Title: Book the Best Hotels with POOL in Princess Anne in 2026 | 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) ![](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.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 Princess Anne Hotels with a Pool Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Princess Anne hotels with a pool ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/d061d423.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) ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/e616b7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/55f8c0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Princess Anne [](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) Princess Anne 6.6/10 (669 reviews) "We have stayed in several hotels in the area and this was the nicest." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $106 CA $118 total includes taxes & fees Jan 19 - Jan 20 [](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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/a4fbeace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/df6f3b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite non smoking | Minibar](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/7bff4aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) Fruitland 9.2/10 Wonderful (1,001 reviews) "rooms are clean, good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JENNIFER CA $136 CA $152 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/fed30331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/b758d55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/0bfa97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Salisbury, MD [](https://www.expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information) Salisbury 7.4/10 Good (1,000 reviews) "Great customer service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonya CA $110 CA $123 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/47a9d6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/9aeb2be8.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) ### Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG [](https://www.expedia.ca/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.Hotel-Information) Delmar 8.2/10 Very good (834 reviews) "Everything was excellent. I would give this property a solid 5 stars!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert CA $110 CA $123 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.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) ![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/9a7af02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/78e32203.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) ### Key West Cottages [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) Downtown Chincoteague 9.8/10 Exceptional (500 reviews) "What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julie [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/17e42883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/049f9c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/0b5ea2de.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) ### Comfort Suites Chincoteague Island Bayfront Resort [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) Downtown Chincoteague 9.6/10 Exceptional (1,001 reviews) "Over all friendly, clean, great continental breakfast and cheerful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $140 CA $159 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/ae01482b.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) ![Lobby](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/41034ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/6b25f927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) Downtown Chincoteague 9.0/10 Wonderful (1,001 reviews) "The rooms were spotless, nice breakfast , we really enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $93 CA $125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/440afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/68796c26.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) ![View from property](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/59257844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront [](https://www.expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) Downtown Chincoteague 9.2/10 Wonderful (583 reviews) "Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $161 CA $181 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.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) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/1284edf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/a496f685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/08963dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Inn [](https://www.expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) Downtown Chincoteague 9.0/10 Wonderful (1,000 reviews) "We had a great time. Ample room and amazing breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephania [](https://www.expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/7a6da886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/3e1337a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/f8626115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Pocomoke City [](https://www.expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) Pocomoke City 8.6/10 Excellent (886 reviews) "Clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $123 CA $137 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.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=2026-01-27&endDate=2026-01-28®ionId=148385&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 "Clean facitlity and I usually stay at Hampton inns. The bed was a little firm for me. That was the only reason I didn’t rate 5 stars." [](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 "clean room and comfortabl" [](https://expedia.ca/Salisbury-Hotels-Microtel-Inn-Suites-By-Wyndham-Salisbury.h795277.Hotel-Information) ![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg) ### Comfort Suites Chincoteague Island Bayfront Resort 10/10 Excellent "Everything was amazing " [](https://expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Hampton Inn & Suites Chincoteague Waterfront](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/72fcaffc_y.jpg) ### Hampton Inn & Suites Chincoteague Waterfront 10/10 Excellent "Beautiful!" [](https://expedia.ca/Chincoteague-Hotels-Hampton-Inn-Suites-Chincoteague-Waterfront.h899134.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 "Clean hotel. Polite employees. Located in an areas with restaurants and shopping." [](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 clean! The staff was pleasant and the breakfast Great!" [](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.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 "The staff were wonderful, accommodating, and understanding. The room was amazing and spacious, housekeepers were friendly, and the little make shift animal was the most adorable thing ever. The bed and pillows are super soft, like floating on clouds. This was the best homecation ever and will be booking again for future homecations!" [](https://expedia.ca/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/328be560_y.jpg) ### Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG 10/10 Excellent "Everything was excellent. I would give this property a solid 5 stars!" [](https://expedia.ca/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.Hotel-Information) ![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg) ### Waterside Inn 10/10 Excellent "We have stayed here many times over the years and it is always a pleasant experience!" [](https://expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Princess Anne with outdoor pools? > Guests appreciate the comfortable and clean rooms, along with the friendly staff who go the extra mile to ensure a pleasant stay. The hotel also provides a complimentary continental breakfast and free WiFi, making it a convenient choice for families seeking both value and comfort. ### How much does a hotel with outdoor pool in Princess Anne cost? ### Is it cheaper to book flights and a hotel in Princess Anne as a package? ### How can I save on a hotel in Princess Anne with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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