Title: Book the Best Hotels with POOL in Portland in 2025 | Expedia.ca [Hotels in Portland](https://expedia.ca/Portland-Hotels.d3000449457.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d3000449457.Travel-Guide-VacationRentals)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d3000449457.Car-Rental-Guide)[Portland Vacation Packages](https://expedia.ca/Portland.d3000449457.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/9fcd6e151705a89cbad36a4a8c965bb2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay # Find Hotels with a Pool in Portland, NY from CA $171 ![](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 Portland Hotels with a Pool Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000449457&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=3000449457&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000449457&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000449457&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Portland Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/105000000/104970000/104960800/104960738/ab43ff81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104970000/104960800/104960738/c5ec7d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/105000000/104970000/104960800/104960738/42fbca27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 King Bed, Lake View](https://images.trvl-media.com/lodging/105000000/104970000/104960800/104960738/b7944976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Webb's Year Round Resort Mayville 7.2/10 Good (197) "Very quiet and comfortable. Excellent view of lake." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna CA $151 CA $171 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Mayville-Hotels-WEBBS-YAER-AROUND-RESORT.h104960738.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/421900/421865/e08e6349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/430000/421900/421865/8eb08671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/421900/421865/27ec2754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/421900/421865/c1770123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Dunkirk & Fredonia Inn Dunkirk 7.8/10 Good (954) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $168 CA $190 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Dunkirk-Hotels-Best-Western-Dunkirk-Fredonia-Inn.h421865.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/ad59e80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/0ece3a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a6f224e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chautauqua Harbor Hotel - Jamestown Celoron 9.6/10 Exceptional (1001) "Amazing hotel and location. It’s definitely a hidden gem. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Franklin CA $189 CA $214 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/6de81ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/bbe23dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/226c1f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/6ac40161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Jamestown by IHG Jamestown 9.2/10 Wonderful (782) "Fantastic hotel! Would definitely stay again. Comfy beds and pillows, super clean, staff was great, breakfast was fantastic! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannie CA $154 CA $174 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102170000/102168700/102168700/1b109d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102170000/102168700/102168700/f749a752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102170000/102168700/102168700/51606d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102170000/102168700/102168700/6232c635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Fall getaway! Leaves, Wine Tasting, Fishing, Birding, Family Time! Mayville 9.8/10 Exceptional (23) "We had a wonderful time at this perfectly appointed property. The host is very accommodating. Everything designed to ensure a lovely and relaxing time on this beautiful property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vera B. CA $311 CA $579 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sherman-Hotels-Chautauqua-Private-Acreage-Centrally-Located-With-Your-Own-Heated-Pool-To-Enjoy.h102168700.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=2025-11-08&endDate=2025-11-09®ionId=3000449457&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Portland Hotel Reviews ![Best Western Dunkirk & Fredonia Inn](//images.trvl-media.com/lodging/1000000/430000/421900/421865/27ec2754_y.jpg) ### Best Western Dunkirk & Fredonia Inn 10/10 Excellent "Quiet" [](https://expedia.ca/Dunkirk-Hotels-Best-Western-Dunkirk-Fredonia-Inn.h421865.Hotel-Information) ![Holiday Inn Express & Suites Jamestown by IHG](//images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/bbe23dc2_y.jpg) ### Holiday Inn Express & Suites Jamestown by IHG 10/10 Excellent "The room was clean and smelled good. It was quiet and felt safe. There was a gas station and a restaurant nearby. The pool and fitness area were really good. I would definitely stay there again. " [](https://expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information) ![Clarion Hotel Conference Center on Lake Erie](//images.trvl-media.com/lodging/1000000/10000/5000/4959/046a7eb9_y.jpg) ### Clarion Hotel Conference Center on Lake Erie 10/10 Excellent "The staff was excellent and so helpful " [](https://expedia.ca/Dunkirk-Hotels-Clarion-Hotel-Conference-Center.h4959.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Portland? > [The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country](https://www.expedia.ca/Portland-Hotels-The-Fishermans-Cottage-A-Lakeside-Loft-In-The-Heart-Of-Wine-Country.h100114385.Hotel-Information): Hotel, 1-minute walk from Chautauqua Lake. Features a seasonal outdoor pool, an indoor pool, and 2 bars. [Clarion Hotel Conference Center on Lake Erie](https://www.expedia.ca/Dunkirk-Hotels-Clarion-Hotel-Conference-Center.h4959.Hotel-Information): Offers daily, an indoor pool, and free self parking. [Athenaeum Hotel](https://www.expedia.ca/Jamestown-Hotels-Athenaeum-Hotel.h37523548.Hotel-Information): Features continental, an indoor pool, and free self parking. [Chautauqua Harbor Hotel - Jamestown](https://www.expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information): Features daily, a pool, and complimentary wired internet access. [Webb's Year Round Resort](https://www.expedia.ca/Mayville-Hotels-WEBBS-YAER-AROUND-RESORT.h104960738.Hotel-Information): Vacation home, 1-minute walk from Chautauqua Lake. Provides complimentary wireless internet access, a pool, and kitchens. ### What is there to see and do in Portland? > The picturesque setting of Lake Erie showcases the area's natural beauty. Discover sights such as 21 Brix Winery during your stay. ### When is the best time to book a hotel with a pool in Portland? > Taking into account the local weather in Portland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are February and January with an average of 30°F. 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