Title: Book the Best Hotels with POOL in Winston in 2025 | Expedia.ca [Hotels in Winston](https://expedia.ca/Winston-Hotels.d6124402.Travel-Guide-Hotels)[Vacation Rentals in Winston](https://expedia.ca/Winston-Vacation-Rentals.d6124402.Travel-Guide-VacationRentals)[Flights to Winston](https://expedia.ca/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)[Things to do in Winston](https://expedia.ca/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities)[Winston Car Rentals](https://expedia.ca/Car-Rentals-In-Winston.d6124402.Car-Rental-Guide)[Winston Vacation Packages](https://expedia.ca/Winston.d6124402.Destination-Travel-Guides) ![The Wildlife Safari is such an awesome place! It has been around for 38 years and was one of my favorite places I ever visited as a child. My children feel the same after visiting in the summer of 2014. This 600 acre park is home to over 500 animals and features a drive through park as well as a walk through viewing area, cafe and gift shop. One of our favorite parts is in a particular area of the drive-thru park, you can buy food and feed the animals which are emus and different types of deer from your car. Get your camera ready as hilarity ensues! http://www.wildlifesafari.net](https://images.trvl-media.com/place/6090413/6a7f406c-e7ef-4707-844b-63d5d9268f55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Finseth # Find Hotels with a Pool in Winston, OR from CA $94 - ![](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 Winston Hotels with a Pool Tonight [Nov 18 - Nov 19](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-11-18&endDate=2025-11-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-11-19&endDate=2025-11-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winston Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/a796994f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/d1283dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/8b128a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Hartford Lodge Sutherlin 9.0/10 Wonderful (1004) "Clean room great staff only place to stay when your in this area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $136 CA $149 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/0c6d6cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e807ccc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e0f326ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Roseburg Roseburg 7.8/10 Good (1005) "Courteous staff, good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $92 CA $101 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/83fd2fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/f1ad184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/27e6bc41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Roseburg by IHG Roseburg 8.8/10 Excellent (1003) "Room was great, very roomy had outdoor seating. Cinnamon rolls at breakfast were amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rebecca CA $135 CA $147 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f3af2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/94417c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/6950d5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Inn Roseburg Roseburg 8.6/10 Excellent (1426) "Great park, walkable 24 hour stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $118 CA $129 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/f7817ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/1a3bee3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/c51ee531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Roseburg Roseburg 8.2/10 Very good (1006) "The room was very clean and the staff were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robbin CA $131 CA $143 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/847b12f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/bafa4b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/c06638cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Garden Villa Inn Roseburg 8.0/10 Very good (1000) "Great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elijah CA $125 CA $137 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/603b7923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/a981c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/ff6da1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Non Smoking (Larger Unit)](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f75f6461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Central Roseburg Roseburg 7.6/10 Good (701) "It was nice, it had what we needed for our one night stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trisha CA $108 CA $118 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/e623a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/41cd13e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (Accesible)](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/78ca193f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay by Best Western Roseburg Roseburg 8.0/10 Very good (1002) "All the sleep inne we stayed at were very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick J CA $118 CA $129 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Indoor pool, open 8:00 AM to 11:00 AM, sun loungers](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/1951ad21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b1d8b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/8e597f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Roseburg Roseburg 9.6/10 Exceptional (948) "The room was clean and the staff were friendly. Great hotel location close to the concert venue. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $190 CA $208 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/7b19a871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/371fa2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/578dd407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/687259ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Canyonville Canyonville 7.6/10 Good (463) "Not bad typical older roadside inn. Clean rooms And friendly employees " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $92 CA $94 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Canyonville-Hotels-Canyonville-Inn.h84099548.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=2025-12-02&endDate=2025-12-03®ionId=6124402&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Winston Hotel Reviews ### Comfort Inn Roseburg 10/10 Excellent "Clean nice staff " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ### Best Western Plus Hartford Lodge 10/10 Excellent "Kind staff, great room, and awesome breakfast!" [](https://expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "They had a couple people work on the front desk so check in was quick and painless. The room was clean. The water was hot bed was comfortable everything you want from a hotel." [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Courteous staff, good breakfast." [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ### Quality Inn Central Roseburg 10/10 Excellent "Room was spotless... Check in staff was excellent. Very happy with my stay. " [](https://expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ### Rosewood Inn and Suites 10/10 Excellent "always clean and friendly staff" [](https://expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ### Best Western Garden Villa Inn 10/10 Excellent "Great " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ### Riverfront Inn Roseburg 10/10 Excellent "Great park, walkable 24 hour stay." [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Sleep Inn & Suites Roseburg North Near Medical Center](//images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617_y.jpg) ### Sleep Inn & Suites Roseburg North Near Medical Center 10/10 Excellent "All the sleep inne we stayed at were very nice." [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Winston? > [Safari Inn](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information): Features daily, an outdoor pool, and complimentary wired internet access. [Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen](https://www.expedia.ca/Winston-Hotels-Large-7-Bd-5-Bath-House-A-Few-Miles-From-Wildlife-Safari-Gourmet-Kitchen.h40001956.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [The Watusi Place - A Modern Umpqua Valley Getaway](https://www.expedia.ca/Winston-Hotels-The-Watusi-Place-A-Modern-Umpqua-Valley-Getaway.h78301309.Hotel-Information): Features complimentary wired internet access, a seasonal outdoor pool, and free self parking. [Family-friendly Winston Vacation Rental w/ Deck!](https://www.expedia.ca/Winston-Hotels-Family-Friendly-Winston-Vacation-Rental-W-Deck.h102048459.Hotel-Information): Offers daily, an indoor pool, and free self parking. [Riverfront Inn Roseburg](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information): Features daily, a pool, and free self parking. ### What is there to see and do in Winston? > Make a point to visit attractions like South Umpqua River and Wildlife Safari. Discover sights such as Abacela Winery during your stay. Take in the natural beauty of Winston with the wildlife. ### When is the best time to book a hotel with a pool in Winston? > Taking into account the local weather in Winston can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 62°F, while the coldest months are December and February with an average of 40°F. 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