What are the top concert venues in Chestertown, MD?

Chestertown, MD is home to iconic venues, including stadiums, amphitheaters, arenas, and intimate stages. Browse upcoming concerts and events at the following venues: shanty bar, Mainstay, Signals Restaurant and Deck Bar, Club Ryd, McFaul's Oyster and Reel.

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Concerts in Chestertown, MD > Popular

Popular Concerts & Shows in Chestertown, MD

Know what you like? Discover upcoming popular concerts and shows in Chestertown, MD. From legendary popular artists to emerging local talent, explore artists in your preferred genre, and check out their upcoming concerts near you. Stay updated on the latest Chestertown live music events and browse additional concert dates by genre, artist, and more.

Concerts in Chestertown, MD

Popular events

Explore the most popular concerts in Chestertown, MD. Browse upcoming shows at your local venue.

Zach Bryan

Sep 18, 2026

Club 66 hosts an evening with Crack The Sky

Feb 28, 2026

Spring '26 CLASSICS & HYMNS Tour

Apr 23, 2026

Jeff Allen - "My First 'Final' Farewell Tour"

The Ukulele Orchestra Of Great Britain

Live & Laughing Tour!

Feb 15, 2026

Harford Community College

Mar 21, 2026

Secret Society

Feb 13, 2026

A Candlelit Evening of Broadway w/ Chris Pinnella

Feb 14, 2026

The Whisnants

Mar 15, 2026

Nelly's Echo at Jimmy's Famous Seafood

Feb 28, 2026

EagleMania at Star Centre at Havre Grace

Feb 27, 2026

THE ANNAPOLIS OPRY w The Black Eyed Suzies

Apr 12, 2026

The Kramers

Oct 16, 2026

Julianne Jam with Jimmy Charles at Red Eye Dock Bar

May 07, 2026

St. Paddy's Weekend at The Jetty

Mar 14, 2026

Josh and Kristi Grider

Feb 28, 2026

The Dirty Grass Players

Apr 03, 2026

Emmorton Baptist Church

Oct 07, 2026

Girl Named Tom: Dust to Dust Tour

May 01, 2026

The Reagan Years at Twains Tavern Pasadena MD

Mar 20, 2026

Rob Benton

Jul 10, 2026

Frank Vignola and Vinny Raniolo at The Mainstay

May 09, 2026

Chestertown concert tickets selling fast

Don't miss out on your chance to see your favorite artist. Get concert tickets while you can.

Spring '26 CLASSICS & HYMNS Tour

Frank Vignola and Vinny Raniolo at The Mainstay

May 09, 2026

Eli Lev at The Mainstay

Sep 24, 2026

Byrd is the Word - Charlie Byrd Trio Tribute

Apr 25, 2026

THE ANCIENT MARINERS - IRON MAIDEN TRIBUTE

Mar 13, 2026

Club 66 hosts an evening with Crack The Sky

Feb 28, 2026

Julianne Jam with Jimmy Charles at Red Eye Dock Bar

St. Paddy's Weekend at The Jetty

Mar 14, 2026

The Jetty Dock Bar

Apr 04, 2026

Josh and Kristi Grider

Feb 28, 2026

Goldpine

Apr 11, 2026

Baltimore Blues Society Event

Mar 22, 2026

The Dirty Grass Players

Apr 03, 2026

Will KImbrough coming to Cult Classic Brewing

Mar 06, 2026

Wordsmith

Feb 27, 2026

Top trending artists

Stay ahead of the curve with the most popular artists of the moment.

Rob Benton

Deanna Bogart musician

Most popular artists

Discover our curated list of today’s most popular artists loved by fans worldwide.

Here's to the Night

Doc Marten and The Flannels DMATF

Josh Grider

Goldpine

Brandon Santini

The Dirty Grass Players

Artists on tour

Find artists currently on tour. Explore upcoming concert dates, reviews, photos, and more.

Rob Benton

Deanna Bogart musician

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Frequently Asked Questions About Chestertown, MD

Which artists are currently touring this city?

You'll find a variety of artists with Chestertown, MD tour dates. Follow your favorite artists or explore new ones; a few notable performers touring nearby include Rob Benton, Deanna Bogart musician, and Frank Vignola.