Andy's, 337 1/2 High Street, Chestertown, MD 21601 (410) 778-6779
Live music venue and laid-back bar/lounge.

Avalon Theatre, 40 East Dover Street, Easton, MD 21601 (410) 822-7299
National acts and large-scale local music.

Carpenter Street Saloon, Main Street, St. Michaels, MD (410) 745-5111
Neighborhood bar / restaurant with live music.

Characters, 200 S. Talbot Street, St. Michaels, MD (410) 745-6206
Sports bar / restaurant with a lot of live music.

The Crab Deck, Kent Island Narrows, Grasonville, MD (410) 827-6666
Waterfront summer place with live music on weekends.

The Jetty Dock Bar, 201 Wells Cove Road, Grasonville, MD 21638 - 410-827-4959
Waterfront bar with live music often.

Lisa's Small Plates & Wine Bar, 1235 Shopping Center Drive, Stevensville, MD (410)604-2550
Usually accoustic performers from Thursday-Sunday.

Luke's Grille, Thompson Creek Mall, Stevensville, MD (410) 643-9435
Live music often both accoustic and electric with no cover. Extensive menu too.

R's Americantina, 410 Thompson Creek Mall, Stevensville, MD 21666 410-643-4640
Tex-Mex themed restaurant and Margharita Bar with live music on weekends. The pub closes at midnight.

The Ram's Head Shore House, 800 Main Street, Stevensville, MD (410) 643-2466
Kent Island Microbrewery with live music most nights.

Red Eyes Dock Bar, Kent Island Narrows, Grasonville, MD
Waterfront dock bar with live music outside (weather permitting)

Stevensville Arts and Cultural Center, 117 East Main Street Stevensville, MD
The Beginning of Something Wonderful! The Stevensville Arts and Cultural Center is located in the former Historic Christ Church of Stevensville. Come check us out! Click our link for the most recent show!

Time Out Tap and Grill, 219 Marlboro Ave, Easton, MD 21601 - (410) 820-0433
Sports bar with live local music.