# All Events in Chestertown

- **City**: Chestertown
- **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 Chestertown

- **Event Name**: Let Love Win RnB Festival
  - **Description**: Let Love Win RnB Festival is a unique outdoor day party experience for a mature 30+ crowd who love great music, good energy, and VIBES‼️About this Event🎶 Let Love Win RnB Festival 🎶 A Grown & Sexy Outdoor Experience L
  - **Date**: Sat, 27 Jun at 11:00 am – Sat, 27 Jun at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/middletown/let-love-win-rnb-festival/100001986277232672
  - **Venue**: Let Love Win
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYzU1OGM4OGJhZGEwODcxYzgwMWVhZGY2NGRjMzVmMTAyNGViM2NlMmZjZTVhMzlmM2IzMzFiNTc2NGUzNTQ2OC1yaW1nLXcxMDgwLWgxNjIwLWRjNDYzMTE4LWdtaXIuanBnP3Y9MTc3NTA2ODI2NA.avif
  - **Price**: min: 33.85, max: 268.61, currency: USD
  - **Categories**: Festivals, Art, Entertainment, Theatre, performances
- **Event Name**: Jim Breuer at Star Centre Maryland
  - **Description**: ✨ Discover the extraordinary at Jim Breuer at Star Centre Maryland, where magic meets reality in ways you've never imagined! 🏛️ Set in Star Centre Maryland nestled in bustling Havre De Grace, MD
  - **Date**: Mon, 11 May (-05:00)
  - **Event URL**: https://allevents.in/havre-de-grace/jim-breuer-at-star-centre-maryland/2400029254026202
  - **Venue**: Star Centre Maryland
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9jZjIxODMwMC1jZjNkLTExZjAtOWVmMS1lZGQxNGY5NTk1YjgtcmltZy13MTIwMC1oNjAwLWRjMzAwODE5LWdtaXIuanBnP3Y9MTc2NDY1MjQ4Mg.avif
- **Event Name**: Jim Breuer
  - **Description**: ✨ Discover the extraordinary at Jim Breuer, where magic meets reality in ways you've never imagined! 🏛️ Set in Star Centre nestled in bustling Havre De Grace, MD, this event promises to b
  - **Date**: Sun, 10 May at 07:00 pm (-05:00)
  - **Event URL**: https://allevents.in/havre-de-grace/jim-breuer/2300029299534148
  - **Venue**: Star Centre
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84OGNkNGIwMC0zZjEzLTExZjEtOTVjZS0xNWIxNWNlZjA2NzAtcmltZy13ODAwLWgxMDAwLWRjMDEwMTAxLWdtaXIuanBnP3Y9MTc3Njk0ODg1Ng.avif
  - **Categories**: trips-adventures
- **Event Name**: NASCAR Craftsman Truck Series
  - **Description**: ✨ Embark on an extraordinary journey at NASCAR Craftsman Truck Series, where every moment promises to be unforgettable! 🌟 Imagine of transforming Dover Motor Speedway in the heart of Dover, DE
  - **Date**: Thu, 14 May at 07:00 pm – Thu, 14 May at 09:00 pm (-05:00)
  - **Event URL**: https://allevents.in/dover/nascar-craftsman-truck-series/2300028768567021
  - **Venue**: Dover Motor Speedway
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9jMWM1NDAxMC04NjBhLTExZjAtYWYyZi1kMTgwZDExYTc1MjEtcmltZy13MTIwMC1oNjc1LWRjMmQyZDJkLWdtaXIuanBnP3Y9MTc1NjYwNDEyMQ.avif
  - **Categories**: contests, trips-adventures
- **Event Name**: Almost Queen
  - **Description**: They don’t just pay tribute to the legendary band, Almost Queen transports you back in time to experience the magic and essence of QueenAbout this EventBar Service inside concert venue begins at 7:00 PMConcert Doors
  - **Date**: Sat, 20 Jun at 08:00 pm – Sat, 20 Jun at 10:00 pm (-04:00)
  - **Event URL**: https://allevents.in/havre-de-grace/almost-queen/100001963581636533
  - **Venue**: The STAR Centre
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy84OTJkODZiZWM5M2ExYzRhODkxYTdiYzlkNjdiODNiZWY3M2JhZDcwNjBmNjMwMTllMjg5ZDdmN2Q2Yjk1OGNmLXJpbWctdzgwNC1oNDg2LWRjMTEwODE0LWdtaXIuanBnP3Y9MTc2MjQ1NDE3Nw.avif
  - **Price**: min: 43.9, max: 81.75, currency: USD
  - **Categories**: Entertainment, Music, Concerts, Workshops

## Chestertown's Most-Loved

### Events Categories

- [Music (24 events)](https://allevents.in/chestertown/music)
- [Business (10 events)](https://allevents.in/chestertown/business)
- [Concert (5 events)](https://allevents.in/chestertown/concerts)
- [Parties (41 events)](https://allevents.in/chestertown/parties)
- [Food & Drinks (7 events)](https://allevents.in/chestertown/food-drinks)
- [Crafts (7 events)](https://allevents.in/chestertown/crafts)
- [Festivals (15 events)](https://allevents.in/chestertown/festivals)
- [Fine Arts (6 events)](https://allevents.in/chestertown/fine-arts)
- [Health & Wellness (14 events)](https://allevents.in/chestertown/health-wellness)
- [Kids (9 events)](https://allevents.in/chestertown/kids)
- [Performances (9 events)](https://allevents.in/chestertown/performances)
- [Sports (7 events)](https://allevents.in/chestertown/sports)
- [Trips & Adventure (10 events)](https://allevents.in/chestertown/trips-adventures)
- [Photography (3 events)](https://allevents.in/chestertown/photography)
- [Gaming (1 events)](https://allevents.in/chestertown/gaming)
- [Theatre (1 events)](https://allevents.in/chestertown/theatre)

