Title: Book the Best Hotels with POOL in Dagsboro in 2026 | Expedia.ca [Hotels in Dagsboro](https://expedia.ca/Dagsboro-Hotels.d3000430684.Travel-Guide-Hotels)[Vacation Rentals in Dagsboro](https://expedia.ca/Dagsboro-Vacation-Rentals.d3000430684.Travel-Guide-VacationRentals)[Dagsboro Car Rentals](https://expedia.ca/Car-Rentals-In-Dagsboro.d3000430684.Car-Rental-Guide)[Dagsboro Vacation Packages](https://expedia.ca/Dagsboro.d3000430684.Destination-Travel-Guides) ![Have to pull over to photograph this sunflower field if you're on your way back from the Eastern Shore.](https://images.trvl-media.com/place/3000430684/83e97752-4159-4b1a-9db2-71fcde313273.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mary Pat Collins ![](https://images.trvl-media.com/place/3000430684/83e97752-4159-4b1a-9db2-71fcde313273.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 Dagsboro Hotels with a Pool Tonight [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=3000430684&startDate=2026-01-29&endDate=2026-01-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=3000430684&startDate=2026-01-30&endDate=2026-01-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000430684&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000430684&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Dagsboro hotels with a pool ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/6ded9e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Balcony](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/972bc700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/c0794f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/1071ef56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Ocean City [](https://www.expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,001 reviews) "Clean,safe,and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ashia CA $96 CA $108 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/df24e03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/ad9cdd0e.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/7811430e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) Downtown Ocean City 9.0/10 Wonderful (3,451 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracie [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/82eaf0b8.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) ![Lobby](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/7773575b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/8c7cbe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Shores, Tapestry Collection by Hilton [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Fenwick-Shores.h8308889.Hotel-Information) Fenwick Island 9.4/10 Exceptional (707 reviews) "Our room was amazing, clean very roomy! Staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $110 CA $123 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Fenwick-Shores.h8308889.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/2b54bb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/a68045c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/49cf595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Balcony, Oceanfront | Living room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/fce3df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,000 reviews) "great experience with the kids for a nice weekend getaway in the winter" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Graham CA $114 CA $128 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9750000/9743900/9743856/f1626865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Direct Oceanfront Room,1 King Bed with Sofa bed | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9750000/9743900/9743856/f4c3cc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large Ocean View Room, 1 King Bed with Sofa bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/10000000/9750000/9743900/9743856/d45860b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Direct Oceanfront Room,1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/10000000/9750000/9743900/9743856/0e355c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surf Club Oceanfront Hotel [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Surf-Club-Oceanfront-Hotel.h9743856.Hotel-Information) Dewey Beach 9.2/10 Wonderful (1,150 reviews) "Room was spacious and views were spectacular. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Surf-Club-Oceanfront-Hotel.h9743856.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) ![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5755h3835x5y5-9ccd8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3835x0y5-8a7d75bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3837x0y0-4aa509f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Ocean City/Bayfront-Convention Center [](https://www.expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) Midtown Ocean City 8.8/10 Excellent (1,000 reviews) "Excellent service and walking distance to the convention center." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie CA $79 CA $89 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) ![Indoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/16000000/15250000/15248500/15248443/39e419ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room Selected at Check-in | Fireplace](https://images.trvl-media.com/lodging/16000000/15250000/15248500/15248443/a10b5b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15250000/15248500/15248443/ea0b9bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15248500/15248443/5bd4f7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Avenue Inn and Spa [](https://www.expedia.ca/Rehoboth-Beach-Hotels-The-Avenue-Inn-And-Spa.h15248443.Hotel-Information) Downtown 9.6/10 Exceptional (1,185 reviews) "Great staff and hotel First class 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $97 CA $107 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-The-Avenue-Inn-And-Spa.h15248443.