# Trunk or Treat Events in Leonardtown 2026 | Halloween Family Fun

- **Subtitle**: Find the best Trunk or Treat events in Leonardtown during Halloween 2026. Explore family-friendly celebrations, decorated vehicles, costume contests, candy giveaways, community events, and safe trick-or-treat experiences for kids.
- **Category**: Trunk Or Treat
- **Display Name**: Trunk or Treat events
- **Type**: other

## Audience

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## About

Celebrate Halloween [YEAR] with the best Trunk or Treat events in Leonardtown. Discover family-friendly Halloween celebrations featuring decorated cars, candy giveaways, costume contests, games, community gatherings, and safe trick-or-treat experiences for children. Whether you're planning a fun family outing or looking for Halloween events near you, explore the top Trunk or Treat events happening across Leonardtown.

## Trunk Or Treat Events 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: 88
  - **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
  - **Categories**: trunk-or-treat, halloween, trick-or-treat
- **Event Name**: Cars & Coffee Car Show - Trunk or Treat
  - **Description**: Come out and see some amazing cars.  Enjoy the day out with some friends.

Please direct message us to become a vendor and spaces are 10x10

Sippin Dirty Refreshments
Birds Nest Boutique
  - **Interested Audience**:
    - Count: 21
  - **Date**: Sat Oct 24 2026 at 12:00 pm – Sat Oct 24 2026 at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/leonardtown/cars-and-coffee-car-show-trunk-or-treat/200030504211108
  - **Venue**: 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD
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  - **Categories**: trunk-or-treat, car-shows, halloween, trick-or-treat

## Trending Events in Leonardtown

- **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!
  - **Venue**: St Marys County Fair
  - **Banner**: https://cdn-az.allevents.in/events3/banners/47f43fa6e50b6d91d19da175fb419b7f31d664017217c10ff3cdc368a41b6942-rimg-w1200-h675-dc58a8e8-gmir?v=1787719369
- **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/events2/banners/8855e8aea69ca35882bed536e7272a6cd3b71f701c9b5e2966c36ea85e48fce5-rimg-w1200-h628-dcf8f8f8-gmir?v=1787746344
- **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
  - **Venue**: 22695 Washington St, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-az.allevents.in/events7/banners/ea184d169e12ccb840141d5a56423fe5adf7b4714accb6c6f8d3ee4a11e52484-rimg-w1200-h500-dc080808-gmir?v=1787110447
- **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
  - **Venue**: 22695 Washington St, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-az.allevents.in/events7/banners/c663a093134c4a93a18aaa6161f822af19d68908de4b0fdbd10f44931d09b816-rimg-w1200-h500-dc080808-gmir?v=1787325198
- **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-dcf8f8f8-gmir?v=1787462192
- **Event Name**: TRX Pilates Strength & Stretch
  - **Description**: TRX Pilates with Strength, Core. Balance. Breath. Burn.

This class takes the foundational principles of Pilates — core engagement, breath, focus, and balance — and pairs them with the dynamic challenge of TRX suspension training. Every move is designed t
  - **Venue**: 41566 Medleys Neck Road, Leonardtown, MD, United States, Maryland 20650
  - **Banner**: https://cdn-az.allevents.in/events5/banners/209045e8972d893810bbdb7fc9d317ee075556e639220f4166599e512676355c-rimg-w1200-h1200-dc780808-gmir?v=1790050052
- **Event Name**: U.S. Oyster Festival
  - **Description**: The iconic U.S. Oyster Festival returns to St. Mary’s County Fairgrounds on October 17 - 18, 2026, bringing together oyster lovers, top shuckers, and seafood enthusiasts from across the region. Tickets are on sale now at usoysterfestival.org.

This year,
  - **Venue**: St. Mary's County Fairgrounds
  - **Banner**: https://cdn-az.allevents.in/events10/banners/723dbd5791fb624d1b6b815983165661c313c5cf2444ae9efc6215cf5bebd968-rimg-w1200-h628-dc085878-gmir?v=1790055054
- **Event Name**: Kelly McGinn Clinic 27 September
  - **Description**: FEI rider and trainer Kelly McGinn is back! Please reach out to reserve your ride time as they fill up fast! You can also email me at beginagainfarm21@gmail.com to reserve your ride time.
  - **Venue**: 41345 Camp Maria Rd, Leonardtown, MD 20650-4220, United States, Leonardtown, MD
  - **Banner**: https://cdn-az.allevents.in/events2/banners/65e29174d4d94bdc9531218399ce31a1a331ac61b53178144686e47b33b84f71-rimg-w859-h496-dc686868-gmir?v=1790050051
- **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
  - **Venue**: 25470 Point Lookout Rd Leonardtown md 20650
  - **Banner**: https://cdn-az.allevents.in/events8/banners/04748a17302c33164b6a3aa025ef437b1c039b11b1f1fa457ae2b7483b6b71e7-rimg-w1024-h1536-dc080808-gmir?v=1788387650

## Browse Trunk Or Treat Events by Date

- [Trunk Or Treat Events Today in Leonardtown](https://allevents.in/leonardtown/trunk-or-treat--today)
- [Trunk Or Treat Events This Weekend in Leonardtown](https://allevents.in/leonardtown/trunk-or-treat--this-weekend)
- [Trunk Or Treat Events in September in Leonardtown](https://allevents.in/leonardtown/trunk-or-treat--september)
- [Trunk Or Treat Events in October in Leonardtown](https://allevents.in/leonardtown/trunk-or-treat--october)

## FAQs

- **Q**: What are the top Trunk Or Treat events in Leonardtown?
  - **A:** Trunk or Treat & Vendor Show (Sat Oct 24 2026 at 12:00 pm at Town Market LLC), Cars & Coffee Car Show - Trunk or Treat (Sat Oct 24 2026 at 12:00 pm at 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD).
- **Q**: How can I find Trunk Or Treat events in Leonardtown?
  - **A:** You can discover upcoming Trunk Or Treat 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 Trunk Or Treat 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 Trunk Or Treat events in Leonardtown?
  - **A:** Some popular venues hosting Trunk Or Treat events in Leonardtown include Town Market LLC, 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD.
- **Q**: Who are the top organizers for Trunk Or Treat events in Leonardtown?
  - **A:** Popular organizers hosting Trunk Or Treat events in Leonardtown include Town Market LLC.
- **Q**: Are there any online Trunk Or Treat events available?
  - **A:** Yes, many Trunk Or Treat 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 Trunk Or Treat events in Leonardtown?
  - **A:** Follow the Trunk Or Treat category on AllEvents.in to get notified when new Trunk Or Treat events are listed in Leonardtown.

## Category Banner

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## Trunk or Treat events from nearby cities

- [Trunk or Treat events in Great Mills](https://allevents.in/great-mills/trunk-or-treat)
- [Trunk or Treat events in Lexington Park](https://allevents.in/lexington-park/trunk-or-treat)