## Popular Events in Chestertown

- **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
  - **Interested Audience**:
    - Count: 87
  - **Date**: Sat, 23 May at 08:00 am – Sat, 23 May at 11:00 am (-04:00)
  - **Event URL**: https://allevents.in/chestertown/the-30th-annual-chestertown-tea-party-distance-classic-race-and-run-for-radcliffe-5k-and-10-mile-run/200029688645039
  - **Venue**: Wilmer Park
  - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=The+30th+Annual+Chestertown+Tea+Party+Distance+Classic+Race+and+Run+for+Radcliffe+%285K+%26+10-Mile+Run%29&date=Sat%2C+23+May+at+08%3A00+am&bg=5
  - **Categories**: sports, parties, entertainment, festivals, trips-adventures, trekking
- **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
  - **Date**: Fri, 26 Jun at 05:00 pm – Fri, 26 Jun at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/schooner-sultana-public-sails-2026-june/100001981439589150
  - **Venue**: Chestertown Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy83N2MxODg0ZWZmMjEyZTk5N2JmZWE1ZTUwZGRmNDc2Nzc3OGEzNjcyNzE4NGEzYzgwODFjZmM0ZDRiMzZhMzYyLXJpbWctdzEwMDAtaDgwMS1kY2QzZDhkNi1nbWlyLmpwZz92PTE3NjkzNDY5ODc.avif
  - **Price**: USD 23 to 44
  - **Categories**: festivals, parties, entertainment
- **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
  - **Date**: Sat, 23 May at 12:30 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/the-united-states-navy-band-country-current-at-chestertown-tea-party-festival/200030016189657
  - **Venue**: High Street Chestertown, Md. 21620
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83NmJmMTE2M2MyNjJkZTVmMTBhMWNkNzI0MTdlZTUzNDI4ODdhZWRhZGEwNTU4Nzg5ZDVmMGY1MDQ0NzhmYWY3LXJpbWctdzEyMDAtaDgwMS1kY2YzZjRmNi1nbWlyP3Y9MTc3Nzc5MzA5Nw.avif
  - **Categories**: Entertainment, Music, performances, Concerts, Festivals
- **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
  - **Date**: Fri, 04 Sep at 05:00 pm – Sat, 19 Sep at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/schooner-sultana-public-sails-2026-september/100001981440775699
  - **Venue**: Chestertown Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mZDVkM2E5MDliOTcxNWE1NWY3ZjhkNWI0MmI2NzU2N2YyYjU4Mjk4MjU4YTRmZGI5OWM3NDMzYjU0ODRjZWUwLXJpbWctdzEwMDAtaDgwMS1kY2QzZDhkNi1nbWlyLmpwZz92PTE3NjkzNDY5MDY.avif
  - **Price**: USD 23 to 44
  - **Categories**: festivals, parties, entertainment
- **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
  - **Interested Audience**:
    - Count: 8
  - **Date**: Sat, 30 May at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/lhm-debuts-the-shanty-beach-bar-at-tolchester-marina-chestertown-md/200029979762349
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy84YjhlYjRkZjgwM2Q5YzBlM2UwZWU3ZjUwNzJkMzU1N2MwODllZWNkMjk4Nzg5NjJhOThkOWY1M2M4MWE5NDMxLXJpbWctdzEyMDAtaDYzNC1kY2VlZGRiZi1nbWlyP3Y9MTc3NzY3ODcwMg.avif
  - **Categories**: entertainment, music, art, pop, parties
- **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
  - **Date**: Fri, 24 Jul at 05:00 pm – Fri, 24 Jul at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/schooner-sultana-public-sails-2026-july/100001981440120740
  - **Venue**: Chestertown Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9hNTE4OWQ2ZDJjYjkyZmRmZWI2YjQ4YzM2ZWZiOWEwYTY4YWJjYzIzOWVkMGZkNzdhMzFlYzkxMjRiM2U0YWZmLXJpbWctdzEwMDAtaDgwMS1kY2QzZDhkNi1nbWlyLmpwZz92PTE3NjkzNDcxMzM.avif
  - **Price**: USD 23 to 44
  - **Categories**: festivals, parties, entertainment
- **Event Name**: Saturday in the Park!
  - **Description**: FREE COMMUNITY EVENT
LIVE MUSIC 🎶, FOOD, GAMES, and MORE!!! Activities for kids & adults!!
  - **Interested Audience**:
    - Count: 170
  - **Date**: Sat, 30 May at 12:00 pm – Sat, 30 May at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/saturday-in-the-park/200029809702031
  - **Venue**: Wilmer Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy84MjRkZjFiODM2NGVmYjNiMzZlODRhMWJkMTFkZWI5MDEyMGJmYmY1NDI5NGM0YWRkYTBjNTdmMWI2YTcxY2IwLXJpbWctdzEyMDAtaDEyMDAtZGNmZmZmZmYtZ21pcj92PTE3Nzc3OTMwODk.avif
  - **Categories**: kids, music, live-music, entertainment
- **Event Name**: KCMS Title I Presents!! Community FAMILY FUN Night Out! 2026
  - **Description**: Join us for a fun-filled night with games, food, and family vibes at KCMS F.E.C. Community FAMILY FUN Night Out!About this EventKCMS Title I Presents!!Community FAMILY FUN Night Out!Join us for a
