Title: Book the Best Southern Oregon Ski Hotels in 2025 | Expedia.ca [Southern Oregon Travel Guide](https://expedia.ca/Southern-Oregon.dx6054375)[Hotels in Southern Oregon](https://expedia.ca/Southern-Oregon-Hotels.d6054375.Travel-Guide-Hotels)[Vacation Rentals in Southern Oregon](https://expedia.ca/Southern-Oregon-Vacation-Rentals.d6054375.Travel-Guide-VacationRentals)[Flights to Southern Oregon](https://expedia.ca/Cheap-Flights-To-Southern-Oregon.d6054375.Travel-Guide-Flights)[Things to do in Southern Oregon](https://expedia.ca/Things-To-Do-In-Southern-Oregon.d6054375.Travel-Guide-Activities)[Southern Oregon Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Oregon.d6054375.Car-Rental-Guide)[Southern Oregon Vacation Packages](https://expedia.ca/Southern-Oregon.d6054375.Destination-Travel-Guides) ![Medford showing landscape views and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/170000/170392-Southern-Oregon.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Southern Oregon, OR ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southern Oregon Ski Hotels Tonight [Sep 20 - Sep 21](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-09-20&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 21 - Sep 22](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Oregon Ski Hotels ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1540000/1532300/1532278/400110ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1540000/1532300/1532278/f16e97cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Porter Loft](https://images.trvl-media.com/lodging/2000000/1540000/1532300/1532278/9a156e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Rose Room](https://images.trvl-media.com/lodging/2000000/1540000/1532300/1532278/de1e60b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dawson House Lodge Chemult 7.2/10 Good (581) "Good service easy access to breakfast places and clean surrroundings" CA $164 CA $180 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Chemult-Hotels-Dawson-House-Lodge.h1532278.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/da2b7e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/f1edadd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/35fe933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/bd4dd90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. Ashland 10/10 Exceptional (29) "Great spot in the forest. We enjoyed the wildlife (deer, jackrabbits, birds) and lovely,.peaceful views from the deck. Comfortable and clean, with many thoughtful touches to make our stay more enjoyable." CA $222 CA $382 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78113200/78113145/c338542e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78113200/78113145/dc0b1e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78113200/78113145/w903h683x60y0-87ad5c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78120000/78113200/78113145/w907h683x59y0-4028fda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Wild West Covered Wagon next to River Grants Pass 10/10 Exceptional (6) "We had a wonderful glamping experience. The host thought of everything. Our kids were so happy and enjoyed every minute! The trails with cute painted rocks, the swimming hole, the toys, the hammock, the teepee...it was so much fun! Thank you, we'll be back!" CA $154 CA $250 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Jacksonville-Hotels-Cozy-Wild-West-Covered-Wagon-Next-To-River.h78113145.Hotel-Information) ![City Bungalow, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/2b0ab95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/c78c1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/f32a2b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Bungalow, Garden Area | Living area](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/6833a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanna's House by WanderLodges Historic Railroad District 10/10 Exceptional (1) "If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again." CA $204 CA $337 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820230/2c179071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820230/2f34d461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820230/dfd744a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820230/5c0fc6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home in Klamath Falls Downtown Klamath Falls 9.8/10 Exceptional (18) "Home was super clean and the host left all the amenities that we would ever need. A great place to stay for the night if you’re traveling and convenient to restaurants with a short drive. John was super helpful attentive at check-in." CA $152 CA $405 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Klamath-Falls-Hotels-Historic-Home-In-Klamath-Falls.h103820230.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/c10a9830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/30c826fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/d68aa5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101770000/101762800/101762787/96b74a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanna's House | 1 block to downtown! Historic Railroad District 10/10 Exceptional (170) "Beautiful, comfortable, well-equipped, in a very convenient location. Lots of natural light. The owner, Sarah, lives on the property and is wonderful! " CA $224 CA $452 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-Full-Kitchen-Steps-To-Downtown.h101762787.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110140000/110138000/110137990/17638f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/111000000/110140000/110138000/110137990/786a030a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110140000/110138000/110137990/w1266h853x0y0-444d4717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110140000/110138000/110137990/13ffc22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lanka Rose House by WanderLodges | Pet friendly! Phoenix CA $270 CA $540 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Phoenix-Hotels-Lanka-Rose-House-By-WanderLodges.h110137990.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/93a118e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/ed267232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/2775d7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4d576f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming house two blocks from downtown Ashland Historic Railroad District 9.8/10 Exceptional (6) "This cottage was our home away from home. An easy walk to downtown and OSF and a perfect spot to relax after a day of wine tasting. Comfortable, well-equipped, and pet-friendly." CA $329 CA $578 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Ashland-Hotels-Charming-House-Two-Blocks-From-Downtown-Ashland.h101093150.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=2025-10-05&endDate=2025-10-06®ionId=6054375&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Oregon Hotel Reviews ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Was very clean and room was spacious. " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Ashland Hills Hotel & Suites](//images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Cute, clean hotel right off of I-5. Easy to find. Friendly staff and nice grounds" [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Rogue Regency Inn and Suites](//images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842_y.jpg) ### Rogue Regency Inn and Suites 10/10 Excellent "The room was clean and quiet, and I loved the Airport shuttle." [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Best Western Crater Lake Highway White City/Medford](//images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/ae7ed87d_y.jpg) ### Best Western Crater Lake Highway White City/Medford 10/10 Excellent "Property was very clean and staff very kind. 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[Hawk Rental Cars in Crater Lake](https://www.expedia.ca/Hawk-Car-Rentals-In-Crater-Lake.d6343233-c1076.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Klamath Falls](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Klamath-Falls.d6054382-c42.Car-Rental-Guide-Suppliers) - [Crater Lake Vacation Rentals](https://www.expedia.ca/Crater-Lake-Vacation-Rentals.d6343233.Travel-Guide-VacationRentals) - [Things to do in Crater Lake](https://www.expedia.ca/Things-To-Do-In-Crater-Lake.d6343233.Travel-Guide-Activities) - [Things to do in Klamath Falls](https://www.expedia.ca/Things-To-Do-In-Klamath-Falls.d6054382.Travel-Guide-Activities) - [Book Ski Hotels in Southern Oregon on Expedia.com](https://www.expedia.com/Southern-Oregon-Hotels-Ski-Hotel.0-0-d6054375-tSkiHotel.Travel-Guide-Filter-Hotels)