Title: Book The Best Hotels in St. Michaels, MD for 2025 from CA $97 - Fully Refundable Options - Expedia.ca [Vacation Rentals in St. Michaels](https://expedia.ca/St-Michaels-Vacation-Rentals.d5940.Travel-Guide-VacationRentals)[Flights to St. Michaels](https://expedia.ca/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights)[St. Michaels Car Rentals](https://expedia.ca/Car-Rentals-In-St-Michaels.d5940.Car-Rental-Guide)[St. Michaels Vacation Packages](https://expedia.ca/St-Michaels.d5940.Destination-Travel-Guides) ![The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d/hooper-strait-lighthouse-chesapeake-bay-maritime-museum-st-michaels-maryland-sunset.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in St. Michaels, MD from CA $97 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in St. Michaels Spa [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=PETS) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=WATER_PARK) ## Check prices for these dates Tonight [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,262 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/4be52931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/11cbce69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wildset St. Michaels 9.8/10 Exceptional (406) "The breakfast bar had the same thing every day. It was all very fresh and healthy. The staff was always great. They did a lot to make you feel comfortable and enjoy your stay. Everything was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adriana CA $279 CA $338 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn St. Michaels 8.2/10 Very good (1002) "clean and comfy, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara CA $147 CA $162 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (370) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $507 CA $614 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/8e209338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #2, King with Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23402709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e07c03ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 2 Bedrooms, Balcony | Room amenity](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23007304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parsonage Inn St. Michaels 9.2/10 Wonderful (130) "Hosts were wonderful, breakfast was delicious, everything was walkable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathaly CA $322 CA $354 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/65faa113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6594eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/81d032fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Luxury Double, King Jacuzzi with fireplace](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/aeffd976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### George Brooks House B&B St. Michaels 8.6/10 Excellent (65) "Gorgeous quaint historic house. Friendly owner, close to town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $253 CA $278 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (925) "nice, clean, up to date, budget friendly hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike CA $111 CA $123 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/d03cf3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/66a1e121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/e17d8d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Kent Island Marina Grasonville 9.0/10 Wonderful (1003) "Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta CA $167 CA $186 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/04365757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/a77fa217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Annapolis Annapolis 8.6/10 Excellent (1003) "Great environment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvador E CA $214 CA $244 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/e60ed5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/bdf87bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Kent Narrows & Marina Grasonville 9.4/10 Exceptional (664) "My favorite hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen CA $163 CA $181 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/6ea498fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD Annapolis 9.0/10 Wonderful (1009) "Wonderful country inn!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $123 CA $140 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/76f6e3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/w5759h3834x0y6-7304a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/e2360421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Annapolis by IHG Annapolis 8.8/10 Excellent (1012) "Clean, easy parking, nice staff but over priced breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle CA $151 CA $172 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/abc30633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7e58a966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Annapolis Annapolis 8.6/10 Excellent (1002) "Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $137 CA $156 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/a336329e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Annapolis Annapolis 8.2/10 Very good (1009) "I had a great experience at my stay at Hampton " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Idris O CA $121 CA $138 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/d4b92367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/5575a0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Annapolis Annapolis 8.6/10 Excellent (1027) "Room was comfortable and the staff were courtesy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $85 CA $97 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1905) "Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/fb8e8cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/6d79f12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/f68fafe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Waterfront Hotel, Autograph Collection Historic District 8.8/10 Excellent (877) "Clean room. Friendly staff awesome location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent CA $205 CA $234 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Suite, 1 Bedroom, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/aeb43618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/21c4fc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown Annapolis 8.6/10 Excellent (1010) "Clean room, great staff, great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susanne CA $105 CA $120 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e7e5362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/fbea7cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Annapolis Edgewater 8.8/10 Excellent (955) "Nice breakfast, clean room, great parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $117 CA $133 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/57bd9cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Annapolis 8.2/10 Very good (1001) "I had a lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kalynn CA $91 CA $104 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/585cd9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/af06ef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/7c147ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay Cambridge 8.8/10 Excellent (1005) "Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $249 CA $321 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12®ionId=5940&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSt-Michaels-Hotels.d5940.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSt-Michaels-Hotels.d5940.Travel-Guide-Hotels) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=HTG_BF_PROMO_5940) ## Learn more about St. Michaels Stroll down charming streets lined with boutiques and seafood restaurants in this quaint Chesapeake Bay town. Sail on a skipjack, visit the maritime museum, or bike to nearby wineries for a taste of Eastern Shore living. [See all hotels in St. Michaels](https://www.expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&adults=2®ionId=5940) ![The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d.jpg?impolicy=fcrop&w=900&h=602&p=1&q=high) ### Stay near popular St. Michaels attractions [](https://expedia.ca/Chesapeake-Bay-Maritime-Museum-Hotels.0-l553248633992441010-0.Travel-Guide-Filter-Hotels) ![Chesapeake Bay Maritime Museum](https://mediaim.expedia.com/destination/1/e708a2ddef7b36b18845a12b959447e3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Maritime Museum You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248633992441010) [](https://expedia.ca/St-Michaels-Winery-Hotels.0-l553248633992438808-0.Travel-Guide-Filter-Hotels) #### St. Michaels Winery You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248633992438808) [](https://expedia.ca/St-Michaels-Museum-Hotels.0-l553248621561196327-0.Travel-Guide-Filter-Hotels) #### St. Michaels Museum You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561196327) ## More cheap stays in St. Michaels ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### St Michaels Inn 1228 S Talbot Street St. Michaels MD CA $147 CA $162 total Nov 30 - Dec 1 includes taxes & fees 8/10 Very Good! (1,002 reviews) [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Best Western Annapolis](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Annapolis 2520 Riva Rd Annapolis MD CA $100 CA $114 total Dec 7 - Dec 8 includes taxes & fees 7.6/10 Good! (1,009 reviews) [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Annapolis 124 Womack Dr Annapolis MD CA $121 CA $138 total Dec 4 - Dec 5 includes taxes & fees 8/10 Very Good! (1,008 reviews) [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Candlewood Suites Annapolis by IHG 1 Womack Dr Annapolis MD CA $111 CA $127 total Dec 20 - Dec 21 includes taxes & fees 8.8/10 Excellent! (168 reviews) [](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Kent Narrows Inn 3101 Main Street Grasonville MD CA $118 CA $131 total Dec 3 - Dec 4 includes taxes & fees 8/10 Very Good! (1,004 reviews) [](https://expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 8523 Ocean Gtwy Easton MD CA $114 CA $125 total Dec 14 - Dec 15 includes taxes & fees 7.6/10 Good! (815 reviews) [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ## Hotels in St. Michaels with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 3 properties [](https://expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 9 properties [](https://expedia.ca/4Star-St-Michaels-Hotels.s40-0-d5940.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 97 properties [](https://expedia.ca/3Star-St-Michaels-Hotels.s30-0-d5940.