  - **Date**: Fri, 05 Jun at 05:00 pm – Fri, 05 Jun at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/kcms-title-i-presents-community-family-fun-night-out-2026/100001988715905809
  - **Venue**: Kent County Middle School, East Campus Avenue, Chestertown, MD, USA
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mMTcxOTI0YzNjN2UxMDU1NmUxMzBjNTYwYjUxMjNlOTRhZDc5MWFkMmQ5YjIyZTIzZTdiZDZhYThiOTljMjQ3LXJpbWctdzEyMDAtaDcxNS1kY2ZmZmZmZi1nbWlyLmpwZz92PTE3NzgzNTkxMDg.avif
  - **Price**: Free
- **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!!
  - **Interested Audience**:
    - Count: 21
  - **Date**: Sat, 18 Jul at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/social-drinking-at-the-shanty-beach-bar-at-tolchester-marina/200030008480102
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9hOTkxOGY5YTdkMWI1MmY5ODM1MzgxNmYzMzkzMzExNzZiOTVmYTIxODgyZjZkMTQyYTlkZDZiMjNmZDY0OTAxLXJpbWctdzEyMDAtaDY3NS1kY2E4YTM5NS1nbWlyP3Y9MTc3ODI1NTIwNw.avif
- **Event Name**: Rt 50 live at Rolph’s Wharf Sandbar!
  - **Description**: We are very excited to be back at Rolph’s Wharf!  Such a great spot!  Come by car, come by boat, come by seaplane!    Bring your friends, bring your family, bring your dog!  The next day is a holiday (Memorial day) so there’s no excuse not to come!
  - **Interested Audience**:
    - Count: 498
  - **Date**: Sun, 24 May at 02:00 pm – Sun, 24 May at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/rt-50-live-at-rolph’s-wharf-sandbar/200029804787403
  - **Venue**: Rolph's Wharf Sandbar
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80YzAwMTQ1YzE4MGM1ZDIyMjNmNDQ0NmMxMTBlYzQ3ZmQyZWQxNmZjYTdlMmJiOWY2YjcwYjg2YjNjYjUyODI0LXJpbWctdzExNzAtaDY1MC1kY2FiYWJhNy1nbWlyP3Y9MTc3NzQ1MjYyMg.avif
  - **Categories**: dog, memorial-day, holiday
- **Event Name**: 31 Nights: A Self-Portrait Series Experience (3 sessions)
  - **Description**: The time is now. A 31-night self-portrait challenge into “the self”—through prompts, story, and process. What you discover is the real work.About this Event31 Nights: The Self — A Visual Journaling Experie
  - **Date**: Sat, 09 May at 10:00 am – Sat, 06 Jun at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/31-nights-a-self-portrait-series-experience-3-sessions/100001987754596507
  - **Venue**: Artist Michael Bell Studio & Workshops
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9kYjM5NTZhYTc5MzY5OWJmODdjNjhjMzllNmFhYjFmNDc0M2ZiODhmYTAxNDA5NGFhZGE2MTZlMWM5OWIwYjc3LXJpbWctdzk2MC1oNTQwLWRjMDQwMjAyLWdtaXIuanBnP3Y9MTc3Nzc5OTEzMA.avif
  - **Price**: USD 425
  - **Categories**: Art, Workshops, Sports, fine-arts, Contests
- **Event Name**: Saints, Sinners & Surface — A 5-Hour Abstract Collaboration Art Experience
  - **Description**: A 5-hour immersive art experience exploring control, chaos, and collaboration through guided mixed-media processes. No experience needed.About this EventSaints, Sinners & Surface
  - **Date**: Sat, 16 May at 12:00 pm – Sat, 16 May at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/saints-sinners-and-surface-—-a-5-hour-abstract-collaboration-art-experience/100001987102441895
  - **Venue**: Artist Michael Bell Studio & Workshops
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8wODAzZGJkZmQ4Zjc1OTA1ZDhkYTllYmM5YWYyNjVmN2IyNDhkOTdiMjEzZWU1ZDRjYWI5MzZmYTNkNGY3MzMxLXJpbWctdzEyMDAtaDgwMC1kYzFhMTkxNC1nbWlyLmpwZz92PTE3NzYxODQyODY.avif
  - **Price**: USD 395
  - **Categories**: art, workshops, fine-arts
- **Event Name**: Loveboat Yacht Rock at the Shanty Bar at Tolchester Marina
  - **Description**: Loveboat is a Baltimore/Washington area based band of talented and tenured musicians with a common set of goals: to entertain music lovers with some of the greatest songs ever written back in the late 70's and early 80's, and to have as much fun as possib
  - **Interested Audience**:
    - Count: 17
  - **Date**: Fri, 04 Sep at 01:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/loveboat-yacht-rock-at-the-shanty-bar-at-tolchester-marina/200029868967358
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy80ZGUyNGMyZWZiMTY4ZjMxMDkxOTJhYWI2Y2Q2OWU2NzBmMGE1NzdkNTgxMTBhZDZkYTRjMWUwMjFjZGJlZWU2LXJpbWctdzEyMDAtaDU2Ny1kYzAxMDFiYS1nbWlyP3Y9MTc3Nzc3Mzg4Mw.avif
  - **Categories**: entertainment, music, performances, workshops, boat-parties, parties
- **Event Name**: 2026 NCC Over the Top Bimmers by the Beach
  - **Description**: 2026 NCC Over the Top Bimmers by the Beach

