Title: Book the Best Hotels with POOL in Preston in 2025 | Expedia.ca [Hotels in Preston](https://expedia.ca/Preston-Hotels.d3000440824.Travel-Guide-Hotels)[Vacation Rentals in Preston](https://expedia.ca/Preston-Vacation-Rentals.d3000440824.Travel-Guide-VacationRentals)[Preston Car Rentals](https://expedia.ca/Car-Rentals-In-Preston.d3000440824.Car-Rental-Guide)[Preston Vacation Packages](https://expedia.ca/Preston.d3000440824.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/49aeb39d1297aa325883028ae03bfba2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Preston, MD from CA $112 ![](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 Preston Hotels with a Pool Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000440824&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=3000440824&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000440824&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000440824&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Preston Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894600/894523/8c837e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/894600/894523/df0903d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894600/894523/d4cdb6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/900000/894600/894523/a8d8c412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG Harrington 9.0/10 Wonderful (1004) "Great property, local businesses around a plus" CA $136 CA $151 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Harrington-Dover-Area.h894523.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) ![Second Floor Bay View Double Room with Balcony ](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/4f8f8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/1e3401a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn Tilghman 9.4/10 Exceptional (343) "Beautiful view!" CA $140 CA $154 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/26f606ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.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/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn St. Michaels 8.2/10 Very good (1007) "Great location, free parking, free breakfast excellent staff." CA $127 CA $140 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/700000/694400/694352/28413a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/700000/694400/694352/9f4d3f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/700000/694400/694352/ec0b784c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694400/694352/4f43a14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Harrington - Milford Harrington 7.8/10 Good (1005) "Overall just a nice reasonable location" CA $101 CA $112 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Dover-Hotels-Quality-Inn-And-Suites.h694352.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/cd0addda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/97812c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/16010c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Easton 7.6/10 Good (797) "the room was spacious and relaxing. it was nice and very comfortable. I would stay here again" CA $119 CA $131 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/9475aafe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/c8d7f363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/b966ccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/37f51f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Denton Inn Denton 8.6/10 Excellent (566) "Friendly staff, excellent breakfast." CA $146 CA $162 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Denton-Hotels-Best-Western-Denton-Inn.h1101833.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/d99fe929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/04865cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/1b0dc62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/38f767b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Cambridge Cambridge 8.2/10 Very good (777) "This is my favorite place to stay in Cambridge. Affordable and the staff is always so friendly. " CA $160 CA $177 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/48d9bd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/ead5e21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Grasonville 7.8/10 Good (841) "Great place and great staff" CA $137 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/560000/554500/554451/2134a215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/560000/554500/554451/cc5322a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/560000/554500/554451/dfc75005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/1000000/560000/554500/554451/d83a55da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Seaford Seaford 9.0/10 Wonderful (729) "Clean room, staff was great!" CA $183 CA $203 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Seaford-Hotels-Hampton-Inn-Seaford.h554451.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709218/cbd33ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709218/6cdfde38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709218/9666f1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709218/e95ee145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Seaford Seaford 8.4/10 Very good (896) "Clean, quiet and comfortable beds. Nice breakfast." CA $154 CA $170 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Seaford-Hotels-Comfort-Suites-Seaford.h1709218.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=2025-10-27&endDate=2025-10-28®ionId=3000440824&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Preston Hotel Reviews ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "yes" [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Holiday Inn Express Cambridge by IHG](//images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg) ### Holiday Inn Express Cambridge by IHG 10/10 Excellent "Sink in my room was slow to drain. Mostly due to the stopper not being fully opened." [](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ![Best Western Plus Easton Inn & Suites](//images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 10/10 Excellent "Excellent staff, very clean room, good hotel breakfast " [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Comfort Suites Seaford](//images.trvl-media.com/lodging/2000000/1710000/1709300/1709218/6cdfde38_y.jpg) ### Comfort Suites Seaford 10/10 Excellent "They just need to have housekeeping that speaks English " [](https://expedia.ca/Seaford-Hotels-Comfort-Suites-Seaford.h1709218.Hotel-Information) ![Hampton Inn Seaford](//images.trvl-media.com/lodging/1000000/560000/554500/554451/0eeec760_y.jpg) ### Hampton Inn Seaford 10/10 Excellent "Clean room, staff was great!" [](https://expedia.ca/Seaford-Hotels-Hampton-Inn-Seaford.h554451.Hotel-Information) ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "the room was spacious and relaxing. it was nice and very comfortable. I would stay here again" [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Quality Inn & Suites Harrington - Milford](//images.trvl-media.com/lodging/1000000/700000/694400/694352/28413a44_y.jpg) ### Quality Inn & Suites Harrington - Milford 10/10 Excellent "Clean" [](https://expedia.ca/Dover-Hotels-Quality-Inn-And-Suites.h694352.Hotel-Information) ![Days Inn & Suites by Wyndham Seaford](//images.trvl-media.com/lodging/2000000/1620000/1610400/1610385/71c71954_y.jpg) ### Days Inn & Suites by Wyndham Seaford 10/10 Excellent "Very clean rooms. Friendly staff, easy booking and check out. Gave us a free late check out" [](https://expedia.ca/Seaford-Hotels-Days-Inn-Suites-By-Wyndham-Seaford.h1610385.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Preston? > [St Michaels Inn](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information): Features daily, a seasonal outdoor pool, and free self parking. [Hyatt Regency Chesapeake Bay](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information): Offers 2 outdoor pools, a children's pool, and a private beach. [Quality Inn](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information): Provides buffet, a seasonal outdoor pool, and free self parking. [Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG](https://www.expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Harrington-Dover-Area.h894523.Hotel-Information): Features buffet, a seasonal outdoor pool, and free self parking. [The Wildset](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information): Features daily, a seasonal outdoor pool, and complimentary wired internet access. ### What is there to see and do in Preston? > The picturesque setting of Gerry Boyle Park at Great Marsh and Long Wharf Park showcase the area's natural beauty. Discover sights such as Gilpin's Point Landing and Williston Lake during your stay. ### When is the best time to book a hotel with a pool in Preston? > You may want to consider an accommodation that offers an outdoor pool if you will be visiting Preston in the warmest months of July, August, or June when the average temperature is 74°F. 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