Chesapeake Bay Eating, drinking and dancing
+1 410 745 3838
This family-run restaurant has earned accolades from glossy magazines and a loyal local following. Chef Brendan Keegan uses seasonal ingredients to craft inventive fare such as vichyssoise made with house-cured salmon and hearty short-rib ravioli. Their first-come, first-served burger bar gets packed, so show up early to nab a seat.
208 Talbot Street, St Michaels, MD 21663
+1 410 745 3081
Ava’s Pizzeria & Bistro
With Angus burgers, wasabi oysters and barbecue steak salad on offer, the name seems almost misleading. Impressive reds and whites pair perfectly with Ava’s diverse menu.
409 South Talbot Street, St Michaels, MD 21663
+1 410 745 9111
Bistro St Michaels
This airy banquette-lined French eatery serves local seafood and steaks. Chef David Stein started his culinary career at foodie favourite, Inn at Perry Cabin.
403 South Talbot Street, St Michaels, MD 21663
+1 410 745 9600
Chesapeake Bay Landing
Don’t let the casual interior fool you, this local favourite takes their seafood seriously and offers the freshest catches.
23713 St Michaels Road, St Michaels 21663
+1 410 745 3737
St Michaels Crab & Steak House
Laid-back and casual as they come, this waterside local favourite serves hearty, heavy-duty surf-and-turf and is a staunch advocate of the culinary possibilities of the deep-fryer.
305 Mulberry Street, St Michaels, MD 21663
+1 410 226 5171
The Masthead on Pier Street Marina
Take in gorgeous golden sunsets on the patio as you sample steamed Chesapeake Bay blue crabs, onion paddles and zesty seafood-topped pizza.
106 West Pier Street Oxford, MD 21654-1345
+1 410 745 5577
Town Dock Restaurant
This casual harbour-side dining den serves fresh catches paired with creative sides such as roasted red pepper coulis. The nearby boats are part of the nautical charm, so grab a seat near the huge windows and plot your next cruise. Start with the blue cheese torte, made with naan bread, artichoke hearts and red onion.
125 Mulberry Street, St Michaels, MD 21663
+1 410 745 4155
Blue Crab Coffee Co
A bewildering array of flavoured coffees including Highland Grogg – infused with butter liqueur, caramel and hazelnut – are served in this historic home-turned-café.
102 Fremont Street St Michaels, MD 21663
+1 410 745 3158
Key Lime Café
Get your day started with blueberry pancakes and coffee at this local favourite or stop by for their signature Key Lime salad after a trip to the nearby Chesapeake Bay Maritime Museum.
207 North Talbot, St Michaels 21663