Saturday, June 13th, 2026
REGISTRATION ENDS June 9th 2026

Summer is here and what better way to kick off the summer than with your favorite car by the water!? Join the NCC tours program as we celebrate the summ
  - **Date**: Sat, 13 Jun at 08:00 am (-04:00)
  - **Event URL**: https://allevents.in/chestertown/2026-ncc-over-the-top-bimmers-by-the-beach/200030017194705
  - **Venue**: Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9lNWY3Y2E0MmU2NDYzNjcxMWM2NjgyMjFmNTkyODdjMGYwNGZhZmRiNDEzMjY4NWQwMDBlNDgwNWVlZjVkYmM1LXJpbWctdzEwMjQtaDU3Ni1kY2JhYmRiZS1nbWlyP3Y9MTc3Nzc5NjM0NA.avif
  - **Categories**: Music, Entertainment
- **Event Name**: Run for the Aces Poker Run 2026
  - **Description**: 2026 Run for the Aces Poker Run 
July 9–12, 2026 | the 3 Day event of the Summer! ♠️♥️♣️♦️

Join us for a high-energy weekend packed with boats, bands, cold drinks, and cards on the water🔥 Whether you’re running for the win or just in it for the vibes, th
  - **Interested Audience**:
    - Count: 417
  - **Date**: Thu, 09 Jul at 04:00 pm – Sun, 12 Jul at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/run-for-the-aces-poker-run-2026/200029210624424
  - **Venue**: Jel-leefish Joel's
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8wM2NiN2Q0NTRhMTQ1MDJmYmQ3ZTJlNTU2MjFlNmM0OWY2ZGRiYWU2ODUxYTc0NWJhZjUxMjZhODQzY2Y0OWIxLXJpbWctdzEyMDAtaDE1MDAtZGM0NDRiNGItZ21pcj92PTE3NzgxNjYzODE.avif
  - **Categories**: music, entertainment
- **Event Name**: Danny Paisley and the Southern Grass
  - **Description**: Get ready for a night of smooth bluegrass vibes with Danny Paisley and the Southern Grass live!About this EventDanny Paisley and the Southern GrassGet ready for an awesome night with Danny
  - **Date**: Sat, 27 Jun at 07:00 pm – Sat, 27 Jun at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/danny-paisley-and-the-southern-grass/100001989124389595
  - **Venue**: Chestertown Volunteer Fire Co
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83NDRkZWY4NjUxM2Y4YzY0NzJjZmFhMzBjNjU4Njg1YjEyNDk1OWU4NThhNjY5MGUzNjgxMTBkMDM4MTE3MDU2LXJpbWctdzEyMDAtaDkxNy1kYzYxNjE1ZS1nbWlyLmpwZz92PTE3NzgyOTM2MzI.avif
  - **Price**: USD 29
  - **Categories**: music, entertainment
- **Event Name**: Kent County Pedals & Picnic
  - **Description**: The perfect one-day cycling adventure is closer than you think! Make the short drive to Maryland’s Eastern Shore and take in the beauty of quiet farmland, scenic waterfronts, and low traffic roads. Guided or solo routes of 19 to 100 miles, plus a catered
  - **Interested Audience**:
    - Count: 17
  - **Date**: Sun, 24 May at 11:00 am (-04:00)
  - **Event URL**: https://allevents.in/chestertown/kent-county-pedals-and-picnic/200029955051416
  - **Venue**: Chestertown, Maryland
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83NTk2NTVmMTdmNTVmMzk5NjljMDQxNjNmZjZjNGQwNzk2MmEyZmE0ODAzZjc4YmNmMjU2NTQ5ZTRjNWI3YzllLXJpbWctdzEwMjQtaDE1MzYtZGM2NzcyMzktZ21pcj92PTE3NzY3MzA5MjE.avif
  - **Categories**: trips-adventures, sports, cycling
- **Event Name**: Schooner SULTANA Public Sails 2026-August
  - **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
  - **Date**: Fri, 14 Aug at 05:00 pm – Fri, 14 Aug at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/schooner-sultana-public-sails-2026-august/100001981440658348
  - **Venue**: Chestertown Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy85NzUxOGQ0MGVkNmZhZTI3OGIxZmJjOGNhZTMzYzY0ZDg5MmJiMzliOGFmOWY3MTQwNTMyYjFjZDZlM2ZjNDJiLXJpbWctdzEwMDAtaDgwMS1kY2QzZDhkNi1nbWlyLmpwZz92PTE3NjkzNDY3MzQ.avif
  - **Price**: USD 23 to 44
  - **Categories**: festivals, parties, entertainment