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/980000/972800/972763/6c1b2ec1.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/1000000/980000/972800/972763/7af1e330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/972800/972763/6d0b9a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/980000/972800/972763/1af92a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bellmoor Inn & Spa [](https://www.expedia.ca/Rehoboth-Beach-Hotels-The-Bellmoor-Inn-Spa.h972763.Hotel-Information) South Rehoboth 9.4/10 Exceptional (1,011 reviews) "Great room, super comfortable bed, wonderful hot breakfast included, nice helpful staff. Stayed several days and will return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie CA $105 CA $137 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-The-Bellmoor-Inn-Spa.h972763.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/fe6e5e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b145f38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/55df329a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/5e752c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Royale Oceanfront Resort [](https://www.expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) North Ocean City 8.8/10 Excellent (2,329 reviews) "Nice hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NAY LINN [](https://www.expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/9050a3a2.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/14000000/13280000/13279600/13279522/54e2685b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/e607fa92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/41a02ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (1,090 reviews) "Always a good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $88 CA $113 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.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=2026-02-12&endDate=2026-02-13®ionId=3000430684&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Dagsboro Hotel Reviews ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "Absolutely perfect " [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![The Bellmoor Inn & Spa](https://images.trvl-media.com/lodging/1000000/980000/972800/972763/f8942fe7_y.jpg) ### The Bellmoor Inn & Spa 10/10 Excellent "Enjoyable all the way around. We loved it!" [](https://expedia.ca/Rehoboth-Beach-Hotels-The-Bellmoor-Inn-Spa.h972763.Hotel-Information) ![The Avenue Inn and Spa](https://images.trvl-media.com/lodging/16000000/15250000/15248500/15248443/e21481d2_y.jpg) ### The Avenue Inn and Spa 10/10 Excellent "Great staff and hotel First class 😊" [](https://expedia.ca/Rehoboth-Beach-Hotels-The-Avenue-Inn-And-Spa.h15248443.Hotel-Information) ![Holiday Inn Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/2c2c5ee3_y.jpg) ### Holiday Inn Ocean City by IHG 10/10 Excellent "Amazing room!! Beautiful view! Impeccably clean room! Pool really nice and clean. Employees super friendly as well. " [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Atlantic Sands Hotel & Conference Center](https://images.trvl-media.com/lodging/2000000/1160000/1151000/1150975/1ec563b1_y.jpg) ### Atlantic Sands Hotel & Conference Center 10/10 Excellent "We didn't want anyone to clean the room during our stay for 4 nights. " [](https://expedia.ca/Rehoboth-Beach-Hotels-Atlantic-Sands-Hotel-Conference-Center.h1150975.Hotel-Information) ![Holiday Inn & Suites Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "The rooms are clean. The staff is friendly and the adjoining restaurant is great." [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "They made sure our winter trip to OC was great!" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Hyatt Place Dewey Beach](https://images.trvl-media.com/lodging/7000000/6100000/6099400/6099301/8944382c_y.jpg) ### Hyatt Place Dewey Beach 10/10 Excellent "Room was great, free crush Friday was fun. I did not eat breakfast - since it was an upcharge. Hotel was conveniently located. " [](https://expedia.ca/Rehoboth-Beach-Hotels-Hyatt-Place-Dewey-Beach.h6099301.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Super friendly staff. Extremely clean room and fantastic view. A walk in shower would be nice but also don’t want to give up the jacuzzi. " [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Dagsboro? ### What is there to see and do in Dagsboro? ### When is the best time to book a hotel with a pool in Dagsboro? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Denton Manor ](https://www.expedia.ca/2Star-Denton-Manor-Ocean-View-Hotels.s20-n553248635976480753-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Bayside Village ](https://www.expedia.ca/4Star-Bayside-Village-Selbyville-Hotels.s40-n553248635976382172-0.Travel-Guide-Filter-Hotels) - [Bayside Hotels ](https://www.expedia.ca/Bayside-Hotels.d553248635976386868.Travel-Guide-Hotels) - [Vacation Homes in Bayside ](https://www.expedia.ca/Bayside-Private-Vacation-Homes.d553248635976386868-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Bayside Resort Golf Club ](https://www.expedia.ca/Bayside-Resort-Golf-Club-Hotels.0-l553248635389801356-0.Travel-Guide-Filter-Hotels) - 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