200
- **Review**: "awesome! lots of crowd interaction"
  - **Rating**: 5/5
  - **By**: alex daly
  - **Event**: Yachtzilla! Live At The Downtown Grand Hotel And Casino In Vegas! at Downtown Grand Hotel & Casino, North 3rd Street, Las Vegas, NV, USA
  - **Date**: 2026-08-12 17:13:10
  - **Photo**: https://cdn2.allevents.in/transup/1c/a7b527d4d84c1ca824d7f669214590/images/2ce901b8063336ff88b848f12e30b69e091a7fd998446df61b97cbf492762865_exif.webp
  - **User Avatar**: https://www.gravatar.com/avatar/27161d8c8828a4b8873ff95248e84665?s=800&d=identicon&r=g
- **Review**: "So many informational booths and great ethnic e tertainment.  AND the food was amazing!!!!"
  - **Rating**: 5/5
  - **By**: Karen Ulmer
  - **Event**: Unity in the Community at Riverfront Park Spokane, WA
  - **Date**: 2026-08-16 16:01:47
  - **User Avatar**: https://cdn-az.allevents.in/events8/banners/5b85f330-7745-11f1-b2b4-69b6988c976e-rimg-w200-h200-dc75614a-gmir
- **Review**: "Had such a good time. Beautiful place, with sweet employees."
  - **Rating**: 5/5
  - **By**: Annie F
  - **Event**: Fairy Garden Workshop at Ashcombe Farm and Greenhouses
  - **Date**: 2026-08-12 04:48:45
  - **Photo**: https://cdn2.allevents.in/transup/0c/f1e7664a444e8aab1ab34dd23033fd/images/20260801_161015.webp
  - **User Avatar**: https://cdn2.allevents.in/thumbs/attendeethumb6a71a3dfb8078.jpg
- **Review**: "So much fun!  Thanks, JoJo and Jewel-Osco.  A high quality, fun for all ages event."
  - **Rating**: 5/5
  - **By**: x X
  - **Event**: Jewel-Osco's Party in the USA at Big City Pickle — Free Summer Celebration at Big City Pickle - Fulton Market
  - **Date**: 2026-08-11 21:39:13
  - **Photo**: https://cdn2.allevents.in/transup/36/2ae5080ac44e6c8a3b0a62eae1b3e2/images/c9affbc3-0046-4da1-a4a3-954313e45e06-1_all_10466.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocKkriUuC0f7HvI5EvuxlbpCmqlXgScgoDnQXDTEa9BvJX-bZQ=s96-c?sz=200
- (more moments omitted)

## Frequently Asked Questions

- **Q**: What are the top events happening in Leonardtown?
  - **A:** Here are the top events in Leonardtown: The Joe Cox Band LIVE @ The Rex Theatre (Sat, 29 Aug at 07:00 pm, at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650), St. Mary's County Fair - 2026 (Thu, 24 Sep at 04:00 pm, at St Marys County Fair, Leonardtown), Faire Witch: Ladies Night Out (Thu, 08 Oct at 06:00 pm, at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650), Jackson Perkins Live at the Rex Theatre (Sat, 17 Oct at 08:00 pm, at 22695 Washington St, Leonardtown, MD, United States, Maryland 20650), Arts & Entertainment Celebration First Friday (Fri, 04 Sep at 05:00 pm, at Leonardtown Square).
- **Q**: Which kind of events are trending in Leonardtown?
  - **A:** The top trending event categories in Leonardtown include Fall Festivals, Car Shows, Live Music.
- **Q**: How can I find events happening in Leonardtown?
  - **A:** You can discover upcoming events in Leonardtown on AllEvents.in. Browse by category, date, or venue 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 event venues in Leonardtown?
  - **A:** Some popular venues hosting events in Leonardtown include 22695 Washington St, Leonardtown, MD, United States, Maryland 20650, St Marys County Fair, Leonardtown Square, Town Market LLC, Leonard Hall Rec Center.
- **Q**: How can I get notified about new events in Leonardtown?
  - **A:** Follow Leonardtown on AllEvents.in to receive notifications when new events are listed in your city.

## Leonardtown at a Glance

- **Total Upcoming Events**: 104
- **Featured Events**: 2
- **Followers**: 850
- **Trending Now**: This Weekend: 5, Live Music: 5

## Trending Categories in Leonardtown

- [Car Shows (11 events)](https://allevents.in/leonardtown/car-shows)
- [Fall Festivals (5 events)](https://allevents.in/leonardtown/fall-festivals)
- [This Weekend (5 events)](https://allevents.in/leonardtown/this-weekend)
- [Live Music (5 events)](https://allevents.in/leonardtown/live-music)

## Seasonal & Special Events in Leonardtown

- [Labor Day Events in Leonardtown](https://allevents.in/leonardtown/labor-day)
- [Navratri Events In Leonardtown](https://allevents.in/leonardtown/navratri)
- [Best Pumpkin Patches Near Leonardtown](https://allevents.in/leonardtown/pumpkin-patch)

## Explore Leonardtown

- [Fall Festivals Events Near Leonardtown](https://allevents.in/leonardtown/fall-festivals)
- [Events & Things To Do In Leonardtown This Weekend](https://allevents.in/leonardtown/this-weekend)
- [Car Shows 2026 In United States](https://allevents.in/events/car-shows-in-usa)
- [Labor Day 2026 Events & Celebrations In The USA](https://allevents.in/events/labor-day-celebrations-in-usa)
- [Halloween 2026 Events & Celebrations In The USA](https://allevents.in/events/halloween-events-celebrations-in-usa)
- [Car Shows in Leonardtown](https://allevents.in/leonardtown/car-shows)
- [Live Music Events Near Leonardtown](https://allevents.in/leonardtown/live-music)

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