🎨✨ Paint the Town: Art Show & Sale ✨🎨 Get ready to celebrate creativity at Paint the Town, our exciting art show and sale featuring local artists! Discover vibrant paintings, unique prints, and one-of-a-kind works — all available to take home and support local talent. Whether you’re an art collector, a casual admirer, or looking […]
Looking to strengthen your resume and stand out in today’s job market? Join us for our upcoming workshop, Resume Basics: What You Need to Know, on Thursday, April 30th at 5:30 PM. This session will cover the fundamentals of building a clear, focused resume that can successfully navigate applicant tracking systems and AI screening tools, […]
Gardeners, get ready for the annual May Mart garden sale in downtown Memorial Park Plaza. Hosted by the Chestertown Garden Club, this popular spring event features a wide array of noninvasive perennials and shrubs, as well as natives, annuals, houseplants, herbs and vegetables, all priced to sell quickly. The event will be held rain or […]
Opening Reception: Eastern Shore Alternative View Exhibition Be among the first to experience a bold new perspective at the opening reception of the Eastern Shore Alternative View Exhibition, hosted by Chestertown RiverArts. Join us on May 1st from 5–7 PM for an evening of creativity, conversation, and community. Meet the artists, explore thought-provoking and unconventional […]
Get ready for the biggest health event on the Eastern Shore—WellFest at Wilmer! Formerly known as the Health Expo and hosted by HomePorts, this year’s festival is set for May 16, 2026, 10am-2pm at Wilmer Park in Chestertown —and you won’t want to miss it! What makes WellFest at Wilmer special? This year’s expanded event […]