Title: Book the Best Hotels with POOL in Pittsville in 2025 | Expedia.ca [Hotels in Pittsville](https://expedia.ca/Pittsville-Hotels.d553248634999093420.Travel-Guide-Hotels)[Vacation Rentals in Pittsville](https://expedia.ca/Pittsville-Vacation-Rentals.d553248634999093420.Travel-Guide-VacationRentals)[Pittsville Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsville.d553248634999093420.Car-Rental-Guide)[Pittsville Vacation Packages](https://expedia.ca/Pittsville.d553248634999093420.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Pittsville, MD from CA $91 ![](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 Pittsville Hotels with a Pool Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=553248634999093420&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=553248634999093420&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634999093420&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634999093420&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pittsville Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/82eaf0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/7773575b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/f6ee8e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/83ce2997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Shores, Tapestry Collection by Hilton Fenwick Island 9.4/10 Exceptional (670) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $113 CA $126 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Fenwick-Shores.h8308889.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/f4ffab6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/3a0853bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/b98ae621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/4cb67a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City 9.0/10 Wonderful (3299) "We always stay here, great place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $78 CA $108 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/2ddc1565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/045cc807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Oceanfront | Living area](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/3da0dd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach yoga](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1069) "Beautful hotel great veiws. Very happy with the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian CA $93 CA $104 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/c71224e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/2fcfbe0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/0e716747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Inn North Ocean City 8.8/10 Excellent (2013) "Very nice place to stay friendly staff very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $86 CA $117 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/1116dd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3835x0y5-52ff0f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3835x0y5-e3349d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Two Queen Beds, Bay View](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/445ce1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Ocean City/Bayfront-Convention Center Midtown Ocean City 8.8/10 Excellent (1007) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lenny CA $82 CA $91 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d.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/24000000/23520000/23511900/23511859/w3837h2546x3y0-2a92d744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/8cb72b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/72680920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City 9.0/10 Wonderful (1573) "Great property , large rooms and free breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $116 CA $129 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/607bb91a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/08f08113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/eb718924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/fcecd38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel Downtown Ocean City 9.2/10 Wonderful (1020) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $79 CA $102 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/64fbb678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed, Accessible, Bathtub (Mobility & Hearing) | Living area](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/1c228349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/11c5a97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1000) "Nice hotel good restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred CA $129 CA $143 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/f06ec72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/51e3d9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking, City View | View from room](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/a89967ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/a55ee11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Ocean City Boardwalk Downtown Ocean City 9.0/10 Wonderful (1036) "Very nice rooms and accommodating staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $98 CA $109 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ocean-City-Hotels-Comfort-Inn-Boardwalk.h570278.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/3a8b4ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Partial Ocean View](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/c2156667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/65279325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront Downtown Ocean City 9.2/10 Wonderful (1105) "Very nice hotel, great location and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $107 CA $121 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.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=2025-11-12&endDate=2025-11-13®ionId=553248634999093420&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pittsville Hotel Reviews ![Grand Hotel Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "yes" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab_y.jpg) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "We had an amazing view of the ocean. It was beautiful. The room was beautiful and cute cozy, and the hotel staff were very friendly and hospitable." [](https://expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ![Princess Royale Oceanfront Resort](//images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "Beach front condo had beautiful views" [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](//images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Beautiful room and view, everything was clean and comfortable." [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Comfort Inn Ocean City Boardwalk](//images.trvl-media.com/lodging/1000000/580000/570300/570278/51e3d9bd_y.jpg) ### Comfort Inn Ocean City Boardwalk 10/10 Excellent "Such a great find. We only needed one night and found this great place. Clean, comfortable, polite, good breakfast. We even had time to take an evening walk on the beach. " [](https://expedia.ca/Ocean-City-Hotels-Comfort-Inn-Boardwalk.h570278.Hotel-Information) ![The Americana Hotel](//images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/fc3af3e9_y.jpg) ### The Americana Hotel 10/10 Excellent "Beach view was nice. Room was clean. Staff was great." [](https://expedia.ca/Ocean-City-Hotels-The-Americana-Hotel.h13279694.Hotel-Information) ![Fenwick Inn](//images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "Everything was great..No complaints. I will be back" [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Holiday Inn & Suites Ocean City by IHG](//images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "Front desk staff was very friendly upon check in and the room was as promised in the listing. Very clean with a fantastic view. " [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Quality Inn Oceanfront](//images.trvl-media.com/lodging/1000000/20000/13300/13212/17228a7d_y.jpg) ### Quality Inn Oceanfront 10/10 Excellent "Very nice hotel" [](https://expedia.ca/Ocean-City-Hotels-Quality-Inn-Oceanfront.h13212.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Pittsville? > [Grand Hotel Ocean City Oceanfront](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information): Hotel, 1-minute walk from Ocean City Beach. Features an indoor pool, an outdoor pool, and 4 restaurants. [Hyatt Place Ocean City / Oceanfront](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information): Hotel, 1-minute walk from Ocean City Boardwalk. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. [Hilton Ocean City Oceanfront Suites](https://www.expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information): Resort, 1-minute walk from Ocean City Beach. Provides a children's pool, a seasonal outdoor pool, and a lazy river. [Princess Royale Oceanfront Resort](https://www.expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information): Hotel, 3-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool, and a snack bar/deli. [Hilton Garden Inn Ocean City Oceanfront](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information): Hotel, 1-minute walk from Ocean City Beach. Offers a snack bar/deli, a pool, and complimentary wireless internet access. ### What is there to see and do in Pittsville? > Explore places like Ocean City Beach while you're in the area. Make a point to visit attractions like Salisbury Zoo and Frontier Town Water Park and Golf. ### When is the best time to book a hotel with a pool in Pittsville? > You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Pittsville in the hottest months of July, August, or June when the average temp is 74°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 41°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Salisbury](https://www.expedia.ca/4Star-Salisbury-Hotels.s40-0-d6057491.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Berlin](https://www.expedia.ca/Berlin-Hotels-Adults-Only-Resorts.0-0-d79155-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Berlin](https://www.expedia.ca/Berlin-Hotels-All-Inclusive-Hotel.0-0-d79155-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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