# Events & Things To Do In Chestertown, NY This Weekend | May 15-17, 2026| AllEvents

- **Subtitle**: Chestertown, New York is a city full of experiences, activities and events. Explore some of the best things to do in Chestertown, New York this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

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## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Chestertown

- **Event Name**: Memorial Ride and Cornhole Tournament.
  - **Description**: No pre registration required. For memorial ride be there by 10:00-10:30 am to register, leaving mansions by 11 am. For cornhole by 12:30, games starts at 1 pm. Raffles and music all day. Dinner at 5 pm.
  - **Interested Audience**:
    - Count: 41
  - **Date**: Sat May 16 2026 at 11:00 am – Sun May 17 2026 at 02:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/memorial-ride-and-cornhole-tournament/200029980512319
  - **Venue**: Green Mansions Golf Course
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9mYzkwMzhkNjZhMTYzNzA5NjVjMzBkZTY3YzhmOWQyZGM0NWI0NGVhMTJlMDM3YTdkNWI5MzVkNGRkMTA0MzkxLXJpbWctdzEyMDAtaDE2MDAtZGNhOGEyOTQtZ21pcj92PTE3NzgyNDg3MzM.avif
  - **Categories**: sports, tournaments

## 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**: 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
  - **Banner**: https://cdn-az.allevents.in/events8/banners/77c1884eff212e997bfea5e50ddf4767778a36727184a3c8081cfc4d4b36a362-rimg-w1000-h801-dcd3d8d6-gmir.jpg?v=1769346987
- **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**: Schooner SULTANA Public Sails 2026-September
  - **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
  - **Banner**: https://cdn-az.allevents.in/events7/banners/fd5d3a909b9715a55f7f8d5b42b67567f2b58298258a4fdb99c7433b5484cee0-rimg-w1000-h801-dcd3d8d6-gmir.jpg?v=1769346906
- **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
  - **Banner**: https://cdn-az.allevents.in/events8/banners/a5189d6d2cb92fdfeb6b48c36efb9a0a68abcc239ed0fd77a31ec9124b3e4aff-rimg-w1000-h801-dcd3d8d6-gmir.jpg?v=1769347133
- **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**: The Vexing Tax on Tea: A Toast to Colonial Tea Parties
  - **Description**: Timothy Tilghman will present an engaging lecture that profiles Tea Parties that percolated  across the Colonies from 1773 through 1775.About this EventUse of the library meeting space does not constitute
  - **Venue**: Kent County Public Library
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- **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 Weekend Events by Date

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

## FAQs

- **Q**: What are the top Weekend events in Chestertown?
  - **A:** Memorial Ride and Cornhole Tournament. (Sat May 16 2026 at 11:00 am at Green Mansions Golf Course).
- **Q**: What Weekend events are happening in Chestertown this weekend May 15–17, 2026?
  - **A:** Memorial Ride and Cornhole Tournament. (Sat May 16 2026 at 11:00 am at Green Mansions Golf Course).
- **Q**: What Weekend events are happening in Chestertown in May 2026?
  - **A:** Memorial Ride and Cornhole Tournament. (Sat May 16 2026 at 11:00 am at Green Mansions Golf Course).
- **Q**: How can I find Weekend events in Chestertown?
  - **A:** You can discover upcoming Weekend 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 Weekend 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**: What are the popular venues for Weekend events in Chestertown?
  - **A:** Some popular venues hosting Weekend events in Chestertown include Green Mansions Golf Course.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend 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 Weekend events in Chestertown?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Chestertown.

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