## Parties in Chestertown

- **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
  - **Interested Audience**:
    - Count: 8
  - **Date**: Sat, 30 May at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/lhm-debuts-the-shanty-beach-bar-at-tolchester-marina-chestertown-md/200029979762349
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy84YjhlYjRkZjgwM2Q5YzBlM2UwZWU3ZjUwNzJkMzU1N2MwODllZWNkMjk4Nzg5NjJhOThkOWY1M2M4MWE5NDMxLXJpbWctdzEyMDAtaDYzNC1kY2VlZGRiZi1nbWlyP3Y9MTc3NzY3ODcwMg.avif
  - **Categories**: entertainment, music, art, pop, parties
- **Event Name**: Saturday in the Park!
  - **Description**: FREE COMMUNITY EVENT
LIVE MUSIC 🎶, FOOD, GAMES, and MORE!!! Activities for kids & adults!!
  - **Interested Audience**:
    - Count: 170
  - **Date**: Sat, 30 May at 12:00 pm – Sat, 30 May at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/saturday-in-the-park/200029809702031
  - **Venue**: Wilmer Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy84MjRkZjFiODM2NGVmYjNiMzZlODRhMWJkMTFkZWI5MDEyMGJmYmY1NDI5NGM0YWRkYTBjNTdmMWI2YTcxY2IwLXJpbWctdzEyMDAtaDEyMDAtZGNmZmZmZmYtZ21pcj92PTE3Nzc3OTMwODk.avif
  - **Categories**: kids, music, live-music, entertainment
- **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!!
  - **Interested Audience**:
    - Count: 21
  - **Date**: Sat, 18 Jul at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/social-drinking-at-the-shanty-beach-bar-at-tolchester-marina/200030008480102
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9hOTkxOGY5YTdkMWI1MmY5ODM1MzgxNmYzMzkzMzExNzZiOTVmYTIxODgyZjZkMTQyYTlkZDZiMjNmZDY0OTAxLXJpbWctdzEyMDAtaDY3NS1kY2E4YTM5NS1nbWlyP3Y9MTc3ODI1NTIwNw.avif
- **Event Name**: Rt 50 live at Rolph’s Wharf Sandbar!
  - **Description**: We are very excited to be back at Rolph’s Wharf!  Such a great spot!  Come by car, come by boat, come by seaplane!    Bring your friends, bring your family, bring your dog!  The next day is a holiday (Memorial day) so there’s no excuse not to come!
  - **Interested Audience**:
    - Count: 498
  - **Date**: Sun, 24 May at 02:00 pm – Sun, 24 May at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/rt-50-live-at-rolph’s-wharf-sandbar/200029804787403
  - **Venue**: Rolph's Wharf Sandbar
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80YzAwMTQ1YzE4MGM1ZDIyMjNmNDQ0NmMxMTBlYzQ3ZmQyZWQxNmZjYTdlMmJiOWY2YjcwYjg2YjNjYjUyODI0LXJpbWctdzExNzAtaDY1MC1kY2FiYWJhNy1nbWlyP3Y9MTc3NzQ1MjYyMg.avif
  - **Categories**: dog, memorial-day, holiday
- **Event Name**: 2026 NCC Over the Top Bimmers by the Beach
  - **Description**: 2026 NCC Over the Top Bimmers by the Beach

Saturday, June 13th, 2026
REGISTRATION ENDS June 9th 2026

Summer is here and what better way to kick off the summer than with your favorite car by the water!? Join the NCC tours program as we celebrate the summ
  - **Date**: Sat, 13 Jun at 08:00 am (-04:00)
  - **Event URL**: https://allevents.in/chestertown/2026-ncc-over-the-top-bimmers-by-the-beach/200030017194705
  - **Venue**: Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9lNWY3Y2E0MmU2NDYzNjcxMWM2NjgyMjFmNTkyODdjMGYwNGZhZmRiNDEzMjY4NWQwMDBlNDgwNWVlZjVkYmM1LXJpbWctdzEwMjQtaDU3Ni1kY2JhYmRiZS1nbWlyP3Y9MTc3Nzc5NjM0NA.avif
  - **Categories**: Music, Entertainment
- **Event Name**: JJBB at the Shanty Beach Bar at Tolchester Marina
  - **Description**: We can’t wait to return to the majestic Shanty Beach Bar at Tolchester Marina and deliver our best party rock from the 90’s and 2000’s!
  - **Interested Audience**:
    - Count: 10
  - **Date**: Fri, 15 May at 07:00 pm – Fri, 15 May at 11:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/jjbb-at-the-shanty-beach-bar-at-tolchester-marina/200029872198319
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9kYTRiNWRjYjJlMDQyNDgxNDY1MjczNDJkYzc5NmMxMWZmNzlmOTk3ZWYwYjRkZWMyOGVmNWU5NTdiYzUwYTc1LXJpbWctdzEyMDAtaDEyMDAtZGMzMjQ3NWMtZ21pcj92PTE3Nzc2ODU2MTQ.avif
  - **Categories**: parties, entertainment
- **Event Name**: Grand Re-Opening & New Location Open House
  - **Description**: We’re opening the doors to our new downtown home and you’re invited to celebrate with us! Join Slack Tide Yoga for a community Open House on Friday, June 5 from 5:00–7:00pm at our new location: 400 S. Cross Street, Suite 4, Chestertown.