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 112 properties [](https://expedia.ca/2Star-St-Michaels-Hotels.s20-0-d5940.Travel-Guide-Filter-Hotels) ## Find out more about St. Michaels ### Top reasons to visit St. Michaels - **Scenic Chesapeake Bay:** Enjoy breathtaking views and sunsets while exploring the beautiful marinas and waterfront. - **Outdoor Activities:** Participate in sailing, golfing, and walking tours that cater to both families and couples. - **Rich History:** Visit local history museums and discover the charming town's cultural heritage. - **Charming Accommodations:** Choose from cozy bed & breakfasts to modern hotels, ideal for a relaxing stay. - **Romantic Getaways:** St. Michaels offers the perfect setting for couples seeking a romantic escape. ### Find great hotels in and around St. Michaels Discover the ideal accommodation for your getaway in St. Michaels, Maryland. Whether you prefer cozy bed & breakfasts or modern hotels, this charming town offers a range of options to suit every traveller. Enjoy pet-friendly facilities and exciting beach adventures while you explore the best hotels and accommodations in the area. St. Michaels is the perfect destination for a memorable vacation experience. - **[Best Western Plus Easton Inn & Suites:](https://www.expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information)** Located 14.5km from St. Michaels, Best Western Plus Easton Inn & Suites caters to business travellers seeking a professional and convenient stay. This hotel features a well-equipped Business Centre available 24 hours, along with meeting rooms that facilitate productive gatherings. Guests will appreciate the modern amenities that combine comfort with functionality, making it an ideal choice for those on work-related trips while still enjoying a welcoming atmosphere. - **[Days Inn by Wyndham Easton:](https://www.expedia.ca/Easton-Hotels-Days-Inn-By-Wyndham-Easton.h21787.Hotel-Information)** Also situated 14.5km from St. Michaels, Days Inn by Wyndham Easton offers a straightforward and budget-friendly motel experience tailored for business travellers. Its 24-hour Business Centre provides essential services for guests needing to attend to work matters. The hotel’s casual setting ensures a relaxed stay, allowing visitors to recharge after a day of meetings or travel in the surrounding area. - **[St Michaels Inn:](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)** Nestled in the heart of St. Michaels, St Michaels Inn provides a unique blend of business and adventure for its guests. This hotel features a Conference Centre, meeting rooms, and versatile conference spaces, making it perfect for both corporate retreats and leisure groups. For those seeking outdoor activities, the inn offers easy access to nearby adventures such as hiking, fishing, and even bicycle rentals. It’s an ideal choice for travellers wishing to blend work and play seamlessly. ### Where to stay in and around St. Michaels St. Michaels, Maryland, offers a delightful blend of outdoor activities and romantic escapes, perfect for families and couples alike. Explore the stunning Chesapeake Bay with its beautiful marinas and enjoy breathtaking sunsets. The charming town invites you to unwind in a relaxing atmosphere while discovering its rich history. Nearby attractions provide a sunny getaway filled with family-friendly experiences, making St. Michaels a convenient and luxurious destination for your next vacation. - **[Easton:](https://www.expedia.ca/Easton-Hotels.d7120.Travel-Guide-Hotels)** Located 12.9km from St. Michaels, Easton is a charming city that beckons visitors year-round, with peak travel in June to July and September. Renowned for its outdoor and family-friendly experiences, Easton offers vibrant shopping centres and a picturesque boardwalk. You can enjoy leisurely strolls along the beach or visit local monuments that tell the story of the area. The inviting atmosphere makes it an ideal spot for a romantic getaway or a fun family adventure. - **[Bozman:](https://www.expedia.ca/Bozman-Hotels.d3000440434.Travel-Guide-Hotels)** Just 4.8km away from St. Michaels, Bozman is a quaint city that attracts visitors throughout the year, with a surge in traveller numbers in March and from June to July. Known for its stunning scenery and outdoor activities, Bozman offers recreational areas and boardwalks perfect for a day of exploration. The nearby lakes and family-friendly beaches provide opportunities for relaxation and water activities, making it an enriching destination for couples and families alike. - **[Claiborne:](https://www.expedia.ca/Claiborne-Hotels.d3000440483.Travel-Guide-Hotels)** Nestled in the St. Michaels area, Claiborne is a charming village that draws visitors with its scenic beauty and outdoor attractions. With peak travel from June to August, this lovely spot offers access to serene lakes, beautiful beaches, and historic houses that reflect the area's rich heritage. Ideal for those seeking a romantic escape or a tranquil day in nature, Claiborne promises a peaceful experience away from the bustling tourist spots. ### Things to do in and around St. Michaels St. Michaels offers a delightful mix of outdoor activities, making it perfect for romantic getaways and family vacations. Visitors can enjoy the scenic boardwalk, explore the recreational area, and