Hotels in St. Michaels

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Sep 22 - Sep 23
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Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Where to stay in St. Michaels?

A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

1. St Michaels Inn

St Michaels Inn
St. Michaels
$105
$116 total
includes taxes & fees
Sep 23 - Sep 24
St Michaels Inn
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

2. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
$161
$212 total
includes taxes & fees
Oct 7 - Oct 8
Rod 'N' Reel Resort
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
A marina with multiple boats docked during sunset.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
$118
$169 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis
A room with a view of a wooden deck and a gazebo by the water.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

4. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
$656
$721 total
includes taxes & fees
Oct 5 - Oct 6
Inn at Perry Cabin
A two-story house with a porch, a front door, and a small garden area.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.
A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

5. The Wildset

The Wildset
Downtown St. Michaels
$239
$288 total
includes taxes & fees
Oct 5 - Oct 6
The Wildset
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.
A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.
A living room with a fireplace, a sofa, a chair, and a bookshelf.

6. George Brooks House B&B

George Brooks House B&B
St. Michaels
$235
$259 total
includes taxes & fees
Sep 23 - Sep 24
George Brooks House B&B
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
$489
$538 total
includes taxes & fees
Sep 24 - Sep 25
The Oaks Waterfront
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

8. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$83
$95 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hotel Annapolis
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.
A cozy room with a fireplace, a framed picture above it, and two armchairs.
A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

9. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
Parsonage Inn
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a sandy beach, and a clear blue sky.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
$224
$302 total
includes taxes & fees
Oct 13 - Oct 14
Hyatt Regency Chesapeake Bay
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

11. The Tidewater Inn

The Tidewater Inn
Easton
$199
$219 total
includes taxes & fees
Sep 29 - Sep 30
The Tidewater Inn
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A multi-story hotel with a brick facade, large windows, and an American flag.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

12. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
$110
$125 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Annapolis by IHG
A grassy area with white Adirondack chairs and a view of sailboats on the water.
A beach with clear water, sandy shore, and some vegetation.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.
A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

13. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
$314
$346 total
includes taxes & fees
Sep 23 - Sep 24
Sandaway Suites & Beach
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
A group of people toasting at a round table in a room with large windows and artwork on the walls.
A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.
A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.

14. Hummingbird Inn

Hummingbird Inn
Easton
$329
$375 total
includes taxes & fees
Sep 23 - Sep 24
Hummingbird Inn
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

15. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
$129
$142 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Easton Inn & Suites
A marina with boats docked at wooden piers, surrounded by greenery.
A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.
A covered patio area with wicker furniture and a view of a building with large windows.
A waterfront property with houses, a dock, and a grassy area.

16. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
$150
$165 total
includes taxes & fees
Sep 23 - Sep 24
Knapps Narrows Marina & Inn
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

17. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
$155
$177 total
includes taxes & fees
Sep 27 - Sep 28
Graduate by Hilton Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.
A swimming pool with a tiled edge, wooden chairs, and tables around it.

18. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
$95
$109 total
includes taxes & fees
Oct 13 - Oct 14
Country Inn & Suites by Radisson, Annapolis, MD
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel with a covered entrance, multiple floors, and a parking lot.

19. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
$135
$149 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Easton
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Our prices for hotels in St. Michaels are cheapest in January
Price trends for hotels in St. Michaels
Pricing is based on two traveler single night rates
View properties in September
Typical weather for St. Michaels
September
High 25°C / low 19°C. Sunny most days.
View properties in September
25°
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19°
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7°
9°
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0°
7°
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11°
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17°
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22°
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20°
29°
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Monthly weather averages (˚C)

Top neighborhoods in St. Michaels

A coastal town with a marina, houses, and a forested landscape.

Downtown St. Michaels

The Downtown St. Michaels neighborhood offers attractions such as St. Michaels Marina and Saint Michaels Town Hall.

Top landmarks in St. Michaels

A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson

Chesapeake Bay Maritime Museum

9.4/10 (91 reviews)
Chesapeake Bay Maritime Museum is just one of the attractions in Downtown St. Michaels, St. Michaels so you might want to stop by during your trip. If you want to experience more of the culture St. Michaels has to offer, head to 1879 Hooper Straight Lighthouse, St. Michaels Marina, and St. Michaels Winery.
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A marina with several sailboats docked in calm waters.

