Title: Book the Best Hotels with POOL in Princess Anne in 2025 | Expedia.ca [Hotels in Princess Anne](https://expedia.ca/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.ca/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Princess Anne Car Rentals](https://expedia.ca/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)[Princess Anne Vacation Packages](https://expedia.ca/Princess-Anne.d148385.Destination-Travel-Guides) ![Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Princess Anne, MD - ![](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 Princess Anne Hotels with a Pool Tonight [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Princess Anne Hotels with a Pool ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/8d03aa6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/05a5e8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/07858ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/820cd1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Princess Anne Princess Anne 6.6/10 (662) "Yea" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chileshe CA $114 CA $127 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) ![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/92723811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/81a5393a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/5fd5a22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland Fruitland 9.2/10 Wonderful (1003) "The staff was friendly and helpful. The room was clean. The breakfast buffet was very nice. Good stay overall. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette CA $123 CA $138 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/1ee5649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/b31f08dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/0959dd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/4a904801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront Downtown Chincoteague 9.2/10 Wonderful (572) "I had an enjoyable stay. I will return there the next time I vacation on Chincoteague." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becca CA $164 CA $184 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2d2de68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/e1aeb676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/a484485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Salisbury Salisbury 8.6/10 Excellent (951) "Staff very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee CA $151 CA $169 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/98d3ba4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage | View from room](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/50c3bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/1cd80aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Cottages Downtown Chincoteague 9.8/10 Exceptional (482) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $118 CA $133 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/39d08bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/267cf3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/3ab005a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Inn Downtown Chincoteague 9.0/10 Wonderful (1000) "great staff, good rates, nice views, good beds, nice pier" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy [](https://www.expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Direct Bay Front Double Queen Suite - Bayfront | View from room](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e9bbde17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/0c592b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/86f5de21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chincoteague Island Bayfront Resort Downtown Chincoteague 9.6/10 Exceptional (1007) "The staff were wonderful, and the hospitality was amazing. Enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $134 CA $152 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/e51297d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/780fe5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/0ce74b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/217311fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel Downtown Chincoteague 9.0/10 Wonderful (1001) "Very clean and courteous staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $100 CA $134 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/5060e169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Roll-in Shower (Communications)](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/cd1b60da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/0956493f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Roll-in Shower (Communications)](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/de6529fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG Delmar 8.2/10 Very good (827) "Convenient location to my travel plans " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $117 CA $131 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/5eef4cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/07069639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/ab94f972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/fed30331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Salisbury, MD Salisbury 7.4/10 Good (1000) "Hotel was fine. Pool out of service, one main reason for booking was the pool for the grandkids. Plus closeness to the venue" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $138 CA $155 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.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=2025-12-08&endDate=2025-12-09®ionId=148385&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](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=AFFINITY_BF_PROMO_148385) ## Top Princess Anne Hotel Reviews ![Hampton Inn Salisbury](https://images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg) ### Hampton Inn Salisbury 10/10 Excellent "Everything was excellent. One of the best hotels I have stayed in" [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information) ![Microtel Inn & Suites by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/800000/795300/795277/3268c191_y.jpg) ### Microtel Inn & Suites by Wyndham Salisbury 10/10 Excellent "The room was clean and beds were comfortable." [](https://expedia.ca/Salisbury-Hotels-Microtel-Inn-Suites-By-Wyndham-Salisbury.h795277.Hotel-Information) ![Courtyard by Marriott Salisbury](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5_y.jpg) ### Courtyard by Marriott Salisbury 10/10 Excellent "Many breakfast items were unavailable. Only negative. " [](https://expedia.ca/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg) ### Hampton Inn & Suites Salisbury/Fruitland 10/10 Excellent "Great staff. Very clean" [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg) ### Best Western Plus Pocomoke City 10/10 Excellent "The room was spotless so clean and comfortable staff was amazing and I will definitely be staying again" [](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Best Western Salisbury Plaza](https://images.trvl-media.com/lodging/1000000/30000/24400/24345/w3840h2556x0y4-a75b7a87_y.jpg) ### Best Western Salisbury Plaza 10/10 Excellent "Clean room" [](https://expedia.ca/Salisbury-Hotels-Best-Western-Salisbury-Plaza.h24345.Hotel-Information) ![Wingate by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/51d14f46_y.jpg) ### Wingate by Wyndham Salisbury 10/10 Excellent "Yes on all counts" [](https://expedia.ca/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information) ![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg) ### Waterside Inn 10/10 Excellent "Yes " [](https://expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Marina Bay Hotel & Suites, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/f262e98b_y.jpg) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel 10/10 Excellent "Very clean and courteous staff!" [](https://expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Princess Anne? > [Econo Lodge Princess Anne](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information): Features continental, a seasonal outdoor pool, and free self parking. [Americas Best Value Inn Princess Anne](https://www.expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information): Provides complimentary wired internet access, an indoor pool, and free self parking. [Courtyard by Marriott Salisbury](https://www.expedia.ca/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information): Offers daily, an indoor pool, and free self parking. [Microtel Inn & Suites by Wyndham Salisbury](https://www.expedia.ca/Salisbury-Hotels-Microtel-Inn-Suites-By-Wyndham-Salisbury.h795277.Hotel-Information): Offers full, a seasonal outdoor pool, and complimentary wired internet access. [Country Inn & Suites by Radisson, Salisbury, MD](https://www.expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information): Features a private beach, a seasonal outdoor pool, and a snack bar/deli. ### What is there to see and do in Princess Anne? > Make a point to visit attractions like Mount Vernon Beach and Manokin Park. During your stay, check out sights such as Somerset County Library, Princess Anne Town Hall, and Frederick Douglass Library. You'll also discover lots of options for restaurants in Princess Anne. ### When is the best time to book a hotel with a pool in Princess Anne? > You may want to consider a place to stay that offers an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Kingston](https://www.expedia.ca/4Star-Kingston-Hotels.s40-0-d553248635975867875.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) - [Hotels with a Pool in Bivalve](https://www.expedia.ca/Bivalve-Hotels-Hotel-With-Pool.0-0-d553248635975846907-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels near Cypress Park](https://www.expedia.ca/Cypress-Park-Hotels.0-l6293998-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Deal Island](https://www.expedia.ca/Deal-Island-Hotels-Pet-Friendly-Hotel.0-0-d3000440545-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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