participate in walking tours. For those interested in sailing, there are sailing schools available, and golf enthusiasts can visit the local golf club. Additionally, the area is a charming destination for exploring wedding venues. **Shopping** St. Michaels offers charming shopping experiences with places like Saint Michaels Village, perfect for local gifts. If you're up for a drive, visit [Queenstown Premium Outlets](https://www.expedia.ca/Queenstown-Premium-Outlets-Hotels.0-l553248621532662352-0.Travel-Guide-Filter-Hotels), located 22.5km away, for a great selection of brand-name items at discounted prices. [Easton Cycle and Sport](https://www.expedia.ca/Easton-Cycle-And-Sport-Hotels.0-l553248621532662348-0.Travel-Guide-Filter-Hotels) is also 14.5km away. **Recreation** At [Hog Neck Golf Course](https://www.expedia.ca/Hog-Neck-Golf-Course-Hotels.0-l6286424-0.Travel-Guide-Filter-Hotels), enjoy a scenic round of golf amidst picturesque landscapes, perfect for outdoor enthusiasts. For relaxation, [Talbot Massage](https://www.expedia.ca/Talbot-Massage-Hotels.0-l553248621555566157-0.Travel-Guide-Filter-Hotels) offers soothing body treatments that rejuvenate both body and mind. [Queenstown Harbor Golf Club](https://www.expedia.ca/Queenstown-Harbor-Golf-Club-Hotels.0-l6091731-0.Travel-Guide-Filter-Hotels) provides another great golfing experience, surrounded by the beauty of nature. **Adventure** At [Chesapeake Beach Water Park](https://www.expedia.ca/Chesapeake-Beach-Water-Park-Hotels.0-l553248621532662257-0.Travel-Guide-Filter-Hotels), 29.0km from St. Michaels, enjoy thrilling slides and family-friendly attractions. Experience sailing adventures at [Annapolis Sailing School](https://www.expedia.ca/Annapolis-Sailing-School-Hotels.0-l553248621532662324-0.Travel-Guide-Filter-Hotels), also 29.0km away, where you can embrace the excitement of water sports. For a scenic hike, explore the [B&A Trail](https://www.expedia.ca/BA-Trail-Hotels.0-l553248621532662355-0.Travel-Guide-Filter-Hotels), 45.1km from St. Michaels. **Nightlife** In St. Michaels, the [Avalon Theatre](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) offers a charming blend of culture and romance just 12.9km away, while [The Colonial Players](https://www.expedia.ca/The-Colonial-Players-Hotels.0-l553248621532662280-0.Travel-Guide-Filter-Hotels), 30.6km away, provides a family-friendly entertainment experience. For adventure vibes, the [Annapolis Bowl](https://www.expedia.ca/Annapolis-Bowl-Hotels.0-l553248621532662328-0.Travel-Guide-Filter-Hotels) arcade, located 37.0km from St. Michaels, is an exciting option. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for St. Michaels To save money on your trip to St. Michaels, consider visiting between January and March when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Saturdays tend to be pricier. Use Expedia’s search tool to compare hotel prices, and consider booking a package that combines your hotel, flights, and activities for additional savings. Look for eco-certified hotels for sustainable options. Enjoy free activities like exploring the charming waterfront and local parks, and take advantage of public transport to keep travel costs down. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in St. Michaels are January to March, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in St. Michaels is Tuesday. The most expensive day to stay in St. Michaels is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can arrange your results to display prices from the lowest to the highest, making it easy to find the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book. - **Consider bundling your trip:** You can save some money by combining your St. Michaels hotel reservation with your flights and activities through an Expedia package. ### Best time to go to St. Michaels The best time to visit St. Michaels can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in St. Michaels falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in St. Michaels falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 38.8°F (3.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 45.3°F (7.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | Moderately High | Average | | May | 64.6°F (18.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | July | 78.4°F (25.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | August | 76.8°F (24.9°C) | Light Rain | Mostly Sunny | Average | Average | | September | 71.1°F (21.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 61.0°F (16.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 49.5°F (9.7°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### The nearest major airports for your trip to St. Michaels When planning your visit to St. Michaels, Maryland, you have several airport options. Ronald Reagan Washington National Airport ([DCA](https://www.expedia.ca/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels)) is situated 70.8km away, with luxurious hotels like the InterContinental Washington D.C. - The Wharf and [Riggs Washington DC](https://www.expedia.ca/Washington-Hotels-Riggs-Washington-DC.h37192042.Hotel-Information) just 2 and 4.8km from the airport, respectively. Baltimore Washington International Thurgood Marshall Airport ([BWI](https://www.expedia.ca/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels)) is 57.9km away, offering nearby 5-star