Hotels in St. Michaels

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Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Where to stay in St. Michaels?

A two-story building with a covered entrance and an American flag.
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.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

1. St Michaels Inn

St Michaels Inn
St. Michaels
$89
$98 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

2. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
$161
$178 total
includes taxes & fees
Oct 27 - Oct 28
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.
A historic brick building with a red roof, multiple windows, and a central staircase.
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
$92
$139 total
includes taxes & fees
Nov 12 - Nov 13
Historic Inns of Annapolis
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A hotel room with a large bed, a chair, a desk, and a television.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A golf course with a water hazard and surrounding trees.

4. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
$491
$540 total
includes taxes & fees
Nov 18 - Nov 19
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 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.
A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

5. The Wildset

The Wildset
Downtown St. Michaels
$229
$277 total
includes taxes & fees
Nov 3 - Nov 4
The Wildset
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.
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
$215
$237 total
includes taxes & fees
Nov 2 - Nov 3
George Brooks House B&B
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
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.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
$489
$538 total
includes taxes & fees
Oct 20 - Oct 21
The Oaks Waterfront
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

8. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$110
$125 total
includes taxes & fees
Oct 25 - Oct 26
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.
An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.
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.

9. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
$250
$275 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
$146
$194 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Regency Chesapeake Bay
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

11. The Tidewater Inn

The Tidewater Inn
Easton
$179
$197 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.
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.

12. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
$105
$120 total
includes taxes & fees
Nov 16 - Nov 17
Crowne Plaza Annapolis by IHG
A lakeside view with sailboats, grassy areas, and white Adirondack chairs.
A beach with clear water, sandy shore, and some vegetation.
A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

13. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
$302
$332 total
includes taxes & fees
Nov 18 - Nov 19
Sandaway Suites & Beach
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.
A group of people toasting at a round table in a room with large windows and artwork on the walls.
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
Oct 20 - Oct 21
Hummingbird Inn
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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
$119
$131 total
includes taxes & fees
Nov 15 - Nov 16
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 building with a sign reading "The Inn."

16. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
$150
$165 total
includes taxes & fees
Oct 20 - Oct 21
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 spacious atrium with a high ceiling, skylights, and a patterned floor.
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.

17. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
$147
$167 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

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

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
$91
$104 total
includes taxes & fees
Nov 9 - Nov 10
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.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
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
Oct 25 - Oct 26
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 October
Typical weather for St. Michaels
October
High 19°C / low 13°C. Sunny most days.
View properties in October
19°
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13°
7°
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0°
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1°
11°
4°
17°
10°
22°
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26°
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19°
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, Saint Michaels Town Hall, and St. Michaels Marina.
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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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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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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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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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Saint Michaels Town Hall

Saint Michaels Town Hall is worth a pic or two when discovering Downtown 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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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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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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great hotel. Comfortable bed. Liked having fridge and microwave. Perfect location"
jeanine 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The staff was very helpful, and the valet parking was quite convenient. The room was quite cold, however. I couldn’t get the temperature above 62 degrees, despite changing the thermostat. I had to turn off the ventilation."
Barbette 1-night trip
Posted 2 hours ago
Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"My husband and I were traveling with our 14 month-old son. The room was a good size and had two separate bedrooms, which worked out really well for us. There was a strong odor when we first arrived to our room. We travel with an air purifier for our son, as he sometimes has sinus issues, so that helped. The room itself was a bit dated, although well laid out. The fridge, microwave and dishwasher were all really nice to have. We didn’t get to use the fireplace, as we purchased a log, but we didn’t have a lighter or matches and the property didn’t either. The breakfast every morning was great! Fresh food snd fresh ingredients. Kitchen staff was incredibly friendly and good with our son, too. I’d say 7.5/10, but if they were to update the room and eliminate the odor, I feel like it’d be a 9/10."
Shoshana 2-night trip
Posted 3 hours ago
Sonesta ES Suites Annapolis
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"
Katherine 2-night trip
Posted 3 hours ago
The Inn at Chesapeake Bay Beach Club
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Room was great tv reception was not."
ignatius 1-night trip
Posted 3 hours ago
Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Loved the balcony."
Hildehardo F 4-night trip
Posted 4 hours ago
Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Great location. Very clean."
scott 2-night trip
Posted 21 hours ago
St Michaels Inn
The Wildset

The Wildset

10/10 Excellent
"Loved my stay at Wildset. Place is very clean, cozy & comfortable. Staff very friendly. Convenience to everything in town. Only 2 issues I had was how long it took shower water to get hot. And it wasn’t super hot. Not sure if it was cause I was in main building. Other was a knocking noise which seemed to happen primarily while restaurant was open. Not sure if it was from the dishwasher or some other equipment. I’m a light sleeper too so some people may be able to sleep thru it. Would def stay here again!!"
Bonnie 2-night trip
Posted 3 days ago
The Wildset
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Perfect place to stay! Classy. Clean comfortable amazing staff"
Nila 2-night trip
Posted 5 days ago
Annapolis Waterfront Hotel, Autograph Collection

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 5 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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