# Live Music in Chestertown, MD | Gigs, Bands & Nights Out - **Subtitle**: Find live music in Chestertown, Maryland tonight, tomorrow and this weekend. Discover gigs, bands and open-mic nights at bars and venues near you. - **Category**: Live Music - **Type**: other ## Audience - **Followers**: 1.1M+ - **Recent Followers**: - **Avatar 1**: https://cdn-az.allevents.in/events1/banners/37479823079c9f83d2914976fdcfcf4967f2016c3711e7a943c35899be94db13-rimg-w200-h200-gmir.jpg?v=1602211399 - **Avatar 2**: https://cdn-az.allevents.in/events5/banners/cfb32890-948d-11f0-bd3d-c172f57c4c49-rimg-w200-h200-dcf5f5f5-gmir - **Avatar 3**: https://cdn-az.allevents.in/events5/banners/5a8c7ca0-a4ce-11f0-9e53-fbf656aababc-rimg-w200-h200-dc7a501f-gmir ## About For the ones whose heart beats for music, live music events are something that you will absolutely enjoy. Groove on the most upbeat songs and enjoy the best of live music in Chestertown. You will find music of all kinds and genres, discover the ones that fit your interests and enjoy the spellbinding surroundings near you. You will be in a constant dilemma what to choose and what to drop, because there is music beating all around the city. From jazz nights at the jazz clubs to soulful musical events at the best live music venues in Chestertown. Discover all the mesmerizing and all the heavy & loud music events near you. ## Live Music Events in Chestertown - **Event Name**: Bi-Monthly Bluegrass Jam - **Description**: Bring your instrument or voice and join us at the Harwood Nature Center. All abilities are welcome. If you can't play...just come listen!About this Event“Bluegrass has brought more people together and made more friends th - **Date**: Sat Oct 03 2026 (-05:00) - **Event URL**: https://allevents.in/chestertown/bi-monthly-bluegrass-jam/100001984490144443 - **Venue**: Lawrence Wetlands Preserve - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80ZTU5Y2ZiNGQ1NDJlMTc1Njg1OWJiZDBhMWQwNDRmYjlmNDAyZjAyNDQwZTE5YTE1ZjNiZGI5OThkODQyZjEzLXJpbWctdzEyMDAtaDkwMC1kY2E3YWJhNC1nbWlyLmpwZz92PTE3ODI4NjYxMDU.avif - **Price**: Free - **Categories**: fitness ## 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 - **Banner**: https://cdn-az.allevents.in/events8/banners/78d3207f3285e8184c3b9982429f68ecccb5a1039754f5e732615d345ab8ec1c-rimg-w1080-h1080-dc083898-gmir?v=1788217417 - **Event Name**: 2026 Sultana Downrigging Festival Music Village Passes - **Description**: In the past two decades, Sultana Downrigging has grown to be one of the largest Tall Ship gatherings in the country.About this EventWhat do you get when you combine the largest annual gathering of Tall Ships in North Amer - **Venue**: Chestertown Marina - **Banner**: https://cdn-az.allevents.in/events6/banners/347b718fddbfb498d4a6f01b111ab0c8127c0163c13ec159c88a1a0ebe8cfe06-rimg-w1200-h800-dcf1f3f1-gmir.jpg?v=1780357530 - **Event Name**: Grape Expectations: Brampton 1860 “Autumn in Full Swing: A Harvest Supper” - **Description**: Five harvest-inspired small-plate courses, with wine pairings, and Brampton 1860 sparkle in one unforgettable autumn supper event.About this EventWith autumn now in full swing, Brampton 1860 invites guests to settle into - **Venue**: 25227 Chestertown Rd - **Banner**: https://cdn-az.allevents.in/events2/banners/b39fe493842ef4e3e017d0a5539a46144b0f057f56c2f7184834b3d95ad0ec25-rimg-w1200-h800-dc080808-gmir.jpg?v=1787112197 - **Event Name**: 2026 Downrigging Tall Ship Sails: SUNDAY NOV 1, 1:00pm-3:30pm - **Description**: The Sultana Education Foundation’s Downrigging offers opportunities to sail the Chester River on your choice of 9 historic tall ships.About this EventAbout This EventThe Sultana E - **Venue**: Chestertown Marina - **Banner**: https://cdn-az.allevents.in/events4/banners/66cd62ba701bc4071cd68c87fcded7f6bcbb9bf33cfe8344ac73421c3354c435-rimg-w1200-h801-dc6392c2-gmir.jpg?v=1780357532 - **Event Name**: 2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (afternoon),2:30pm-5:00pm - **Description**: The Sultana Education Foundation’s Downrigging offers opportunities to sail the Chester River on your choice of 9 historic tall ships.About this EventAbout This EventThe Sultana E - **Venue**: Chestertown Marina - **Banner**: https://cdn-az.allevents.in/events9/banners/4c41740502bb61cfeb4c20f3a2ad065139017cec2a8d489e8fd7c487c0449f04-rimg-w1200-h801-dc6392c2-gmir.jpg?v=1780357520 - **Event Name**: Bat Chat & Guided Bat Walk - **Description**: Join the Town of Chestertown, Center for Environment & Society and the Maryland Department of Natural Resources for a free evening of bats!About this EventBat Chat & Guided Bat Walk - **Venue**: 300 Washington Ave - **Event Name**: Ink & Indie 2026 - Author Signing Event - **Description**: We are bringing Ink & Indie back for a third year! We cannot wait for you to join us. Confirmed Authors: Rebecca Wright Jourdana Webber Elsie bea Erin Graves Jamie Fritz Jordana Blake Megan michelle Taylor Colbert Nicole crystal Genevieve Paul C - **Venue**: The Bank - **Banner**: https://cdn-az.allevents.in/events10/banners/160e3ac4c5923c0d97a07e9a605b5b4764be513379cdc6081de9f17296921289-rimg-w500-h500-dcf8f8f8-gmir?v=1787714726 - **Event Name**: Bi-Monthly Bluegrass Jam - **Description**: Bring your instrument or voice and join us at the Harwood Nature Center. All abilities are welcome. If you can't play...just come listen!About this Event“Bluegrass has brought more people together and made more friends th - **Venue**: Lawrence Wetlands Preserve - **Banner**: https://cdn-az.allevents.in/events1/banners/4e59cfb4d542e1756859bbd0a1d044fb9f402f02440e19a15f3bdb998d842f13-rimg-w1200-h900-dca7aba4-gmir.jpg?v=1782866105 - **Event Name**: Autism Family Fun & Resource Day - **Description**: Join Kay Services Inc. for a FREE afternoon of fun, connection, and resources for children and families in the autism community! - **Venue**: Kent County Public Library - **Banner**: https://cdn-az.allevents.in/events2/banners/6f39d887b9bdba76858bc4843a62373245540fd05bb82f9afd402067de4186e4-rimg-w1024-h1536-dcf8f8f8-gmir.jpg?v=1789979474 ## Browse Live Music Events by Date - [Live Music Events Today in Chestertown](https://allevents.in/chestertown/live-music--today) - [Live Music Events This Weekend in Chestertown](https://allevents.in/chestertown/live-music--this-weekend) - [Live Music Events in September in Chestertown](https://allevents.in/chestertown/live-music--september) - [Live Music Events in October in Chestertown](https://allevents.in/chestertown/live-music--october) ## FAQs - **Q**: What are the top Live Music events in Chestertown? - **A:** Bi-Monthly Bluegrass Jam (Sat Oct 03 2026 at Lawrence Wetlands Preserve). - **Q**: What are the top free Live Music events in Chestertown? - **A:** Bi-Monthly Bluegrass Jam (Sat Oct 03 2026 at Lawrence Wetlands Preserve). - **Q**: How can I find Live Music events in Chestertown? - **A:** You can discover upcoming Live Music 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 Live Music 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 Live Music events in Chestertown? - **A:** Some popular venues hosting Live Music events in Chestertown include Lawrence Wetlands Preserve. - **Q**: Who are the top organizers for Live Music events in Chestertown? - **A:** Popular organizers hosting Live Music events in Chestertown include Sultana Community Classroom. - **Q**: What types of Live Music events can I find in Chestertown? - **A:** You can explore a variety of live music sub-genres and styles including Hip Hop Music, House Music, Classical Music, Afrobeats, Bachata and more. - **Q**: Are there any online Live Music events available? - **A:** Yes, many Live Music 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 Live Music events in Chestertown? - **A:** Follow the Live Music category on AllEvents.in to get notified when new Live Music events are listed in Chestertown. ## Live Music from nearby cities - [Live Music in Rock Hall](https://allevents.in/rock-hall/live-music) - [Live Music in Sudlersville](https://allevents.in/sudlersville/live-music) - [Live Music in Centreville](https://allevents.in/centreville-md/live-music) - [Live Music in Galena](https://allevents.in/galena-md/live-music) - [Live Music in Earleville](https://allevents.in/earleville/live-music) - [Live Music in Queenstown](https://allevents.in/queenstown-md/live-music)