Title: Book The Best Hotels in Sherwood, MD for 2025 from CA $99 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Sherwood](https://expedia.ca/Sherwood-Vacation-Rentals.d6034722.Travel-Guide-VacationRentals)[Sherwood Car Rentals](https://expedia.ca/Car-Rentals-In-Sherwood.d6034722.Car-Rental-Guide)[Sherwood Vacation Packages](https://expedia.ca/Sherwood.d6034722.Destination-Travel-Guides) ![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Sherwood, MD from CA $99 - ![](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 Sherwood Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=OCEAN_VIEW) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&travelerType=family_friendly) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=WATER_PARK) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=POOL) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=COTTAGE) Spa [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=SPA_ON_SITE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=CONDO) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Sherwood%2C+Maryland%2C+United+States+of+America®ionId=6034722&latLong=38.761505%2C-76.31884&adults=2&startDate=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=PETS) ## Check prices for these dates Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6034722&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6034722&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6034722&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6034722&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,160 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.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 (924) "nice, clean, up to date, budget friendly hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike CA $134 CA $149 total includes taxes & fees Dec 14 - Dec 15 [](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) ![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) ![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 (1001) "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 $143 CA $159 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Kent Narrows & Marina Grasonville 9.4/10 Exceptional (657) "My favorite hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen CA $199 CA $221 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.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 Annapolis 8.6/10 Excellent (1001) "Great environment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvador E CA $216 CA $247 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.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) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.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) ### Hampton Inn & Suites Annapolis Annapolis 8.2/10 Very good (1006) "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 $135 CA $154 total includes taxes & fees Dec 3 - Dec 4 [](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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.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) ### 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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.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) ![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 (1006) "Clean, easy parking, nice staff but over priced breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle CA $139 CA $159 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/4e09e32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/ce711b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/56ebe044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/6371b691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Prince Frederick by IHG Prince Frederick 8.8/10 Excellent (685) "Was clean and great area. Great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $145 CA $161 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Prince-Frederick-Hotels-Holiday-Inn-Express-Prince-Frederick.h281565.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/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) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1900) "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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.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 $95 CA $108 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](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, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/f68fafe7.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) ### Annapolis Waterfront Hotel, Autograph Collection Historic District 8.8/10 Excellent (876) "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 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.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) ### Kent Island Resort Stevensville 9.2/10 Wonderful (125) "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 $176 CA $245 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.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) ![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) ![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) ### Hilton Garden Inn Annapolis Downtown Annapolis 8.6/10 Excellent (1007) "Clean room, great staff, great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susanne CA $104 CA $118 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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/6846c015.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) ![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) ### Sonesta ES Suites Annapolis Edgewater 8.8/10 Excellent (952) "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) ![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/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](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 (1010) "Room was comfortable and the staff were courtesy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $87 CA $99 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/f3d25a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/f8a3b646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels, soap](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/1cf0d201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/ff263829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay by Best Western Prince Frederick Prince Frederick 7.6/10 Good (199) "Good place to stay in the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo CA $103 CA $115 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Prince-Frederick-Hotels-Prince-Frederick.h101332130.