The Two Swan Inn St. Michaels, Maryland offers a fabulous waterfront location with a large sprawling lawn and options include a bed and bath stay or cottage vacation rental. The Two Swan Inn offers a delightful choice of beautiful cottages with wonderful features and amenities that are restored waterman's homes full of preserved craftsmanship and unique antique furnishings, creating a wonderful ambience. Here guests are close to restaurants, retail shops, the brewery, winery, museums, bike rentals, harbor touring vessels and everything St. Michaels has to offer, come enjoy a wonderful stay in a perfect setting.READ MORE

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

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

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 Parsonage Inn St. Michaels, Maryland offers a delightful stay at this unique brick Victorian building circa 1883 and are right opposite the maritime museum and close to the harbor, restaurants and shops. The Parsonage Inn invites guests to enjoy a historic stay in this wonderful bed and breakfast with an excellent choice of well appointed rooms that take you back to another time. A full breakfast is offered in the mornings and after a wonderful nights rest in the exquisitely furnished rooms, will be the highlight of your stay at The Parsonage Inn.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

Foxy's Harbor Grille in St. Michaels, Maryland has it all here for your, from the best steamed seafood, homemade crabcakes, and the best grilled burgers in town served with huge martini's and exciting frozen drinks. Enjoy traditional American cuisine, a touch of the Caribbean and the freshest seafood, live entertainment, a great bar and really good times at Foxy's Harbor Grille, where there is something for everyone. Foxy's Harbor Grille offers starters and cold plates, steamed shellfish including wild caught gulf shrimp, great grill items, salads and sides, come live on island time with them as they say.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

Harris Cove Cottages, Bed N Boat in St. Michaels, Maryland offer eight stunning cottages that are private, comfortable and have spectacular water views of Harris Creek. They even have their own boat ramp for boats up to 18' and if you don't have a boat, there are sturdy fibreglass boat rentals and motors to rent. Harris Cove Cottages, Bed N Boat offers a vacation village in a scenic setting, where families can barbecue on one of the grills, or cook crabs on the outside cookers, and enjoy a picnic at one of the picnic tables, or relax on the comfortable lounge chairs, it's a place where children can play or kayak and everyone can have fun, come stay.READ MORE