Title: Book The Best Hotels in St. Michaels, MD for 2026 from CA $113 - 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 $113 - ![](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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=SPA_ON_SITE) Ocean view [](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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=OCEAN_VIEW) 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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=APARTMENT) Condo [](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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=CONDO) ## Check prices for these dates Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for St. Michaels hotels ![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051.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) ![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.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 [](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) Downtown St. Michaels 9.8/10 Exceptional (408) "Awesome! Love the room and fireplace!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $274 CA $332 total includes taxes & fees Dec 15 - Dec 16 [](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) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/26f606ca.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) ![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 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) St. Michaels 8.2/10 Very good (1000) "clean and comfy, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara CA $146 CA $161 total includes taxes & fees Dec 24 - Dec 25 [](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) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.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) ### Inn at Perry Cabin [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (371) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $650 CA $787 total includes taxes & fees Dec 14 - Dec 15 [](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) ![Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e07c03ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/d05b07bd.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) ### Parsonage Inn [](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information) Downtown 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 $276 CA $303 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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) ![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) ![2 Deluxe Double, queen fire place](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6d7108e1.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) ### George Brooks House B&B [](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information) 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 $211 CA $232 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.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 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) Grasonville 9.2/10 Wonderful (932) "It was very comfortable and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $120 CA $133 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Reception](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/6468097d.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) ### Hilton Garden Inn Kent Island Marina [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) Grasonville 9.0/10 Wonderful (1001) "We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $142 CA $158 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.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 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) Annapolis 8.6/10 Excellent (1003) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tawnya CA $105 CA $120 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.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) ![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/9e72db94.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 [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) Grasonville 9.6/10 Exceptional (674) "Great view, good ambiance all around" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianne CA $160 CA $178 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.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) ### Hampton Inn & Suites Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) Annapolis 8.2/10 Very good (1001) "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 $125 CA $142 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7e58a966.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) ### Courtyard by Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) Annapolis 8.6/10 Excellent (1001) "Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $116 CA $132 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.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) ![Business centre](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/a77fa217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/768e2886.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) ### The Westin Annapolis [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) Annapolis 8.6/10 Excellent (1000) "Spectacular " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $212 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.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/cfbb67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) Annapolis 8.8/10 Excellent (1000) "Excellent from check in to check out, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $178 CA $203 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) Annapolis 9.0/10 Wonderful (1002) "Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $131 CA $150 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.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) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/af281015.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) ![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) ### Annapolis Waterfront Hotel, Autograph Collection [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) Historic District 8.8/10 Excellent (881) "Great location, nice and clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Micah CA $245 CA $279 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.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) ### Historic Inns of Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) Historic District 9.0/10 Wonderful (1898) "Great staff, comfortable beds, clean rooms and perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) Annapolis 8.6/10 Excellent (1007) "Great value for stay with breakfast included " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aisling CA $109 CA $124 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.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) ![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) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/9e0f5859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1002) "Very courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $221 CA $288 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/d39579fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking (Whirlpool)](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/9a55b500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) Annapolis 8.2/10 Very good (1000) "Clean room and friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Silvia CA $110 CA $126 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Stevensville 9.2/10 Wonderful (128) "The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $198 CA $269 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.