Come tour the new
  - **Interested Audience**:
    - Count: 46
  - **Date**: Fri, 05 Jun at 05:00 pm – Fri, 05 Jun at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/grand-re-opening-and-new-location-open-house/200030014903042
  - **Venue**: 400 S Cross St, Chestertown, MD 21620-4705, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8wZWQ0Yzg0MDhkMDI0YzBjYjIwOTdhNjZhNzkzMzVjMTRhZThkYTcyYjcxZDUwYTkyMWY2YTMxN2JlNTY3ZmM1LXJpbWctdzEyMDAtaDYyOC1kYzM4YjZmZi1nbWlyP3Y9MTc3Nzc3Mzc2Mg.avif
  - **Categories**: health-wellness, music, live-music, entertainment, it, yoga
- **Event Name**: Whisky Train at JelLEEfish Joel's
  - **Description**: 𝐒𝐔𝐍𝐃𝐀𝐘, 𝐌𝐀𝐘 𝟑𝟏 | 𝟏:𝟎𝟎
Oh boy!  We can't wait to have our first show ever at JelLEEfish Joel's in Chestertown.  𝐁𝐲 𝐛𝐨𝐚𝐭 𝐨𝐫 𝐛𝐲 𝐥𝐚𝐧𝐝, 𝐨𝐮𝐫 𝐝𝐞𝐛𝐮𝐭 𝐬𝐡𝐚𝐥𝐥 𝐛𝐞 𝐆𝐑𝐀𝐍𝐃. 

Located on Fairlee Creek, this beach bar offers beautiful views, awesome food, and all the cold
  - **Date**: Sun, 31 May at 01:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/whisky-train-at-jelleefish-joels/200029707615145
  - **Venue**: Jel-leefish Joel's
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy85ZDkwYzBjYjhjNDYwZWY1ZGI5NzlkMWIxNjlmZTAxNGRkN2EyMjk3ZGU3YzkxYjU5YWVhMTNmM2Y1ZjRlZDAwLXJpbWctdzEyMDAtaDYyOC1kY2YwNzcxNi1nbWlyP3Y9MTc3ODMwMDQxMg.avif
- **Event Name**: Tolchester Shanty Beach Bar
  - **Description**: bayside fun
  - **Interested Audience**:
    - Count: 5
  - **Date**: Fri, 14 Aug at 06:00 pm – Fri, 14 Aug at 10:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/tolchester-shanty-beach-bar/200029979902059
  - **Venue**: The Shanty Beach Bar at Tolchester Marina
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9hNTEwY2Q5NWQ3NjY2YjY3ODgxZjE5YWM3NWFhOWQ3ZDliYTc4YWYwOTJkZTFkNGRiZmFhZDI4MjBiMWJmNzViLXJpbWctdzQ1MC1oMjY4LWRjZmVmZWZlLWdtaXI_dj0xNzc3NzMzNjQ0.avif
- **Event Name**: Summer Launch Party
  - **Description**: Join MDWA for our Summer Launch Party as we celebrate our newly refreshed space in Chestertown! ☀️

Enjoy light bites, refreshing sips, exciting giveaways, music & permanent jewelry while you explore our new and improved space.

All clients, friends,
  - **Interested Audience**:
    - Count: 22
  - **Date**: Sat, 30 May at 12:00 pm – Sat, 30 May at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/chestertown/summer-launch-party/200029928017738
  - **Venue**: 302 Park Row, Chestertown, MD 21620-1544, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kMWJiOTA5YTkzZTcyOWQyZDYyNmY2YWI3YTY2ZDI0MTgxZmM5NDgzZjlmNDZkOTY5MGJkZGZjNzM2ZTM4NGFmLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmRmNS1nbWlyP3Y9MTc3NzEzMTEzMw.avif
  - **Categories**: parties, entertainment

- [View all Parties in Chestertown](https://allevents.in/chestertown/parties)

## Browse Events in Chestertown by Date

- [Events Today in Chestertown](https://allevents.in/chestertown/today)
- [Events This Weekend in Chestertown](https://allevents.in/chestertown/this-weekend)
- [Events in May 2026 in Chestertown](https://allevents.in/chestertown/may)
- [Events in June 2026 in Chestertown](https://allevents.in/chestertown/june)

