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Country concerts and shows in Chester, MD

Know what you like? Discover upcoming country concerts and shows in Chester, 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 Chester, MD live music events and browse additional concert dates by genre, artist, and more.

Upcoming country concerts in Chester, MD

Reverend Horton Heat
Rams Head On Stage
Apr 08, 2026
22
Kiefer Sutherland - Love Will Bring You Home Tour 2026
Kiefer Sutherland - Love Will Bring You Home Tour 2026
Rams Head On Stage
Jun 16, 2026
21
William Beckmann
The Ebenezer Theater
Mar 27, 2026
20
Cracker at Rams Head Annapolis
Cracker at Rams Head Annapolis
Rams Head On Stage
Jun 14, 2026
13
Lissie
Rams Head On Stage
May 15, 2026
12
Eilen Jewell
Avalon Theatre
Apr 04, 2026
11
Southern Culture on the Skids
Rams Head On Stage
Sep 26, 2026
9
Rams Head On Stage
Rams Head On Stage
Rams Head On Stage
Apr 29, 2026
9
Lissie w/ Hannah Connolly
Lissie w/ Hannah Connolly
Rams Head On Stage
May 15, 2026
8
The Dirty Grass Players
Cult Classic Brewing
Apr 03, 2026
7
The Amish Outlaws
The Jetty
Jun 20, 2026
7
Pam Tillis
Rams Head On Stage
Aug 16, 2026
7
Pinata Protest
Rams Head Tavern
Apr 08, 2026
7
THE ANNAPOLIS OPRY w The Black Eyed Suzies
THE ANNAPOLIS OPRY w The Black Eyed Suzies
St Margarets Episcopal Church
Apr 12, 2026
5
Dave Alvin & Jimmie Dale Gilmore - Almost Acoustic Duo @ Rams Head On Stage
Dave Alvin & Jimmie Dale Gilmore - Almost Acoustic Duo @ Rams Head On Stage
Rams Head On Stage
Apr 26, 2026
4
Dave Alvin & Jimmie Dale Gilmore - Almost Acoustic Duo @ Rams Head On Stage
Dave Alvin & Jimmie Dale Gilmore - Almost Acoustic Duo @ Rams Head On Stage
Rams Head On Stage
Apr 26, 2026
4
The Local Honeys
Rams Head On Stage
Apr 07, 2026
4
Bill Kirchen
Rams Head On Stage
May 17, 2026
4
Richie Furay
Rams Head On Stage
May 18, 2026
4
MIGGS | Red Eye's Dock Bar
MIGGS | Red Eye's Dock Bar
Red Eye's Dock Bar
May 29, 2026
3
Annapolis Baygrass Festival 2026
Annapolis Baygrass Festival 2026
Sandy Point State Park
Sep 19, 2026
3
Annapolis Baygrass Music Festival
Annapolis Baygrass Music Festival
Annapolis Baygrass Music Festival
Sep 20, 2026
2
Michael Cleveland with Bela Fleck and My Bluegrass Heart
Michael Cleveland with Bela Fleck and My Bluegrass Heart
Annapolis Baygrass Music Festival
Sep 20, 2026
2
Cole Chaney
Rams Head On Stage
Apr 07, 2026
2
The Massacoustics
Rams Head On Stage
Jun 18, 2026
2
Rob Benton
The Rumor Reel
May 23, 2026
2
Julianne Jam with Jimmy Charles at Red Eye Dock Bar
Julianne Jam with Jimmy Charles at Red Eye Dock Bar
Red Eye's Dock Bar
May 07, 2026
1
Shake The Room Live!
Shake The Room Live!
The Jetty
Apr 10, 2026
1
Annapolis Baygrass Festival 2026
Annapolis Baygrass Festival 2026
Sandy Point State Park
Sep 19, 2026
1
Annapolis Baygrass Festival 2026
Annapolis Baygrass Festival 2026
Sandy Point State Park
Sep 19, 2026
1

More Country concerts near Chester, MD

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Frequently asked questions about Chester, MD

Which artists are currently touring this city?

You'll find a variety of artists with Chester, MD tour dates. Follow your favorite artists or explore new ones; a few notable performers touring nearby include Goldpine, The Dirty Grass Players, and Bryan Scar.

How many upcoming concerts are there happening in Chester, MD?

Currently, 49 upcoming events are scheduled in Chester, MD Browse tour dates and buy concert tickets to a show near you with Hypebot.