Bed and Breakfast St Michaels MD

St Michaels is a lesser known gem located in Talbot County on the Eastern Shore of Maryland. The quaint town was voted in the top 10 small coastal towns to visit in America.

Bed and Breakfast St Michaels MD

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Explore Bed and Breakfasts in St Michaels MD

Whether you are looking to shop, eat, play, relax, swim, sail, learn, or explore, there is something for you in St Michaels! St Michaels MD bed and breakfast offer a laid-back, charming, and authentic experience compared to staying in commercial hotels during your vacation.


  • History buffs will rejoice at the colorful colonial past of St Michaels,  which dates back to the mid-1600’s, when it originally served as a  trading post for tobacco farmers and trappers. The Christ Episcopal  Church of St Michael Archangel parish was founded in 1672, this is what gives the town its present day name, St. Michaels. In the late 1700’s James Braddock, a British land agent bought 20 acres of land which is now the historic center of St. Michaels.  In present day, many of the seaside resort town’s homes reflect the  colonial past, as several homes date back to the 1700’s and 1800’s.

  • Activities

  • Set right on the seaside, there is no shortage of activities to do during a visit to St Michaels. One of the top rated activities is to pay a visit to the Chesapeake Bay Maritime Museum which sits right on the waterfront. Museum guests can peruse the  extensive outdoor and indoor exhibitions which are constantly changing.  The museum also hosts annual festivals which celebrate Chesapeake Bay  culture, seafood, boats, and history.

    Additionally, visitors can explore the historic district on foot to see the many colonial and victorian-style homes which dot the coastal, historic town.  There are plenty of wineries, distilleries, tasting rooms, restaurants,  and breweries to be enjoyed. In the summertime outdoor activities such  as kayaks, swimming pools, and swimming in the bay waters can be enjoyed. Tilghman Island can also be visited, which is a 3-mile long island separated from the  mainland by Knapps Narrows. A drawbridge makes the island accessible by  car. Visitors to the island can enjoy seafood, laid-back coastal  hospitality, fishing, and boating opportunities.

  • Natural Features

  • St. Michaels and its surrounding bay area are home to more than 600 miles of  shoreline bursting with several waterfront villages, charming small  towns, and a distinctive sophistication. Visitors to the area can enjoy  the many trails, waterfront offerings, and natural features that  surround the area at large. Some of the natural and free activities on  offer in St. Michaels and the surrounding area include paddling or kayaking down a river or  in the bay, biking through miles of scenic byways, walking through the  endless nature trails, or going for a refreshing dip in the bay. St. Michaels and the rest of the bay area offer the perfect combination of natural charm and urban comforts.

  • Things to do

  • Whether you’ll spend a weekend or an entire week enjoying the charming coastal town of St. Michaels, there is no shortage of things to do, places to eat and drink, and interesting sights to be explored. The Chesapeake Bay Maritime Museum is among the top visited sights as it offers an in-depth perspective of  local Chesapeake culture and features indoor and outdoor exhibitions  that regularly change.

    History buffs can explore the rich colonial past of St. Michaels which is a deeply historic town with several Colonial-Victorian style homes that date back to the 1700’s. Outdoor lovers and energetic  travelers can enjoy the many outdoor activities on offer, particularly  in the warmer months. Go for a dip in a swimming pool or in the bay, sun bathe at the beaches, kayak around the calm waters, go for a walk down one of the many nature trails, arrange a sailing or fishing trip.

    Tilghman Island offers an interesting nearby day trip. The island is accessible from St. Michaels by car via a drawbridge and offers an array of dining, boating, and activity options.

  • Weather

  • The best times of the year to visit St. Michaels are during the warmer months, from June until early October. If your  trip will revolve around summer activities, such as spending time  boating, beaching, kayaking, or swimming, then your best bet is to visit  sometime from June through August. Since St. Michaels is a resort town, the hotels tend to become quite crowded during the  summer. If you’re not going for the outdoor activities and your trip  itinerary is more focused on dining and exploring the town, then going  in the spring or fall months when the crowds are smaller is ideal.

