Title: Book the Best Winston Hotels with FREE PARKING 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) ![](https://mediaim.expedia.com/destination/2/43f0ab47d1f3578edeadf8a2b3b5b7cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Finseth # Find Hotels with Free Parking in Winston, OR from CA $89 ![](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 Free Parking Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winston Hotels with Free Parking ![Property entrance](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/416cc059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | View from room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/29c0d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/33419dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/7cea12e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Safari Inn Winston 7.6/10 Good (368) "I enjoyed the friendliness of the staff and the rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xander CA $91 CA $98 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/f90085c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/56558f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/c22e265c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/f14d49b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Watusi Place - A Modern Umpqua Valley Getaway Winston 10/10 Exceptional (46) "The house was amazing! Easy to get in, clean and well stocked. Definitely recommend to anyone looking for a nice place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy H. CA $264 CA $587 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winston-Hotels-The-Watusi-Place-A-Modern-Umpqua-Valley-Getaway.h78301309.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/91b3330a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Inn Roseburg Roseburg 8.6/10 Excellent (1407) "It was a comfortable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $126 CA $139 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/64893f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/0c6d6cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Roseburg Roseburg 7.8/10 Good (1000) "Was a good stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron CA $103 CA $113 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2c756f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/95d13c97.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 (1002) "Staff was attentive and friendly Pool and hot tub clean and relaxing Quiet yet easy on/ off highway Close to good dining options Breakfast options were good Room was very clean beds comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $137 CA $150 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/a796994f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/52200410.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) ### Best Western Plus Hartford Lodge Sutherlin 9.0/10 Wonderful (1001) "Excellent friendly staff. The breakfast was above average and the room was clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $147 CA $161 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![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) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/81c558f1.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) ![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) ### Holiday Inn Express Roseburg by IHG Roseburg 8.8/10 Excellent (1000) "Friendly staff, convenient location, river views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $181 CA $199 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/d6ef9e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/2dd6282d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/fa9ad51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Sutherlin, OR Sutherlin 7.6/10 Good (1003) "Very pet friendly, quiet, great bed, we had a great night's sleep and the staff were very kind, helpful and accomodating." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Anna CA $81 CA $89 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Basic Single Room](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/be6adc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/0a1bb12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/4ea37522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/97e4c84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Umpqua Valley Hotel Roseburg 7.2/10 Good (338) "very friendly staff, great breakfast, newly updated clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kannon CA $113 CA $124 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/75ce7237.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) ![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) ### Travelodge by Wyndham Canyonville Canyonville 7.6/10 Good (453) "Older property, clean and affordable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $94 CA $96 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-12&endDate=2025-11-13®ionId=6124402&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Winston Hotel Reviews ![Holiday Inn Express Roseburg by IHG](//images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "Amazing!" [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Rosewood Inn and Suites](//images.trvl-media.com/lodging/1000000/920000/920000/919945/198b0811_y.jpg) ### Rosewood Inn and Suites 10/10 Excellent "Good" [](https://expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Great " [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg) ### Motel 6 Roseburg, OR 10/10 Excellent "Get ice mecsh" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Motel 6 Sutherlin, OR](//images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg) ### Motel 6 Sutherlin, OR 10/10 Excellent "Very welcoming to pets! They even have a fenced-in dog area!! Loved it!" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Best Western Plus Hartford Lodge](//images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e_y.jpg) ### Best Western Plus Hartford Lodge 10/10 Excellent "Excellent friendly staff. The breakfast was above average and the room was clean." [](https://expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Staff was attentive and friendly Pool and hot tub clean and relaxing Quiet yet easy on/ off highway Close to good dining options Breakfast options were good Room was very clean beds comfortable " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Super 8 by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Convenience store and In-n-out Burger close by. WiFi worked great." [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.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 "Everything was wonderful. Breakfast was great easy in and out." 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