Private Parties Welcome !

If you are interested in having a private meeting or party, our brick room is the perfect spot...from an intimate 5 to 75+.
For more information, give us a call 410.778.6779 or .

About Us

Andy's has been serving its patrons in the Historic District of Chestertown, MarylandPortrait of Andy for over 20 years and is pleased to have become the area's benchmark for evening entertainment. Since 1987, our lounge-style ambiance has lent itself to hosting a fun, relaxed atmosphere for spirited or intimate nights of dining, drinking and music. We welcome the young and the young at heart, the local and the out-of-town guest, and representatives of all walks of life in hopes of growing our family of customers that are as diverse as the Eastern Shore area itself.



Our dining selections and beverage choices change seasonally, so there's always something interesting on our menu for every occasion. We offer local, fresh seafood and pasture-raised, hormone-free beef, while keeping plenty of options available for vegetarians and vegans to choose from. If we can buy locally, we do ! We carry national and regional microbrews in addition to our full selection of liquor and beers. When in season, our fresh-fruit Daiquiris and renowned Mojitos are always popular selections. Click here to find out more about our food and beverage selections.



On Fridays and Saturdays, be sure to relax in our lounge and experience our lineup of national, regional, and local musicians, whose styles range from traditional bluegrass to blues, from rock to old time, and from reggae to folk.  Our featured bands come from as far away as  Nashville,  Asheville,  New Orleans,  Austin, , Boston,  Los Angeles, New York , or as near as a block away. The last Wednesday of every month is Open Mic Night - time for all you living-room musicians to strut your stuff. Click here to find out more about our past and upcoming acts each month.



Don't forget our game room with darts, foosball, a trivia machine, an original Adams Family pinball machine, and the ever-popular Ginzeboule!

We also offer free Wi-Fi for those of you who wish to surf or do a little catching up with your email.