## Moments from Events in Chestertown

- **Review**: "nice moment to do at the park"
  - **Rating**: 4/5
  - **By**: David Pham
  - **Event**: 27th Annual Festival in the Park at Johnny Henderson Family Park
  - **Date**: 2026-05-08 23:18:18
  - **Photo**: https://cdn2.allevents.in/transup/08/3003140f234b4f9e3d66199791de47/images/image_picker_93EAD9D5-D6E8-4E44-93B9-EA61B13A58F9-56311-000006ED8BCD5F2F.webp
  - **User Avatar**: https://cdn-az.allevents.in/events8/banners/8be71500-f928-11ef-bbfa-73efdb681849-rimg-w200-h200-dc77a5d8-gmir
- **Review**: "low key but fun event"
  - **Rating**: 4/5
  - **By**: Lisa Hamilton
  - **Event**: Rocklin Heritage Street Faire at Rocklin CA
  - **Date**: 2026-05-08 15:23:46
  - **Photo**: https://cdn2.allevents.in/transup/49/dbd18ac027459788f2d2c6e69026ff/images/image_picker_554B47CF-F1CD-466E-8C74-60D786C74303-25362-0000023C6B2DB3B7.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocIgyTwb8g1RsYviLw5AAC49PulzgJ84bJUehXDZ7a1heYHLC3B5=s96-c?sz=200
- **Review**: "Was very uplifting and music was unbelievable SUPER!!!💗💗💗"
  - **Rating**: 5/5
  - **By**: judy chapman
  - **Event**: Route 66 Centennial Kickoff Celebration Concert at 685 S John Q Hammons Parkway, Springfield, MO, United States, Missouri 65807
  - **Date**: 2026-05-08 21:56:11
  - **User Avatar**: https://www.gravatar.com/avatar/beba449b4ac8c6c512c203ae41f4ab87?s=800&d=identicon&r=g?sz=200
- **Review**: "The vibe was great for pairing of Jazz music, German food (Wurst Wagon) & German bier (Bierkeller)!"
  - **Rating**: 5/5
  - **By**: Steve King
  - **Event**: Ratskeller Pop-Up #2 at 1231 Shop Road, Columbia, SC 29201
  - **Date**: 2026-05-07 16:26:49
  - **Photo**: https://cdn2.allevents.in/transup/a8/732961dd6b4f98b9f6c9203a560cb0/images/image_picker_500F4E69-4D20-486D-BA0D-7A9123CA8697-42451-0000043E8AD6423B.webp
  - **User Avatar**: https://cdn2.allevents.in/thumbs/attendeethumb6851599500979.png
- **Review**: "GOD'S IRRESISTIBLE LOVE ❤️ 
HOTTEST HUMAN BEINGS 🔥 
paperchasersinfo.blogspot.com"
  - **Rating**: 5/5
  - **By**: GODZILLA INVESTMENTS Blufacepro.blogspot.com
  - **Event**: AOCS Annual Meeting & Expo at Hyatt Regency New Orleans
  - **Date**: 2026-05-06 23:53:42
  - **Photo**: https://cdn2.allevents.in/transup/8b/4a7d2f21a640efae6d84f7a4051cfd/images/20260420_154742.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocKzXkRdZEETfxRsETu5_X0CXWshh1bTH9xA_BBEWjrJN18sQg7Z=s96-c?sz=200
- **Review**: "nice rides. classic cars."
  - **Rating**: 4/5
  - **By**: Rob Begaye4210
  - **Event**: ? LAKE POWELL CRUISERS – 2026 CRUISIN’ PAGE ARIZONA ? at Page, Arizona Usa
  - **Date**: 2026-05-06 20:34:18
  - **Photo**: https://cdn2.allevents.in/transup/e4/ca238f32da4bb0b8a1a51287e8b425/images/20260502_161211.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocIICvZ7YMSxJNOxsTqMx98a3RJF_AJp6g1cTmRn84m18I_CYojf=s96-c?sz=200
- **Review**: "Lots of fun people dancing and singing along and great food too!"
  - **Rating**: 5/5
  - **By**: Stephen McGovern
  - **Event**: Crooner Night at 564 N Citrus Avenue, Crystal River, FL, United States, Florida
  - **Date**: 2026-05-06 00:31:46
  - **Photo**: https://cdn2.allevents.in/transup/44/91fb9735c44ff99beaecba48623c76/images/IMG_9053.webp
  - **User Avatar**: https://cdn-az.allevents.in/events7/banners/f7acbd1a9d2d9b12ee724d69a3f8ee45e664d8c7e2b0aba30476e766069bc16f-rimg-w300-h300-dc7ba1de-gmir?v=1778028004
- **Review**: "Grandson is technology savvy (at least for a 7yo.  This event opened a lot of new area's of interest"
  - **Rating**: 5/5
  - **By**: Alan Broadwater
  - **Event**: UNCW STEM Expo at 970 Reynolds Dr, Wilmington, NC 28403, United States
  - **Date**: 2026-05-08 16:25:45
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocLQibiFD7BiZcc_i718YEoN8PcAOZtjsz5JBwDFKk9at8ve4Fp6=s96-c?sz=200
- **Review**: "The festival was amazing!! I loved all the vendors and the entertainment."
  - **Rating**: 5/5
  - **By**: Shenequa Smalls
  - **Event**: 57th Annual Towsontown Spring Festival at Towson Historic Courthouse
  - **Date**: 2026-05-05 15:43:14
  - **Photo**: https://cdn2.allevents.in/transup/d4/c5becbcdae436a968628d24d8699be/images/IMG_20260502_140221945_HDR.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocIMpuioR4iLNd87-e708HV_8moqGbh7DoUlwkUXKjl50V3bIYm3EA=s96-c?sz=200
- **Review**: "Great concert"
  - **Rating**: 5/5
  - **By**: Arie Barnes
  - **Event**: MaFest at Liberty Theatre & Cultural Arts Center
  - **Date**: 2026-05-05 15:28:43
  - **Photo**: https://cdn2.allevents.in/transup/76/321cb5d3564ef0b3a7d6855933de70/images/20260503_195201.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocK9B4EawAHiy45N370pa5t-iUj10ilzK9cwsPS9qsEp6YH6adn0=s96-c?sz=200
- **Review**: "we had the best time at the festival !! 
We were over the moon to find these bird houses."
  - **Rating**: 5/5
  - **By**: Tina Mcle
  - **Event**: Pine Hill Festival at Blaylock Park
  - **Date**: 2026-05-05 14:14:32
  - **Photo**: https://cdn2.allevents.in/transup/88/04afd561154d559fe2cc5d16231c87/images/image_picker_5E3CC3E4-FB88-443A-A7AC-3FF82943F82A-15044-00002987165ED864.webp
  - **User Avatar**: https://cdn2.allevents.in/thumbs/attendeethumb69f9fbab1f67a.jpg
- **Review**: "our first parade"
  - **Rating**: 4/5
  - **By**: Michael Gordon
  - **Event**: Celebrate America on Route 66 Parade at St. Louis Street (Glenstone Ave. west to Campbell Ave.) Springfield, Missouri
  - **Date**: 2026-05-05 05:55:22
  - **Photo**: https://cdn2.allevents.in/transup/9b/71166a1bb34f1abc3aff44dace02e9/images/20260501_175224.webp
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocIfxI_zcqGkiIjAEXHLxKmpXGvh_XURZ98g9xrcAeYTjM1aRDs4rQ=s96-c?sz=200
- **Review**: "great crowd..great prizes....pretty pricey if participating in all games and raffle baskets"
  - **Rating**: 4/5
  - **By**: Lillian Dreyer
  - **Event**: Designer Bag Bingo - Benton Varsity Cheerleaders Annual Bingo at Benton Area School District
  - **Date**: 2026-05-08 00:59:02
  - **User Avatar**: https://lh3.googleusercontent.com/a/ACg8ocJyxDLGAVoYh4Y9n2Lm0XyaqVEzpfwwgJOJ0xGkm98d2bVG4A=s96-c?sz=200
- **Review**: "A fabulous time with like minded people.  A beautiful way to celebrate the Sabbat!"
  - **Rating**: 5/5
  - **By**: Karin Purcell
  - **Event**: Beltane Ritual & Celebration at Lower Perkiomen Valley Park
  - **Date**: 2026-05-04 20:00:18
  - **Photo**: https://cdn2.allevents.in/transup/7e/f4b05405d34000802fba9e951411bf/images/20260503_151048.webp
  - **User Avatar**: https://cdn-az.allevents.in/events9/banners/441c3680373cdc78542b33eb45cebe548bca323e8d7af176f2542c445d0695bc-rimg-w300-h300-dc30322d-gmir?v=1777828204
- **Review**: "i found several unique mothers day gift at Sparkle & Soul Creations.glad  i went"
  - **Rating**: 5/5
  - **By**: S G.P
  - **Event**: Frederick Mother’s Day Craft & Vendor Market at Francis Scott Key Mall
  - **Date**: 2026-05-04 18:49:21
  - **Photo**: https://cdn2.allevents.in/transup/52/f5565c53244ff6864db71c7d62f96a/images/20260504_144415.webp
  - **User Avatar**: https://cdn-az.allevents.in/events1/banners/f7c8e830-40c5-11f1-9d46-d353ff0ce136-rimg-w200-h200-dcdcdedd-gmir
- (more moments omitted)

