Book St. Michaels Bed & Breakfast

Compare 15 B&B in St. Michaels with updated reviews, rates, and availability.

Front of property
The Oaks Waterfront
4.0 star property
9.8 out of 10, Exceptional, (48)
"Where to begin with this amazing stay? My husband and I went for a weekend to run the St. Michaels half marathon. We were looking for a quiet, relaxing place and the Oaks Waterfront surpassed our expectations. The property is impeccably maintained and, Linda, made us special early breakfast bags for the race since we would have to leave at 5AM, before breakfast service. She helped us find restaurants, get dinners, it was incredible. The property is so beautiful. We didn't bring our children but...
The price is $399
$439 total
includes taxes & fees
May 28 - May 29
The Oaks Waterfront
Dock
Marvel's on the Creek
4.0 star property
10.0 out of 10, Exceptional, (134)
"Debbie is the perfect hostess, nothing is too much trouble for her. She gave us the best breakfast of our 3 week trip, as well as cookies and cake to welcome us and take with us when we left. Debbie also made a restaurant reservation for us at very short notice and was able to get us a window table with a view. Marvels on the Creek is in a beautiful location, very peaceful and great for visiting places on the Eastern Shore. Our room was wonderful and we wish we could have stayed longer. We...
The price is $167
$186 total
includes taxes & fees
May 28 - May 29
Marvel's on the Creek
Exterior
George Brooks House B&B
3.0 star property
8.6 out of 10, Excellent, (51)
"We loved that the historic house was built by the son of freedenslaved African Americans."
The price is $270
$297 total
includes taxes & fees
May 28 - May 29
George Brooks House B&B
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Porch
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (119)
"The owners were great hosts"
The price is $230
$253 total
includes taxes & fees
May 29 - May 30
Parsonage Inn
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Flag House Inn
3.5 star property
9.8 out of 10, Exceptional, (49)
"Great place for a weekend getaway in Annapolis. Quiet and walkable to all that Annapolis has to offer."
The price is $299
$341 total
includes taxes & fees
May 28 - May 29
Flag House Inn
Porch
Hummingbird Inn
3.5 star property
10.0 out of 10, Exceptional, (63)
"Wonderful stay at this cozy B&B. Proprietors are kind and helpful, and make an amazing breakfast. Rooms are bright and spacious with all the necessary amenities. Looking forward to visiting again during summer months. "
The price is $313
$344 total
includes taxes & fees
May 28 - May 29
Hummingbird Inn
View from property
Laurel Grove Inn on the South
3.5 star property
9.0 out of 10, Wonderful, (505)
"It was a short stay. We are local and wanted a nice place to stay while we were having noisy plumbing repairs done at home. Tiffany, the inn keeper, Was very accommodating for my elderly wheelchair-bound mother. Views of the river were beautiful. I look forward to coming sometime when I can stay and perhaps kayak the river."
The price is $185
$211 total
includes taxes & fees
Jun 16 - Jun 17
Laurel Grove Inn on the South
Horseback riding
The Inn at Tacaro Estate
4.5 star property
8.0 out of 10, Very Good, (4)
"It was amazing. The place was nicely decorated. Food was great. Highly recommended."
The price is $409
$466 total
includes taxes & fees
Jun 19 - Jun 20
The Inn at Tacaro Estate
Lake
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (44)
"Lovely property with wonderful owners and staff, including three very welcoming dogs. We had a perfect weekend getaway."
The price is $230
$255 total
includes taxes & fees
May 28 - May 29
Inn at Huntingfield Creek
Boating
Robert Morris Inn
3.0 star property
8.4 out of 10, Very Good, (279)
"Beautiful resort, outdated but clean. We went on the weekend before ownership changed so the menu was limited and the breakfast was undercooked but the server was AWESOME! He remembered us and catered to us like we were the only customers."
Robert Morris Inn
Outdoor pool
Black Walnut Point Inn
3.5 star property
9.0 out of 10, Wonderful, (53)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
The price is $178
$196 total
includes taxes & fees
May 28 - May 29
Black Walnut Point Inn
Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is $351
$400 total
includes taxes & fees
May 28 - May 29
Inn at Horn Point
Property grounds
B&B - The Lawson
B&B - The Lawson
Interior detail
The Albanus Phillips Inn
3.0 star property
7.8 out of 10, Good, (27)
"We were NOT able to stay at the Phillips Inn because Travelocity screwed up the reservation. Travelocity said the res was confirmed, no need to call the property. I called day before arrival and was told they could not honor the res due to the death of the owner May 22. I made the res May 25. On June 22 Travelocity still had no idea the owner was deceased or what the property was doing. Call Travelocity Customer Service, 2 hour wait to talk to CSR. Used callback option, got call about 3 1/2...
The Albanus Phillips Inn
Luxury Suite, Garden View (Rutland Suite) | Egyptian cotton sheets, premium bedding, pillowtop beds
The Annapolis Inn
4.0 star property
9.0 out of 10, Wonderful, (4)
"The Annapolis Inn exceed every expectation! The owners are absolutely fabulous. The property is gorgeous and exceptionally appointed. Alex is a gourmet chef who left us wanting more each breakfast. Joe is a tremendous story teller and you will want to sit for hours listening and conversing. Both are wonderful and kind humans who gave us their undivided attention and complete care. This was my first experience at a bed and breakfast and I am forever spoiled. You won’t find better accommodations...
The Annapolis Inn
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See all available properties in St. Michaels
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in St. Michaels

Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (104)
"Loved this historic house! Perfect location, peaceful neighborhood and walking distance to entire town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (107)
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

St. Michaels B&B information

Number of reviews
1,124
Accommodation
15 B&B
Lowest Price
$167
Highest Price
$409

Frequently asked questions

Searching for B&Bs in St. Michaels?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re traveling solo and looking to chat with locals, B&Bs can be a great choice for many travelers. For any museum buff, a trip to St. Michaels wouldn’t be complete without a stop by Chesapeake Bay Maritime Museum or St. Michaels Museum.
Why choose B&Bs instead of traditional hotels?
With attentive service, an atmosphere suited to mingling with other guests, and hearty breakfasts, B&Bs offer a truly one-of-a-kind environment.
What are the best B&Bs in St. Michaels?
You might consider checking out these B&Bs in St. Michaels: Parsonage Inn: 8 rooms. Enjoy the free full breakfast and unique décor. George Brooks House B&B: 6 rooms. Enjoy the library and fireplace in the lobby.
What's the best time of year to stay at a B&B in St. Michaels?
When you’re dreaming of a stay in St. Michaels, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What is there to do in St. Michaels?
Travelers who want to explore St. Michaels will enjoy its historic landmarks and shopping. When you want to explore some cultural attractions on your trip, Chesapeake Bay Maritime Museum and St. Michaels Museum are worthy sites to check out. You might check out St. Michaels Winery if you have time to see more of the area.
How can I get to and around St. Michaels?
You can plan your excursions in and around St. Michaels ahead of time with these transportation options. Fly into Easton, MD (ESN-Easton - Newnam), which is located 8.8 mi (14.1 km) away from the heart of the city. Otherwise, look for flights into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of St. Michaels hotels
Expedia verified reviews

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

5/5 Excellent
"Nice clean facility and very helpful staff."
A verified traveler stayed at Hilton Garden Inn Annapolis
Posted 2 days ago
Hilton Garden Inn Annapolis