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/ac9f5b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/e92b8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/cea7f239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Annapolis Annapolis 9.0/10 Wonderful (1000) "Friendly staff and comfortable rooms. We love staying here when we visit the area as a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $142 CA $162 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/ad8d4ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/27bb8cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort Chesapeake Beach 8.4/10 Very good (1001) "Clean room, friendly & helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $126 CA $169 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/b42a3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/9f06834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Chesapeake Bay Beach Club Stevensville 9.4/10 Exceptional (427) "Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Warren CA $258 CA $322 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG Annapolis 8.2/10 Very good (1001) "Staff at front desk were incredibly friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nina CA $106 CA $121 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.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=2025-12-05&endDate=2025-12-06®ionId=6034722&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%2FSherwood-Hotels.d6034722.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSherwood-Hotels.d6034722.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_6034722) ## Learn more about Sherwood Explore the historic Sherwood Forest community with its charming waterfront homes and private marina along the Severn River. Nearby Annapolis offers sailing excursions, while local residents enjoy exclusive access to the community beach and tennis courts. [See all hotels in Sherwood](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&adults=2®ionId=6034722) ![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## More cheap stays in Sherwood ![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 24 - Nov 25 includes taxes & fees 8/10 Very Good! (1,000 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! (1,004 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 $135 CA $154 total Dec 3 - Dec 4 includes taxes & fees 8/10 Very Good! (1,005 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 $117 CA $133 total Dec 7 - Dec 8 includes taxes & fees 8.8/10 Excellent! (167 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 $129 CA $143 total Dec 3 - Dec 4 includes taxes & fees 8/10 Very Good! (1,006 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! (812 reviews) [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ## Hotels in Sherwood 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-Sherwood-Hotels.s50-0-d6034722.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 8 properties [](https://expedia.ca/4Star-Sherwood-Hotels.s40-0-d6034722.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 81 properties [](https://expedia.ca/3Star-Sherwood-Hotels.s30-0-d6034722.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 84 properties [](https://expedia.ca/2Star-Sherwood-Hotels.s20-0-d6034722.Travel-Guide-Filter-Hotels) ## Recent reviews of Sherwood hotels ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg) ### Rod 'N' Reel Resort 5/5 Excellent "Love it " A verified traveller stayed at Rod 'N' Reel Resort Posted 2 days ago [](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![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 "Everything was great" A verified traveller stayed at DoubleTree by Hilton Hotel Annapolis Posted 2 days ago [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.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 courtesy of the staff. " A verified traveller stayed at Hampton Inn & Suites Annapolis Posted 3 days ago [](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) ### Candlewood Suites Annapolis by IHG 5/5 Excellent "Very helpful and friendly front desk staff, clean and well-appointed rooms. The free laundry room was a real bonus for us. Having a spacious kitchen in our room made our four-day stay during a long road trip so appreciated. " A verified traveller stayed at Candlewood Suites Annapolis by IHG Posted 3 days ago [](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.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 "." 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) ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 5/5 Excellent "This is a charming little inn conveniently located right in St Michaels. The staff was great, the rooms clean, and plenty of parking. In the warmer months you can enjoy the pool and roomy outdoor seating areas." A verified traveller stayed at St Michaels Inn Posted 4 days ago [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.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 "I was very happy with this hotel. It is in a great walkable area. The staff were super friendly and helpful. The valet was efficiently done by app. We found ourselves commenting throughout that it was better than we expected. " A verified traveller stayed at Hilton Garden Inn Annapolis Downtown Posted 4 days ago [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.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 "Very good clean rooms location and comfortable " 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) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 5/5 Excellent "Our room had a large bed along with a pull out sofa. I didn’t realize we would have a kitchen with stove, fridge, plates, and cookware. The room was spacious, the pool was fun to hang out. " A verified traveller stayed at Sonesta ES Suites Annapolis Posted 5 days ago [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Sherwood? > The most popular time to visit Sherwood is in March, when the landscape begins to awaken from winter's slumber. During this month, temperatures start to rise, averaging around 10°C, making it a lovely time for outdoor exploration and enjoying the lush greenery of Sherwood Forest, renowned for its rich history and enchanting woodlands. > > > > As you consider your travel plans, it's worth noting that the peak season runs from March to May. This period attracts many visitors eager to experience the vibrant scenery and engage in various outdoor activities, such as hiking and cycling through the forest trails. The atmosphere is lively, with plenty of opportunities for guided tours that delve into the legendary tales of Robin Hood, adding a touch of adventure to your visit. > > > > For those who appreciate quieter moments in nature, February is often considered a low season. While the temperatures can be cooler, typically around 5°C, this month offers a unique charm, with fewer crowds allowing for a more intimate experience with the woodland surroundings. If you're happy to bundle up, you'll find the serene beauty of the forest quite captivating. ### 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 Sherwood hotel for you. ### How can I save on a Sherwood hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Sherwood hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Sherwood hotel? > Prices for hotels in Sherwood often vary, but you can find a great deal from CA $99 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. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in St. Michaels](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-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) - [Motels in Bellevue](https://www.expedia.ca/Bellevue-Motels.d553248635975867527-aaMotels.Travel-Guide-Accommodation) - [Bozman Hotels](https://www.expedia.ca/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - 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