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=2025-12-26&endDate=2025-12-27®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) ## Where to stay in St. Michaels Experience the charm of St. Michaels, Maryland, where outdoor enthusiasts and families alike can enjoy scenic waterfront views and rich history. Stroll along St. Michaels Harbour, explore the local art scene, or relax at nearby marinas on the Eastern Shore. With its delightful atmosphere, this romantic getaway offers something for everyone, from sun-soaked excursions to family-friendly activities. Don't miss the quaint neighbourhoods that showcase the area's unique heritage and vibrant community spirit. - Downtown St. Michaels ![](https://mediaim.expedia.com/destination/1/e708a2ddef7b36b18845a12b959447e3.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=988925776032653312) ![Downtown St. Michaels map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:eqvkFj%7EgpMo_%40qFiAm%5EjIg_%40j%5DqS%60n%40cOdMvVc_%40l%7C%40ab%40vU&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=z_iKqYb7o_NS-0pgfsIKYx3AypQ=) ### Downtown St. Michaels [See properties](https://www.expedia.ca/Hotel-Search?regionId=988925776032653312) ## 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=2025-12-26&endDate=2025-12-27&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 St. Michaels, Maryland, is perfect for outdoor adventures, romantic getaways, and family vacations. Visitors can explore various attractions, including urban parks, the St. Michaels Museum, and the marina. This charming town offers a blend of cultural experiences and outdoor activities, making it ideal for families and leisure seekers alike. Don't miss the chance to visit St. Mary and enjoy the scenic beauty of St. Michaels while immersing yourself in its rich history. [](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 Experience the rich maritime culture at Chesapeake Bay Maritime Museum, where you can explore fascinating exhibits and engage with the vibrant local heritage of the region. [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 Enjoy exquisite local wines paired with artisanal cheeses at St. Michaels Winery, where a romantic atmosphere meets delightful entertainment for an unforgettable experience. [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 St. Michaels Museum offers a captivating glimpse into local history, enriched with cultural vibes that make for a unique and immersive experience. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561196327) ## More cheap stays in St. Michaels ![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 $99 CA $113 total Dec 19 - Dec 20 includes taxes & fees 7.6/10 Good! (1,001 reviews) [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.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 $111 CA $122 total Dec 21 - Dec 22 includes taxes & fees 7.6/10 Good! (824 reviews) [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.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 $115 CA $128 total Dec 22 - Dec 23 includes taxes & fees 8/10 Very Good! (1,000 reviews) [](https://expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.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 $116 CA $132 total Dec 19 - Dec 20 includes taxes & fees 8.8/10 Excellent! (176 reviews) [](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.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 $125 CA $142 total Dec 18 - Dec 19 includes taxes & fees 8/10 Very Good! (1,000 reviews) [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![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 $146 CA $161 total Dec 24 - Dec 25 includes taxes & fees 8/10 Very Good! (1,001 reviews) [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.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 upscale rooom..bed was amazing " A verified traveller stayed at DoubleTree by Hilton Hotel Annapolis Posted 3 days ago [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.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 "Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet." A verified traveller stayed at Country Inn & Suites by Radisson, Annapolis, MD Posted 4 days ago [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg) ### The Wildset 5/5 Excellent "Nice large room. Free breakfast was good." A verified traveller stayed at The Wildset Posted 5 days ago [](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg) ### Crowne Plaza Annapolis by IHG 5/5 Excellent "Excellent from check in to check out, highly recommend!" A verified traveller stayed at Crowne Plaza Annapolis by IHG Posted 5 days ago [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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 "Love this inn for the location and ambience. The staff is always so friendly and accurate." A verified traveller stayed at Historic Inns of Annapolis Posted 6 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 "Excelente the staff and everything was very nice " 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) ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg) ### Annapolis Waterfront Hotel, Autograph Collection 5/5 Excellent "Great location, nice and clean " A verified traveller stayed at Annapolis Waterfront Hotel, Autograph Collection Posted 7 days ago [](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.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 "Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience. " A verified traveller stayed at Hyatt Regency Chesapeake Bay Posted 7 days ago [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.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 "Very nice hotel. The dog park could have better lighting. " A verified traveller stayed at Graduate by Hilton Annapolis Posted 9 days ago [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ## Frequently asked questions ### What are the best hotels in St Michaels with outdoor pools? > 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? ### Which St Michaels hotels offer poolside service for food and drinks? > 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? ### How can I save on a hotel in St Michaels with Expedia? ### Can I cancel my hotel reservation on Expedia? ### What are the best budget hotels in St. Michaels? > 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? ### When is the best time to go to St. Michaels? > 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? ### How can I save on a St. Michaels hotel booking with Expedia? ### How much is the nightly rate at a St. Michaels hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Algonquin Hotels ](https://www.expedia.ca/Algonquin-Hotels.d553248635975860123.Travel-Guide-Hotels) - [Arundel on the Bay Hotels ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels.0-n553248635976475949-0.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre ](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) - [Apartments in Bellevue ](https://www.expedia.ca/Bellevue-Apartments.d553248635975867527-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Bellevue ](https://www.expedia.ca/Bellevue-Condos.d553248635975867527-aaCondos.Travel-Guide-Accommodation) - 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