Wades Point Inn on the Bay offers a stunning St. Michaels bed and breakfast on the Eastern Shore of Chesapeake Bay, Maryland where charm and tranquility await, and delicious buffet breakfast starts your day in the Bayroom or on one of the many porches. Wades Point Inn on the Bay is your perfect and elegant wedding venue and the whole inn with 26 sleeping rooms must be availed, they are also available for meetings and conferences and with the gorgeous views, sunsets and quiet setting, inspirational ideas will flow. Accommodations are found in 4 distinctly different buildings include comfortable, air conditioned rooms with WIFI, private baths and more, and a stay in a historic location with waterfront lodgings awaits.READ MORE

The Oaks Waterfront Inn and Events in St. Michaels, Maryland offers you a fabulous stay in spacious guest rooms in a perfect location on a cove off Chesapeake Bay. The sublime event facilities here are perfect for romantic wedding receptions, productive conferences and meetings in an exclusive retreat that still has a feeling of home. The Oaks Waterfront Inn and Events offers a relaxing gracious country inn close to all recreation activities, attractions, shopping, golf and more, and some guestrooms have panoramic waterviews, most have jacuzzi and fireplaces and there is a separate guest cottage in the water. Start your day with a gourmet country breakfast, and take it from there, The Oaks Waterfront Inn and Events awaits you.READ MORE

Paddle Peak Tours in St. Michaels, Maryland offer kayak tours and instruction and will take you on an amazing kayaking experience on freshwater streams, tidal rivers and through salt marshes of the Chesapeake. Enjoy easy paddles, kayak rentals and basic instruction and come view the amazing bird life and other forest dwelling animals and more along the streams and tidal rivers, it's a wonderful journey. Paddle Peak Tours also offer corporate team building kayaking games and sessions including kayak hockey, formation paddling, and relay races. Instruction is available for inexperienced as well as advanced kayakers.READ MORE

St. Michaels Museum at St. Mary's Square in St. Michaels, Maryland promotes the unique history of the town and surrounds through preservation and education. This heritage museum offers dynamic programs and activities, fascinating exhibits and historic artifacts as well as a vivid interpretation of St. Michaels culture and history. There is a museum store at St. Michaels Museum, so buy a souvenir, book or merchandise and historic, guided walking tours are available to give visitors a glimpse into the life of St. Michaels 200 years ago, come experience it.READ MORE

Bay Cottage in St. Michaels, Maryland is a stunning waterfront vacation rental that offers you the best of bayside living and the charm of Chesapeake Bay. Enjoy high quality furnishings, fine linens, towels and toiletries and premier historic bed and breakfast facilities, plus privacy, and you get to enjoy your own waterfront bay country vacation. Bay Cottage blends, comfort, tradition, elegance and charm with individually styled guest bedrooms, air con, queen sized beds, water and garden views and is simply a wonderful place to stay in this historic town.READ MORE

The Cherry Street Inn St. Michaels, Maryland welcome you to a stay in beautifully appointed guest suites with antique furnishings and modern comforts, in a delightful 1800's Victorian home. A refrigerator with complimentary beverages and snacks awaits, as does relaxing on the front verandas, or the secluded garden, and there's a front parlor with small reading library, music and a cozy fire, tranquility and peace beckons. The Cherry Street Inn also has an antique shop and the two glorious suites offer lavish linens, private baths a sitting area and more, come enjoy.READ MORE

Point Breeze Bed and Breakfast in St. Michaels, Maryland provides the perfect waterfront setting in a gracious family home set on the harbor side with spectacular views. Here traditional Southern hospitality awaits and charming first floor bedrooms afford privacy, comfort, elegance and charm. After a delicious breakfast, go sea kayaking or cycling with complimentary bicycles and kayaks available. Point Breeze Bed and Breakfast also has a dock perfect for fishing and crabbing or simply relaxing and enjoying a glass of wine, watching the boats coming and going. Guests are welcome to enjoy relaxing in the Great Room, reading or playing the piano, or out on the lawns reading, the choice is all yours.READ MORE

The Key Lime Cafe in St. Michaels, Maryland is a cottage style restaurant that offers a main dining room with booths and combined tables, and the Burgee bar room is cozy and perfect for private parties and functions. The Key Lime Cafe offers breakfast, lunch and Sunday fare with great breakfast and lunch items, bloody mary's beer, ale and wine. The Key Lime Cafe also offers excellent catering services for parties of any size, and can do anything from specialty meals for two, to private boating parties or a wedding reception, and events can be tailored to suit your tastes.READ MORE

Visit The H.M. Krentz in St. Michaels for Sailing adventures, business meetings, boat trips, sailing chartersREAD MORE

The Crab Claw Restaurant in St. Michaels, Maryland is an excellent seafood restaurant specialising in Maryland Blue crabs served all ways. Come enjoy a delightful menu of the freshest seafood, the best crab cakes anywhere, and spectacular harbour views while dining. The Crab Claw Restaurant offers dining indoors in the air conditioned dining room with breathtaking views, or out on the deck where you can see the fresh catch of the day arrive. The Crab Claw Restaurant also serves Delmarva fried chicken and beef entrees, with cold beers, beverages and cocktails available. They are also the perfect venue for your wedding celebration and can accommodate 110 guests for a sit down meal or traditional crab feast with full bar. READ MORE