Hambleton Inn Bed and Breakfast in St. Michaels, Maryland on the Chesapeake Bay is ideally located on the harbor and offers a relaxing and charming stay close to fine restaurants, antique shops, boutiques and more. Enjoy individually decorated rooms, with private baths, king or queen sized beds, air conditioning cable TV and spectacular water views. Hambleton Inn Bed and Breakfast is the perfect retreat for weddings, corporate events, intimate gatherings, family celebrations and more, and offers seven guest rooms including a 2 bedroom suites, two function rooms, gourmet breakfasts, WIFI a dynamic location and so much more, it's all here.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 Old Brick Inn St. Michaels, Maryland offers a wonderful stay in 20 unique rooms in 3 distinct and historic buildings all characterized by a different theme, and rooms come with free WIFI, fireplaces, flat screen TV's and some even have jacuzzi tubs. A full gourmet breakfast awaits, and the inn often has food and wine tasting and on-site artist demonstrations for your enjoyment, as well as the opportunity to sip a lovely wine from their cellar at the poolside patio. This is the perfect corporate retreat with concierge service, who can also organise massage sessions in- room or off site. Check out the private events page, and art exhibits at The Old Brick Inn and come enjoy a wonderful stay, that will be long remembered, and you'll be back.READ MORE

The Snuggery Bed and Breakfast in St. Michaels, Maryland is the town's oldest residence, fully modernised but with wonderful American primitive antique furnishings that are showcased. The Snuggery Bed and Breakfast rooms feature unique upscale decor, WIFI, air conditioning and even a refrigerator filled with complimentary beverages. After an excellent rest enjoy a gourmet breakfast in the morning served in the dining room, from the freshest local ingredients around, it's always an event. After a great day out exploring, return to Snuggery Bed and Breakfast and relax on the front porch, it's a perfect stay that awaits here.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

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

The Eastern Shore Brewing Company brews all their beers at the brewery on the premises in St. Michaels, Maryland, and they are hand crafted using only the finest ingredients. Tours of the brewery are available on request, and there are tastings too, so take one of your favourite brews home with you. The Eastern Shore Brewing Company distributes throughout Maryland's entire Eastern Shore as well as Delaware and beers include the year round St. Michael's Ale and Knot so Pale Ale, the seasonals of Duck duck Goose Porter and Megic hefeweizen, and there's a brewer's reserve series available as well.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

Selina II Sailing Charters in St. Michaels, Maryland offers stunning and exclusive boat charters and sailboat rides limiting guests to just 6 for an intimate experience out on the water of Chesapeake Bay. The vintage catboat Selina II with her polished bronze and varnished mahogany offers a truly beautiful sailboating experience and awaits to take you on a romantic sail for small and intimate wedding ceremonies, and engagement and wedding charters are also available. Selina II Sailing Charters also offers private sailing lessons, two hour sails, sunset champagne cruises, private charters, wine tasting and moonlight cruises, overnight excursions and more, come enjoy.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