## Frequently Asked Questions

- **Q**: What are the top events happening in Chestertown?
  - **A:** Here are the top events in Chestertown: The 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run) (Sat, 23 May at 08:00 am, at Wilmer Park, Chestertown), Schooner SULTANA Public Sails 2026-June (Fri, 26 Jun at 05:00 pm, at Chestertown Marina), The United States Navy Band Country Current at Chestertown Tea Party Festival (Sat, 23 May at 12:30 pm, at High Street Chestertown, Md. 21620), Schooner SULTANA Public Sails 2026-September (Fri, 04 Sep at 05:00 pm, at Chestertown Marina), LHM debuts @ The Shanty Beach Bar at Tolchester Marina! (Chestertown, MD) (Sat, 30 May at 07:00 pm, at The Shanty Beach Bar at Tolchester Marina, Chestertown).
- **Q**: Which kind of events are trending in Chestertown?
  - **A:** The top trending event categories in Chestertown include Memorial Day, Festivals, Live Music.
- **Q**: How can I find events happening in Chestertown?
  - **A:** You can discover upcoming events in Chestertown 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 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 event venues in Chestertown?
  - **A:** Some popular venues hosting events in Chestertown include Wilmer Park, Chestertown Marina, High Street Chestertown, Md. 21620, The Shanty Beach Bar at Tolchester Marina, Kent County Middle School, East Campus Avenue, Chestertown, MD, USA.
- **Q**: How can I get notified about new events in Chestertown?
  - **A:** Follow Chestertown on AllEvents.in to receive notifications when new events are listed in your city.

## Chestertown at a Glance

- **Total Upcoming Events**: 57
- **Featured Events**: 6
- **Followers**: 396
- **Trending Now**: This Weekend: 5, Live Music: 5

## Trending Categories in Chestertown

- [Festivals (9 events)](https://allevents.in/chestertown/festivals)
- [This Weekend (5 events)](https://allevents.in/chestertown/this-weekend)
- [Live Music (5 events)](https://allevents.in/chestertown/live-music)
- [Memorial Day (3 events)](https://allevents.in/chestertown/memorial-day)
- [Mothers Day (2 events)](https://allevents.in/chestertown/mothers-day)

## Seasonal & Special Events in Chestertown

- [Mother's Day Events in Chestertown](https://allevents.in/chestertown/mothers-day)

## Explore Chestertown

- [Car Shows 2026 In United States](https://allevents.in/events/car-shows-in-usa)
- [Events & Things To Do In Chestertown This Weekend](https://allevents.in/chestertown/this-weekend)
- [Memorial Day Events in Chestertown](https://allevents.in/chestertown/memorial-day)
- [Chestertown Festival Guide 2026](https://allevents.in/chestertown/festivals)
- [Live Music Events Near Chestertown](https://allevents.in/chestertown/live-music)

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