Mark your calendars for Celebrate Trails Day 2024 on April 27, 2024! Hosted annually on the fourth Saturday of April, this spring celebration envisioned by the Rails to Trails Conservancy (RTC) invites everyone to embrace America’s remarkable trails and trail systems. Come celebrate and explore Chestertown's Gilchrest Rail Trail on Saturday, April 27th at 11am. […]
Reserve Your Seat at the Table for Dining Under the Stars Dinner Series at Brampton Inn! Guest Chef Kurt Peter from Chesapeake Chef Service will craft an indulgent multi-course feast that spotlights the “cream” of the Chesapeake’s crop, including farmers, ranchers, artisanal producers, micro-brewers, distillers and winemakers. Born and raised on the Eastern Shore, Chef […]
The Brampton Gourmet Club is one HOT ticket! Starring Easton-based Guest Chef Jordan Lloyd, from Hambleton House, with historic Brampton Inn, in Chestertown, Maryland, providing a visually spectacular backdrop - prepare to embark on a cinematic and gastronomic journey like never before! Here’s where Lloyd, an award-winning chef and TV personality takes cinephiles, foodies and […]
Get ready! Save the date! MAY MART IS COMING Friday, May 3rd, 2024 starting at 9:00 until 1:00 in Memorial Park. So much to see and buy!! Lots of Plants, All Things Garden, Baked Goods and more! Proceeds benefit the Chestertown Garden Club.
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
Wednesday, April 17, Betterton Fire Hall | 5:30–7pm hosted by your Sassafras Riverkeeper Thursday, April 25, The Packing House | 5:30–7pm hosted by your Choptank Riverkeeper Monday, April 29, Cult Classic Brewing | 5:30–7pm hosted by your Miles-Wye Riverkeeper Wednesday, May 8, Garfield Center for the Arts | 5:30–7pm hosted by your Chester Riverkeeper
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
The Chestertown Tea Party festival is a time honored tradition for visitors and residents alike. This weekend long festival has entertainment for all ages. Kick off the Tea Party weekend with the Friday Night Block Party, hosted by Main Street Chestertown. The Block party includes music, food trucks and vendors, beverages, and fun for all […]
