Chestertown Maryland Dining
Blue Heron Café
236 Cannon Street • Chestertown, MD 21620
410-778-0188
Innovative and classic American Regional cuisine is prepared at Blue Heron Café. Menu selections... more...Brooks Tavern
870 High Street • Chestertown, MD 21620
410-810-0012
Brooks Tavern is open Tuesday through Saturday for lunch and dinner. more...Fish Whistle
#98 Cannon Street • Chestertown, MD 21620
410-778-3566
Such nightly specials as burgers, New York strip, salmon filet, oysters, and prime rib are featured... more...Harbor House Restaurant, The
23145 Buck Neck Road • Chestertown, MD 21620
410-778-0669
Authentic Eastern Shore cuisine is prepared at the Harbor House Restaurant, overlooking Worton... more...New York Kosher Style Deli
323 High Street • Chestertown, MD 21620
410-810-0900
Stuffed, kosher-style deli sandwiches, soups, and salads are prepared at New York Kosher Style Deli. more...O'Connor's Pub
844 High Street • Chestertown, MD 21620
410-810-3338
Traditional Irish favorites, such award-winning local favorites as crab bisque soup, oysters and... more...Play It Again Sam
108 Cross Street • Chestertown, MD 21620
410-778-2688
Play It Again Sam serves coffee drinks, breakfast and lunch specialties, snacks and wine. more... mapPlaza Tapatia
715 Washington Avenue • Chestertown, MD 21620
410-810-1952
With nine locations on the Eastern Shore and in Delaware, Plaza Tapatia serves authentic Mexican... more...Uncle Charlie's Bistro
834-B High Street • Chestertown, MD 21620
410-778-3663
Menu selections prepared at Uncle Charlie's Bistro include sautéed mussels, clams, jumbo chicken... more...Village Bakery & Cafe
849 Washington Avenue (Route 213) • Chestertown, MD 21620
410-810-1081
Entrees, salads, homemade soups, sandwiches, gourmet coffee, smoothies, and freshly baked breads... more...
