# Holiday Events & Parties Near Chestertown, MD 2026 | AllEvents

- **Subtitle**: Explore best of Holiday 2026 Events & Parties near Chestertown, Maryland , Discover best of Holiday events, markets & Bazaars near Chestertown, Maryland. Find information & tickets of upcoming Holiday events happening in Chestertown, Maryland.
- **Category**: Holiday
- **Display Name**: Holiday events
- **Type**: other

## Audience

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## About

Discover the best Holiday events in [CITY]! From festive Christmas markets to New Year's Eve fireworks displays & Holiday Bazaar, we have something for everyone. Explore the [CITY]'s winter attractions and make lasting memories with friends and family. With so much to do in [CITY], you'll never have a dull moment this holiday season.

## Trending Events in Chestertown

- **Event Name**: Boyle Sports World Grand Prix Darts
  - **Description**: The BoyleSports World Grand Prix Darts returns in 2026, bringing world-class darts back to the Mattioli Arena, Leicester.

One of the most unique and intense tournaments on the darts calendar, the World Grand Prix features the famous double-start format a
  - **Venue**: 12 Memory Lane, Leicester
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- **Event Name**: The 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run)
  - **Description**: Radcliffe Creek School is excited to host the 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe.

As is tradition, the run will help kick off Chestertown's Annual Tea Party Festival on Saturday, May 23, 2026! Hundreds of runner
  - **Venue**: Wilmer Park
- **Event Name**: Sultana's Annual Gala, May 9, 2026
  - **Description**: It's Sultana's 28th party with a cause!...Join us on May 9, 2026,  for Sultana Education Foundation's Annual Gala.About this EventIt's time to celebrate again!...Join us on May 9, 2026, for Sultana Education Foundation's
  - **Venue**: Clovelly Farm
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- **Event Name**: Schooner SULTANA Public Sails 2026-June
  - **Description**: Departing and returning from SULTANA’s  port of historic Chestertown, SULTANA’s two-hour public sails are a great way to sail the ChesterAbout this EventDeparting and returning from SULTANA’s home port of historic Chester
  - **Venue**: Chestertown Marina
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- **Event Name**: The United States Navy Band Country Current at Chestertown Tea Party Festival
  - **Description**: Concert is free and open to the public. Tickets are not required.

The United States Navy Band Country Current is the Navy's premier country-bluegrass ensemble. The group is nationally renowned for its versatility and "eye-popping" musicianship, performin
  - **Venue**: High Street Chestertown, Md. 21620
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- **Event Name**: LHM debuts @ The Shanty Beach Bar at Tolchester Marina! (Chestertown, MD)
  - **Description**: Band at 7pm
www.lhmband.com
https://tolchestermarina.com/t-entertainment-schedule.aspx

The Love Hate Mixtape Band offers the ultimate "Live Mixtape" experience. Covering anthems from the 90's Grunge and Alternative Rock Era, to Pop-Punk bangers, radio ro
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
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- **Event Name**: Schooner SULTANA Public Sails 2026-July
  - **Description**: Departing and returning from SULTANA’s  port of historic Chestertown, SULTANA’s two-hour public sails are a great way to sail the ChesterAbout this EventDeparting and returning from SULTANA’s home port of historic Chester
  - **Venue**: Chestertown Marina
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- **Event Name**: Saturday in the Park!
  - **Description**: FREE COMMUNITY EVENT
LIVE MUSIC 🎶, FOOD, GAMES, and MORE!!! Activities for kids & adults!!
  - **Venue**: Wilmer Park
  - **Banner**: https://cdn-az.allevents.in/events8/banners/824df1b8364efb3b36e84a1bd11deb90120bfbf54294c4adda0c57f1b6a71cb0-rimg-w1200-h1200-dcffffff-gmir?v=1777793089
- **Event Name**: Social Drinking at The Shanty Beach Bar at Tolchester Marina!
  - **Description**: Party on the water! Social Drinking heads back over the bay to The Shanty Beach Bar for a killer night of music and fun. THE best sunset you'll ever see and GET THE MUDSLIDE!!
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
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## Browse Holiday Events by Date

- [Holiday Events Today in Chestertown](https://allevents.in/chestertown/holiday--today)
- [Holiday Events This Weekend in Chestertown](https://allevents.in/chestertown/holiday--this-weekend)
- [Holiday Events in May in Chestertown](https://allevents.in/chestertown/holiday--may)
- [Holiday Events in June in Chestertown](https://allevents.in/chestertown/holiday--june)

## FAQs

- **Q**: How can I find Holiday events in Chestertown?
  - **A:** You can discover upcoming Holiday events in Chestertown on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Holiday events in Chestertown?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: Are there any online Holiday events available?
  - **A:** Yes, many Holiday 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 Holiday events in Chestertown?
  - **A:** Follow the Holiday category on AllEvents.in to get notified when new Holiday events are listed in Chestertown.

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