accommodations such as [Sagamore Pendry Baltimore](https://www.expedia.ca/Baltimore-Hotels-Sagamore-Pendry-Baltimore.h17395897.Hotel-Information) and [Four Seasons Hotel Baltimore](https://www.expedia.ca/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information), both 12.9km from the airport. Lastly, Salisbury-Ocean City Wicomico Regional Airport (SBY) is 78.9km away, with options like [Country Inn & Suites by Radisson](https://www.expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information) just 3.2km from its terminal. ## Recent reviews of St. Michaels hotels ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 5/5 Excellent "Clean, friendly staff. Restaurant/ bar food was excellent and staff in the restaurant/ bar were fun and accommodating!" A verified traveller stayed at DoubleTree by Hilton Hotel Annapolis Posted 13 hours ago [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 5/5 Excellent "Great amenities, excellent spa and service, friendly staff and great food." A verified traveller stayed at Hyatt Regency Chesapeake Bay Posted 1 day ago [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg) ### Hampton Inn & Suites Annapolis 5/5 Excellent "The staff was excellent and friendly." A verified traveller stayed at Hampton Inn & Suites Annapolis Posted 1 day ago [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 5/5 Excellent "Clean older rooms. Quite comfortable. Rick at the front desk was a superstar! Knowledgeable, and friendly. Great example for the younger staff. " A verified traveller stayed at Graduate by Hilton Annapolis Posted 1 day ago [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 5/5 Excellent "I have stayed several times over the last month or so totaling at leadt 7 nights and during every stay i have had a great experiene. Particularly with Chrissy who ive seen maonly during the night shift. Cannot understate how helpful and pleasant she has been. Probably the reason i wont stay anywhere else(if theres availability) in and around the Annapolis area. Keep up the amazing customer service!! 5 STARS " A verified traveller stayed at Country Inn & Suites by Radisson, Annapolis, MD Posted 3 days ago [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg) ### The Westin Annapolis 5/5 Excellent "The room was clean and the amenities were great! I loved the lobby and valet very fast and professional. I will stay here again. " A verified traveller stayed at The Westin Annapolis Posted 4 days ago [](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 5/5 Excellent "Location perfect " A verified traveller stayed at Historic Inns of Annapolis Posted 4 days ago [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 5/5 Excellent "The room was beautiful. I loved the view. I loved everything about it. Plan on staying there again" A verified traveller stayed at Hilton Garden Inn Annapolis Downtown Posted 7 days ago [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 5/5 Excellent "clean and sanitized" A verified traveller stayed at Sonesta ES Suites Annapolis Posted 7 days ago [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ## Frequently asked questions ### What are the best hotels in St Michaels with outdoor pools? > The [Inn at Perry Cabin](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information), a stunning 5-star hotel, stands out as a premier choice for travellers seeking luxury and relaxation in St. Michaels. With an outstanding score of 9.6, guests rave about its exquisite amenities, including a beautiful outdoor pool complemented by a poolside bar, great for sipping refreshing drinks on sunny days. The hotel also offers a serene garden-view restaurant, 24-hour room service, and a range of recreational options, including onsite tennis and a golf course, making it an ideal retreat for families and couples alike. > > > > For those looking for a more budget-friendly option, the St. Michaels Inn is a solid choice with a friendly setting. Rated 8.2, this hotel features a pleasant outdoor pool area with sun loungers, and guests appreciate the complimentary continental breakfast that starts their day off right. The friendly staff and comfortable, clean rooms create a convenient and enjoyable stay for families. > > > > If you're in the mood for a cozy bed and breakfast experience, the [George Brooks House B&B](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information) offers a charming outdoor pool along with a terrace and balcony for relaxation. With a review score of 8.6, visitors enjoy the clean, cozy rooms and excellent service, making it a delightful option for those seeking a more intimate setting. > > > > Lastly, for a truly great experience, consider the Luxury Coastal Farmhouse Waterfront with a heated pool. With a great rating of 10.0, this property features a spacious kitchen and inviting outdoor areas, making it a fantastic choice for families looking for a home-away-from-home experience while enjoying all the comforts of a luxury stay. ### How much does a hotel with outdoor pool in St Michaels cost? > Enjoy staying in a hotel in St Michaels with an outdoor pool. You can find a great deal from CA $97 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Which St Michaels hotels offer poolside service for food and drinks? > The [Inn at Perry Cabin](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) is a luxurious 5-star hotel located in the