Title: Book the Best Hotels with POOL in Deale in 2026 | Expedia.ca [Deale Travel Guide](https://expedia.ca/Deale.dx55664)[Hotels in Deale](https://expedia.ca/Deale-Hotels.d55664.Travel-Guide-Hotels)[Vacation Rentals in Deale](https://expedia.ca/Deale-Vacation-Rentals.d55664.Travel-Guide-VacationRentals)[Flights to Deale](https://expedia.ca/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)[Deale Car Rentals](https://expedia.ca/Car-Rentals-In-Deale.d55664.Car-Rental-Guide)[Deale Vacation Packages](https://expedia.ca/Deale.d55664.Destination-Travel-Guides) ![Scenic aerial panorama of Deale waterfront fishing village on the Western Shore of Chesapeake Bay Maryland, popular with boaters. Four tidal creeks Rockhold, Broadwater, Carrs , Parker flow into bay](https://images.trvl-media.com/place/55664/f122ce1d-21d3-45b8-9aea-8667a02404bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/55664/f122ce1d-21d3-45b8-9aea-8667a02404bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Check availability on Deale Hotels with a Pool Tonight [Mar 10 - Mar 11](https://www.expedia.ca/Hotel-Search?regionId=55664&startDate=2026-03-10&endDate=2026-03-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 11 - Mar 12](https://www.expedia.ca/Hotel-Search?regionId=55664&startDate=2026-03-11&endDate=2026-03-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=55664&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=55664&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Deale hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/06cdc3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8d29fbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/da259258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/814e7667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchored Inn at Hidden Harbour Marina [](https://www.expedia.ca/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information) Deale 9.4/10 Exceptional (478 reviews) "Beautiful place to stay, we stay their one to two times a year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $207 CA $236 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/67743db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/d898936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/86e1ff48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) Sherwood 9.4/10 Exceptional (372 reviews) "Clean room, helpful staff, nice breakfast, beautiful views, excellent location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $122 CA $134 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/9f6ae80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/230b1a1d.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) Chesapeake Beach 8.4/10 Very good (1,001 reviews) "Yes the room was clean and the staff was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thurnell CA $134 CA $176 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/11451166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/57bd9cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) Annapolis 8.2/10 Very good (1,000 reviews) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $121 CA $138 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/bc6750c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/e9e3336f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5eb26742.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 (1,000 reviews) "Good value and close to downtown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $126 CA $139 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/d4acde56.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/fc7bcc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281565/7e51788a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Prince Frederick by IHG [](https://www.expedia.ca/Prince-Frederick-Hotels-Holiday-Inn-Express-Prince-Frederick.h281565.Hotel-Information) Prince Frederick 8.8/10 Excellent (701 reviews) "Great environment, friendly staff, great place to stay with family and lots of things to do around the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemary CA $156 CA $188 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Prince-Frederick-Hotels-Holiday-Inn-Express-Prince-Frederick.h281565.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/6e7f4df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/c982427d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/8af764c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Tilghman Island [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) Tilghman 8.8/10 Excellent (93 reviews) "We were" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guevara CA $169 CA $246 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.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) ![Front of property](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6594eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/81d032fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### George Brooks House B&B [](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information) St. Michaels 8.8/10 Excellent (69 reviews) "Gorgeous quaint historic house. Friendly owner, close to town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $217 CA $239 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/a89ed648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/f2d60961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/caa02936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/8dc6445a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites by Marriott Prince Frederick [](https://www.expedia.ca/Prince-Frederick-Hotels-Springhill-Suites-By-Marriott-Prince-Frederick.h1661950.Hotel-Information) Prince Frederick 8.6/10 Excellent (949 reviews) "This is a great hotel to visit. The staff is super friendly, the rooms are very clean and the parking is free with plenty of spaces available. It’s conveniently located to all the shops, restaurants and entertainment. I’m definitely visiting again soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lewis CA $160 CA $178 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Prince-Frederick-Hotels-Springhill-Suites-By-Marriott-Prince-Frederick.h1661950.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) ![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) ![Luxury Suite, 2 Bedrooms, Balcony | Room amenity](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23007304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #6, Queen with Bathtub](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e0611706.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 (131 reviews) "Hosts were wonderful, breakfast was delicious, everything was walkable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathaly CA $202 CA $223 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.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=2026-03-25&endDate=2026-03-26®ionId=55664&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Deale Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_55664) ## Top Deale Hotel Reviews ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg) ### Rod 'N' Reel Resort 10/10 Excellent "Nice hotel. The views were great." [](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/be920909_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 8/10 Good "Good stay" [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg) ### Comfort Inn Largo-Washington DC East 10/10 Excellent "This property offers breakfast and free coffee all day long. It is minutes from Largo Towne Center and many restaurants and the movie theater " [](https://expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98_y.jpg) ### Crowne Plaza Annapolis by IHG 8/10 Good "Nice" [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Courtyard by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56_y.jpg) ### Courtyard by Marriott Annapolis 8/10 Good "The room was clean and well stocked with towels. I liked being able to walk outside to the patio. On addition, having a restaurantwith good food on-site is great!" [](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/fb2063de_y.jpg) ### Holiday Inn Express I-95 Capitol Beltway-Largo by IHG 2/10 Terrible "Sheets were dirty and hair everywhere. Very poor breakfast and poor building " [](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-I-95-Capitol-Beltway-Largo.h1357084.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Lovely and fun theme hotel. Staff was wonderdul" [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](https://images.trvl-media.com/lodging/1000000/10000/6400/6366/c4bcae00_y.jpg) ### La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway 8/10 Good "⭐️⭐️⭐️" [](https://expedia.ca/College-Park-Hotels-La-Quinta-Inn-Suites-By-Wyndham-DC-Metro-Capital-Beltway.h6366.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 4/10 Poor "The elevator was broken when we got there and no one had notified us. Had there been someone handicapped with us it would have been a real problem. Staff was very helpful. " [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Deale? ### What is there to see and do in Deale? ### When is the best time to book a hotel with a pool in Deale? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Chesapeake Beach ](https://www.expedia.ca/5Star-Chesapeake-Beach-Hotels.s50-0-d88967.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Rose Haven ](https://www.expedia.ca/5Star-Rose-Haven-Hotels.s50-0-d153066.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Beach-Hotel.0-n553248635976475949-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Golf-Hotel.0-n553248635976475949-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976475949-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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