# Events & Things To Do in Leonardtown in October 2026 | AllEvents

- **Subtitle**: Find events and things to do in October 2026 in Leonardtown. Discover parties, concerts, meets, shows, sports, club, reunion, Performance happening in October 2026 in Leonardtown.
- **Category**: october
- **Display Name**: Events in October
- **Type**: time_filter

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## About

With a bunch of festivals in October 2026 in [CITY] queued up, there is a lot to catch on! From being a spectator at all the cool festivals to attending some interesting events in October in [CITY] there is all the fun awaiting you this month. Take a tour to this interesting guide or list of things to do in [CITY] in October 2026 and make the most of your holidays and weekends!

## october Events in Leonardtown

- **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: 302
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy83N2I4MWRhMDE4ZDhjOWEzOWJlMTQ1MDRkMjg4YjVkMDQxOGViYzhkMjNlNTY5MzcwYThjZjQ4OTUwMmE1Y2EyLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NjcwMTM2MA.avif
- **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:
  - **Interested Audience**:
    - Count: 14
  - **Date**: Sat Oct 24 2026 at 12:00 pm – Sat Oct 24 2026 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+Oct+24+2026+at+12%3A00+pm&bg=4
- **Event Name**: Pages in the Park
  - **Description**: Pages in the Park is a relaxed, drop-in reading gathering hosted in partnership with the Mobile Library. Families and book lovers of all ages are invited to bring their favorite book and enjoy a peaceful hour of reading together in the park. Bring a blan
  - **Interested Audience**:
    - Count: 34
  - **Date**: Sun Oct 04 2026 at 01:00 pm – Sun Oct 04 2026 at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/pages-in-the-park/200029976041223
  - **Venue**: Port of Leonardtown Park & Kayak Launch
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8wNjQxZWIwMjQ5MmY3MzI5ZWVmNzMxMjI0ZmY5NTQ5Zjg4ODM1MTAxNjYxZjMxZWM1NzUxMzE0Y2VhODViY2Y5LXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NjkwNDUyMw.avif
- **Event Name**: Storytime in the Park
  - **Description**: Storytime in the Park is a relaxed, drop-in reading gathering hosted in partnership with the Mobile Library. Families and book lovers of all ages are invited to bring their favorite book and enjoy a peaceful hour of reading together in the park. Bring a b
  - **Interested Audience**:
    - Count: 20
  - **Date**: Sat Oct 17 2026 at 09:30 am – Sat Oct 17 2026 at 11:00 am (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/storytime-in-the-park/200029807526754
  - **Venue**: Port of Leonardtown Park & Kayak Launch
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8xYTEwZGM4MGY2NDY2MDgzNmE3YzY1MTNkYzI1MmNhZTAzZDU4YjA4NWY3YTYyNmQ4MTIwMjJhZDcwNDYwYTM5LXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3Njc5MTQ4NQ.avif

## 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

## Browse october Events by Date

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

## FAQs

- **Q**: What are the top october events in Leonardtown?
  - **A:** Monster Mash Bash (Sat Oct 24 2026 at 01:00 pm at Leonardtown Wharf), Trunk or Treat & Vendor Show (Sat Oct 24 2026 at 12:00 pm at Town Market LLC), Pages in the Park (Sun Oct 04 2026 at 01:00 pm at Port of Leonardtown Park & Kayak Launch), Storytime in the Park (Sat Oct 17 2026 at 09:30 am at Port of Leonardtown Park & Kayak Launch).
- **Q**: How can I find october events in Leonardtown?
  - **A:** You can discover upcoming october 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 october 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 october events in Leonardtown?
  - **A:** Some popular venues hosting october events in Leonardtown include Leonardtown Wharf, Town Market LLC, Port of Leonardtown Park & Kayak Launch.
- **Q**: Who are the top organizers for october events in Leonardtown?
  - **A:** Popular organizers hosting october events in Leonardtown include Town of Leonardtown, Town Market LLC.
- **Q**: Are there any online october events available?
  - **A:** Yes, many october 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 october events in Leonardtown?
  - **A:** Follow the october category on AllEvents.in to get notified when new october events are listed in Leonardtown.

## Category Banner

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- **Mobile Banner**: https://cdn2.allevents.in/transup/65/38413bd9624ed1a8867bfe7b8e4862/october.webp

## Events in October from nearby cities

- [Events in October in Great Mills](https://allevents.in/great-mills/october)
- [Events in October in Coltons Point](https://allevents.in/coltons-point/october)