  • Food and drink

  • St. Michaels is known for its vast array of upscale cuisine and beverage offerings. A  trip to the coastal town is not complete without a visit to the Lyon Rum Distillery and Tasting Room which is well known for its several outstanding rums  available for tasting and purchasing. Wine enthusiasts should head over  to St. Michaels Winery for the friendly atmosphere and an impressive list of wine offerings. There is also a well-known brewery in St. Michaels, Eastern Shore Brewing, that offers flights, tastings, and beer available for purchase.

    Bistro St. Michaels is one of St. Michaels’  finest cuisine options with French, American, Seafood, International  dishes and more on its menu. For fine seafood dishes, head to 208 Talbot which offers a fine-dining menu of fresh, local dishes. For upscale  American cuisine head to Theo’s which offers an upscale steakhouse-style  menu. There are several other restaurants including seafood, pizza,  crab houses, and more.

Bed and Breakfast St Michaels MD FAQ

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  • Why stay at a bed & breakfast in St. Michaels MD?

    There’s no better way to top off a stay in the charming historic town of St. Michaels then at a quaint Victorian-style bed and breakfast in the historic district. Bed and breakfasts offer a variety of advantages that large-scale hotels are unable to offer to guests. Plus, staying at a bed and breakfast helps support local businesses since most are privately owned by the  friendly hosts who will greet you upon arrival. Smooth check-ins,  charming interiors, and complimentary breakfast are just among a few of  the many benefits of staying in a bed and breakfast St. Michaels. Expect spacious guest rooms with a historic ambience combined with modern amenities and conveniences. Some bed and breakfasts come equipped with swimming pools and relaxing communal areas.

  • What type of amenities can I expect when booking a bed and breakfast St. Michaels MD?

    Bed and breakfast St. Michaels offer a unique perspective into the historical past of the charming coastal town. Staying at a bed and breakfast offers a variety of modern comforts combined with historical charm. During your getaway, expect complimentary gourmet breakfasts, smooth check-in, spacious guest rooms with private bath and luxurious amenities, plush bedding, free wifi, and more.

  • How can I get around St. Michaels MD?

    St. Michaels is accessible by bus, train, car, boat, or plane, and it all depends on  where you’ll be coming from. The picturesque town is located on a  peninsula and is surrounded by rivers. St. Michaels sits about 45 miles east of DC and Baltimore, about 1 hour and 30 minutes driving. If you are coming from Annapolis then St. Michaels can be reached by boat. Greyhound buses provide daily service to the nearby town of Easton which is just 15 minutes from St. Michaels. Rental cars are available at all nearby airports if you’ll be arriving by plane. The town of St. Michaels itself is walkable, so a car is not absolutely necessary during your stay.

  • What are the different types of B&Bs in St Michaels MD?

    Whether you are coming for a family vacation, a romantic getaway with your special someone, or a casual summer getaway with friends, there is a bed and breakfast option for you.

    George Brooks House sits on the outskirts of the coastal town on 8 acres of land, making it a quiet, peaceful, and elegant option with an outdoor swimming pool and lush gardens. Guests are welcome to use the guest house’s bikes to  explore the surrounding area. The spacious, elegant guest rooms feature  flat-screen televisions and surround-sound systems, plush bedding,  luxurious bathrooms with upscale toiletries, and more. Some rooms  feature jacuzzi’s.

    If you want to stay on the historic waterfront, then Point Breeze B&B is the place to stay. The family-home style bed and breakfast has been running for 5 generations and offers a cozy, home-style  ambience to its guests. There are several common areas that guests can  enjoy and the sprawling green grounds are filled with trees and sunny  expanses. A delicious, complimentary breakfast is served each morning on  a screen porch that overlooks the water. The center of St. Michaels is just a short walking distance from this bed and breakfast.

    Hambleton Inn features newly renovated rooms on a polished Colonial-style property.  Guests can enjoy spacious elegant guest rooms with modern amenities,  several communal areas, and waterfront views. A fresh, hot, gourmet breakfast is served each morning in the onsite dining area. Guests can enjoy easy  walking access to all of the shops, museums, eateries, and art  galleries in the nearby historic town center.

    Parsonage Inn is set in a colonial, brick-style 1800’s mansion in the Historic District of St. Michaels. It is located within walking distance to several of St. Michaels most popular attractions, including the harbor, Chesapeake Bay Maritime Museum, and some of the popular restaurants. The inn is well known for its free bikes, high-speed wifi, flat-screen televisions, hospitality, spacious guest rooms, and delicious breakfasts.