Things to do
Welcome to St. Michael’s! From waterfront dining to wandering historic streets, this town is perfect for a laid-back weekend. Check out our recommendations for where to dine and what to explore while you’re here.
Dine
Plates at 208 - Cozy, family-owned Mediterranean option with specialties, plus vegan fare.
Limoncello - Handmade pastas, rich sauces, and a great wine list. Ideal for a relaxed dinner.
Ruse - Upscale eatery featuring refined seafood dishes, oysters, cocktails and wine. Located in Wildset Hotel.
Ava’s Pizzeria & Wine Bar - Wood-fired pizzas, great salads, and a relaxed vibe. Cozy up by one of their outdoor firepits!
Stars Restaurant at The Inn at Perry - Elegant waterfront dining with menus that highlight local oysters and autumn ingredients.
The Galley - A favorite for breakfast!
Corah’s Corner - Relaxed seafood restaurant with patio seating, plus live music and cocktails.
Justine’s Ice Cream Parlor - Charming local ice cream shop with homemade flavors and nostalgic vibes.
Blue Heron Coffee - Perfect morning stop for lattes and pastries.
Explore
Local Markets & Festivals - Pumpkins, cider, baked goods, and local produce often pop up at weekend markets.
Blue Crabs - October is still peak season for Maryland Blue Crabs—take advantage at the seafood restaurants in St. Michaels.
Oyster Tastings - October is also the beginning of prime season for oysters—many restaurants offer special tastings.
Patriot Cruises - A scenic narrated cruise with gorgeous shoreline views.
Shopping on Talbot Street - Boutiques, home décor, gifts, and coastal shops to wander through.
Spa at Perry Cabin - Massages, facials, and a serene setting—great for downtime before the festivities.