St. Michaels Marina

You can stroll along St. Michaels Marina for relaxing water views when you're in Downtown St. Michaels. If you carry on walking you'll get to Higgins Yacht Yard and Marina for some more water views.
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A white wooden house with a brown door and a small window.

Saint Michaels Village

If you like shopping, take time out to go to Saint Michaels Village when in St. Michaels.
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St. Michaels Winery

8.6/10 (91 reviews)
Travelers to St. Michaels might want a tour of St. Michaels Winery in Downtown St. Michaels.
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Saint Michaels Town Hall

Saint Michaels Town Hall is worth a pic or two when discovering Downtown St. Michaels.
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1879 Hooper Straight Lighthouse

Downtown St. Michaels is home to 1879 Hooper Straight Lighthouse, so why not stop by during your stay in St. Michaels.
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Perry Cabin Park

Perry Cabin Park is worth a visit, located 0.4 mi (0.7 km) from central St. Michaels.
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St Michaels Nature Trail

Downtown St. Michaels is home to St Michaels Nature Trail, so why not stop by during your stay in St. Michaels.
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Learn more about St. Michaels

Along the Miles River, maritime heritage comes alive at the Chesapeake Bay Maritime Museum where working shipwrights still practice traditional boat building. The town's colonial-era streets lead to boutiques housed in buildings that have witnessed centuries of seafaring commerce. Take a sailing excursion on a historic skipjack, the traditional oyster-harvesting vessel that once defined the bay's economy. At waterfront restaurants, blue crabs arrive fresh from local watermen who've worked these waters for generations. St. Michaels Winery offers tastings in a converted mill, while the town museum reveals how this 'town that fooled the British' earned its Revolutionary War nickname. Church Cove Park provides peaceful water views where ospreys dive for dinner with remarkable precision.

See all hotels in St. Michaels
A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson

Check out reviews of St. Michaels hotels guests love

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Very nice decor and bed was comfortable . Classy looking place ."
princess 2-night trip
Posted 1 hour ago
Graduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Superb location. Very tastefully treated. My only suggestions would be to provide more information regarding parking and a technology update in the rooms would be helpful. Plugs for charging was difficult as extensions and adapters were not reliable. High definition TV should be added as well. For the purposes of this trip, we enjoyed our stay very much."
walter 4-night trip
Posted 1 hour ago
Historic Inns of Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"The restaurant inside the hotel is a great idea. but the variety of food is very limited. But it is just my opinion."
Paul and Maryse 3-night trip
Posted 3 hours ago
Hilton Garden Inn Annapolis Downtown
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"U"
Ron 1-night trip
Posted 6 hours ago
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"The property is located in an awesome location; convenient to shopping and restaurants. They do have a decent bar and restaurant in the hotel. The property was clean, parking was free and available, staff was great. We would definitely stay again."
Randall 4-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 22 hours ago
The Westin Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"I thought breakfast was included but apparently not . There was not even complimentary coffee"
Gerald 2-night trip
Posted 1 day ago
Courtyard by Marriott Annapolis
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
Virgilio 1-night trip
Posted 2 days ago
Inn at Perry Cabin
George Brooks House B&B

George Brooks House B&B

8/10 Good
"We enjoyed our stay but found a few things that could have been better. Our host (Will) was not present the first day and most likely did not know the coffee and tea bar had sour milk and no sugar. I took it upon myself to rummage around and find these things but I would have liked it better if they were there. Also, we had a scrap of toilet paper in our room and no refills so I had to find that as well. Small things but not a good first impression. Otherwise, the room was very comfortable, the pool was great and the breakfast was delicious."
Donna 2-night trip
Posted 1 month ago
George Brooks House B&B

Frequently asked questions

What hotels do travelers like in St. Michaels?
Guests like St Michaels Inn, Inn at Perry Cabin and The Wildset.
Can I book refundable accommodations in St. Michaels?
If you want the flexibility to change your plans to St. Michaels, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in St. Michaels if I want a cheap accommodation?
St Michaels Inn is an accommodation you might want to consider that'll save you money.
Where can I stay in St. Michaels if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 35 vacation homes. You can also consider one of the 6 apartments or 9 cottages.
What will the weather in St. Michaels be like during my trip?
The warmest months in St. Michaels are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 41°F. The rainiest months are August and October.
Why should I book my St. Michaels hotel through Hotels.com?
There are plenty of reasons to book your St. Michaels travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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