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Enjoy local live music, food trucks, artisan vendors, a beer and wine garden, activities for kids, and more!

Held May through October, The Belle Aire Market is a seasonal open-air market featuring finely crafted artisan items and antiques.

Join us as we open up our all-request live music show to a monthly family friendly event. Teams of pianists take your song requests and perform with a blend of improvisational humor. This show will have everyone engaged, singing, clapping and dancing

Located on the 300 and 200 Blocks of High Street, in downtown Chestertown, Maryland 21620. Runs Year-Round, every Saturday, from 8am to Noon. The Market began in 1981 and has grown tremendously over the years.

Visitors to the seasonal exhibit get an intimate, up-close look at hundreds of brilliant live butterflies as they flutter among colorful flowers throughout Brookside Gardens’ South Conservatory.

Join us on the first Sunday of each month, 1:00 pm – 4:00 pm, April – October for free tours of the 1893 historic one room schoolhouse located within Little Bennett Regional Park.

Join world-renowned astrophysicist Dr. Neil deGrasse Tyson at The Lyric on 11/11 for an evening of cosmic perspective! With his signature blend of humor and insight, Dr. Tyson will take audiences on a journey through the wonders of the universe!

Kick your weekend into high gear! We're thrilled to announce our special Cars & Golfing event coming to X-Golf Annapolis starting April 12th. Rev up your Saturday with an impressive display of automobiles and some golf simulator time.

5X GRAMMY Award-winner Brandon Lake will perform live at CFG Bank Arena on Mar. 21, 2026 at 7:00pm.