heart of St. Michaels, Maryland, offering an exquisite poolside experience with dedicated service for food and drinks. Guests rave about the delightful poolside bar, which enhances the tranquility of the outdoor pool area, allowing families to relax while enjoying refreshments right by the water. > > > > With a remarkable traveller rating of 9.6, the Inn at Perry Cabin is not just about the pool; it boasts beautifully appointed rooms featuring premium bedding, deep soaking bathtubs, and rainfall showerheads, ensuring a serene retreat after a day of adventure. Families can take advantage of the onsite tennis courts and picturesque gardens, making it a superb spot for both relaxation and recreation. > > > > This hotel is well-loved for its attentive staff and delicious breakfast, adding to the overall experience of this charming getaway. ### Is it cheaper to book flights and a hotel in St Michaels as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### How can I save on a hotel in St Michaels with Expedia? > Before booking your St Michaels hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in St Michaels for you. ### What are the best budget hotels in St. Michaels? > [The Wildset](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) in St. Michaels stands out as an exceptional choice for travellers seeking a charming and budget-friendly hotel experience. With a great rating of 9.8, this property offers complimentary breakfast options and free in-room WiFi, ensuring a convenient start to your day. Guests rave about the cozy ambiance, complete with luxurious touches like Frette Italian sheets and designer toiletries, making it a delightful retreat after a day of exploring. Enjoy the warmth of a fireplace or unwind on your private balcony or patio, great for families looking to relax together. > > > > For additional family-friendly hotels, consider the [St Michaels Inn](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information), which boasts a review score of 8.2. This hotel features a seasonal outdoor pool, ideal for kids to splash around during warmer months, along with free breakfast and WiFi. The convenient location near shopping and historical sites makes it easy to explore the charming town of St. Michaels without straying far from your home base. > > > > While these options are particularly appealing to families, couples can also find a romantic atmosphere at the [Parsonage Inn](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information), rated 9.2 by travellers. With its beautiful terrace and patio, it's great for enjoying a quiet evening together. Plus, the nearby historical district and museum add a touch of culture to any getaway, making it a versatile destination for all types of travellers. View all [budget hotels in St Michaels](https://www.expedia.ca/St-Michaels-Hotels-Cheap-Hotels.0-0-d5940-tCheapHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in St. Michaels for couples? > For a romantic escape, the [Parsonage Inn](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information) in St. Michaels is a delightful choice, boasting an excellent review score of 9.2. Couples will appreciate the charming atmosphere enhanced by amenities such as cozy fireplaces and tasteful balconies or patios, great for enjoying a morning coffee or an evening glass of champagne together. See all [romantic hotels in St Michaels](https://www.expedia.ca/St-Michaels-Hotels-Romantic-Hotel.0-0-d5940-tRomanticHotel.Travel-Guide-Filter-Hotels). ### When is the best time to go to St. Michaels? > The most popular time to visit St Michaels is during the summer months, particularly in July. During this peak season, from June to August, temperatures typically range from 22 to 26°C, creating a warm and inclusive setting superb for outdoor adventures and relaxation by the beach. > > > > As you explore St Michaels, you'll find an abundance of activities tailored to your interests. The pleasant weather makes it ideal for water sports, hiking, and enjoying the vibrant local markets. The bustling energy of summer brings various festivals and events, allowing you to immerse yourself in the local culture while meeting fellow travellers and residents alike. > > > > If you're seeking a quieter experience, consider visiting in September. This month still offers mild temperatures and fewer crowds, making it an excellent time to enjoy the beauty of St Michaels at a more leisurely pace. You can stroll along the waterfront or explore the charming shops and galleries without feeling rushed, all while taking advantage of the beautiful early autumn scenery. > > > > For those who appreciate a balance between comfort and good value, visiting in the shoulder seasons—late spring or early autumn—may offer the best of both worlds. The weather remains pleasant, and you may find that accommodations and activities are more budget-friendly during these times. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right St. Michaels hotel for you. ### How can I save on a St. Michaels hotel booking with Expedia? > Members always get our best prices. Find our best St. Michaels hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a St. Michaels hotel? > Prices for hotels in St. Michaels often vary, but you can find a great deal from CA $97 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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