Events

Ice Cream at Crazy Days in Chestertown!

Join Lockbriar & Daughter for ice cream at Crazy Days in Chestertown!

Find our ice cream cart downtown on Friday, July 27 from 3 pm to 9 pm and again on Saturday, July 28 from 10 am to 5 pm! 


Chestertown Sidewalk Sale w/ Lockbriar & Daughter Ice Cream

Friday, July 27 | 3 pm to 9 pm
Saturday, July 28 | 10 am
 to 5 pm

Join us in downtown #chestertownmd for two crazy days filled with amazing sales and great shopping deals all over town. This year we’re adding to the fun with a night out on the town. Indulge in a little you time, go shopping with your friends, make it a date, or even a special day out with the kids. Many of our independent stores carry the brands you won’t find in the big box stores. Be unique with us and explore what makes our historic and vibrant arts community a unique place to shop.


Chestertown After Dark w/ Lockbriar & Daughter Ice Cream

Friday, July 27 | 5 pm to 9 pm

A night of crazy shopping deals, Eastern Shore wine and spirits, and live music in the Chestertown Arts & Entertainment district. This is a night of amazing shopping and fabulous entertainment. Stores are opening their doors and offering deep discounts on the latest styles and trends in fashion, homeware, giftware, music, and crafts. Look for participating restaurants & stores along High St., Park Row, Cross St. and Cannon St. Guests can enjoy wines by Crow Vineyard & Winery, Broken Spoke Winery, and St. Michaels Winery as they shop. We’re also excited to host a special sprits tasting by Lyon Distilling Company. Chestertown’s own, Bad Alfreds Distilling is serving up their local spirits all night long. You’ll also find a special sampling of wines at Chestertown Natural Foods. Figg’s Ordinary, Bad Alfreds Distilling, The Kitchen and The Pub at The Imperial, and Chester River Wine & Cheese Co. along with #kentcountymd food trucks will keep you fed and happy. 

#chestertownmd #kentcountymd #shoplocal #visitmaryland