Maryland Capital Enterprises’ Women’s Business Center (MCE WBC) invites aspiring entrepreneurs and established business owners to take part in seven free online learning opportunities throughout September. The month’s lineup offers practical guidance on starting a business, government contracting, business certifications, planning and cash flow, and putting artificial intelligence to work in day-to-day operations. 

Maryland-based singer-songwriter and recent triple WAMMIE Award winner Eli Lev will bring his uplifting brand of "Indie Folk Poptimism" to The Mainstay in Rock Hall on Thursday, September 24, 2026, at 5:30 PM.

The Kent County Commissioners released the 2026 Kent County Annual Report, the first comprehensive report of its kind, showcasing responsible growth, major infrastructure investments, strong fiscal stewardship, and a continued commitment to preserving the county’s rural character and exceptional quality of life.

Welcome to the Chester River Chorale’s (CRC) 2026-2027 Kaleidoscope season! Like a kaleidoscope transforming small fragments of color and light into intricate and ever-changing patterns, we will synthesize multiple ensembles, musical styles, and thematic programs.  

“Supporting Those Who Answer the Call” will be the focus of the first-ever Eastern Shore First Responder Peer Support Symposium, a free event bringing together first responders, peer support leaders, and behavioral health professionals from across Maryland’s Eastern Shore.

August marks national Make-A-Will Month, and the YMCA of the Chesapeake is using the observance to remind Eastern Shore families that planning for the future doesn't have to be complicated or costly. Through a partnership with FreeWill, the Y is offering community members, members and non-members alike, a free, easy-to-use online tool for creating a will or trust.

Compass Hospice proudly announces the return of our signature re-sale fashion event, our Compass Fashion Show!  Join us this year on September 17th at 11 am at the beautiful Kent Island Resort as we celebrate our 30th anniversary of combining fashion and compassion. It promises to be a day filled with style, entertainment, and community impact.

Fundraising for new magnetic resonance imaging (MRI) equipment at UM Shore Medical Center at Chestertown (UM SMC) has topped $1.5 million, exceeding the goal set for the project. UM SMC at Chestertown is a University of Maryland Shore Regional Health (UM SRH) hospital; UM SRH is a member of organization of the University of Maryland Medical System.

The Kent County Board of County Commissioners is pleased to announce that  registration is now open for the Fall 2026 Cohort of the Kent County Citizen’s Academy, a free five-week  civic engagement program funded through a grant from the Maryland Two-Fifty Commission. This  initiative commemorates the 250th Anniversary of the United States of America by empowering  residents with greater knowledge of local government and fostering deeper civic participation. 

On Saturday, September 12, the Chestertown Jazz Festival will present its 30th Anniversary Jazz Festival beneath the big white tent at Wilmer Park along the Chester River. This year’s festival will be the final presentation of the beloved annual event.