Title: Book the Best Southern Oregon LUXURY Hotels - Upscale Hotels in Southern Oregon, OR | 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)[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 luxury hotels in Southern Oregon, OR ![](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 Southern Oregon Luxury Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Oregon Luxury Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/3c576aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/5871506c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/ce5994ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plaza Inn & Suites at Ashland Creek Ashland 8.8/10 Excellent (1009) "Charming hotel" CA $176 CA $196 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/c5aa855a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/cd01e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/5e44a7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Springs Hotel Historic Downtown District 9.2/10 Wonderful (1005) "Historic property, perfectly located for Shakespeare Festival. " CA $245 CA $281 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/w3456h2065x0y1-0cc9f674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/9f192341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/97525808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites Ashland 9.0/10 Wonderful (1488) "Very friendly staff." CA $158 CA $190 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Standard Double Room (No Pets Allowed)](https://images.trvl-media.com/lodging/9000000/8020000/8011500/8011453/d01f36cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/9000000/8020000/8011500/8011453/794e4cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8020000/8011500/8011453/92d22661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/9000000/8020000/8011500/8011453/a9d9f6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sovana Inn Medford 8.2/10 Very good (1003) "Clean, comfortable, nicely updated, friendly helpful staff" CA $97 CA $110 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Medford-Hotels-Sovana-Inn.h8011453.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/15300/15283/94f6445d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/20000/15300/15283/fc420b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15300/15283/83656cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15300/15283/d970e394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at the Commons City Center Medford 8.4/10 Very good (1000) [](https://www.expedia.ca/Medford-Hotels-Inn-At-The-Commons.h15283.Hotel-Information) ![Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/01670d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/af89d40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/52c43a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1179) "Loved our visit there, staff was top notch" CA $153 CA $177 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Queen Beds With Kitchen (No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/10a08da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/cf48b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers INN and Suites Ashland 8.6/10 Excellent (1007) "Staff were incredibly welcoming, and the room was very nice." CA $88 CA $99 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair salon](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/ea36dd0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/63c12e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/eebd3461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogue Regency Inn and Suites Medford 9.0/10 Wonderful (2504) "The beds were very comfy, Loved that they had a nice dining menu on site, as well as complimentary breakfast. Nice quiet area too." CA $135 CA $152 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/6b5368c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/e9b55da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/5f37d8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/01ed4170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagle Crater Lake Inn Chemult 7.4/10 Good (734) "Great cabin and friendly staff" CA $180 CA $197 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Chemult-Hotels-Eagle-Crater-Lake-Inn.h9408943.Hotel-Information) ![Deluxe Room, 2 Queen Beds | Balcony](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/927c75f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/2276706c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, River View (Standard King Room)](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/459859f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/c251cf3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Inn Grants Pass 9.4/10 Exceptional (1812) "Adequate place to stay, friendly staff." CA $162 CA $184 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Medford-Hotels-Riverside-Inn.h13698.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=2025-10-29&endDate=2025-10-30®ionId=6054375&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Southern Oregon ### Southern Oregonand its attractions for luxury travelers Southern Oregon offers a wealth of experiences perfect for the discerning luxury traveller. Start your journey in Ashland, renowned for its vibrant theatre scene, particularly the Tony Award-winning Oregon Shakespeare Festival, where you can enjoy world-class performances in a stunning outdoor setting. Next, indulge in the natural beauty of Crater Lake National Park, where you can take a scenic boat tour on the deepest lake in the USA, surrounded by breathtaking views and pristine wilderness. For a touch of elegance, visit the historic town of Jacksonville, where charming boutiques and gourmet restaurants await, offering exquisite dining experiences with farm-to-table options. Wine enthusiasts will be drawn to the stunning vineyards of the Rogue Valley, where exclusive tastings and tours provide insight into the region’s award-winning wines. After a day of exploration, unwind in luxury hotels in Medford, where upscale hotels provide exceptional amenities, including spa services and fine dining, ensuring your every need is met. With attentive service and a focus on comfort, your stay in Southern Oregon will be nothing short of memorable. ## Top Southern Oregon Hotel Reviews ![Ashland Hills Hotel & Suites](//images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "The hotel is nice and the quality is almost always the same, reliable, nice amenities. The beds are comfortable. Beautiful Ashland views. There are ebbs and flows with the staff…small town, some are great and fast some are good and slow. There are roaches by the hot tub beware, only saw them outside. " [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Riverside Inn](//images.trvl-media.com/lodging/1000000/20000/13700/13698/927c75f6_y.jpg) ### Riverside Inn 10/10 Excellent "The balcony and river view were exceptional." [](https://expedia.ca/Medford-Hotels-Riverside-Inn.h13698.Hotel-Information) ![Comfort Inn & Suites Ashland](//images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "The room was clean. Front desk staff was very helpful. Checking in and out was very easy." [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Flagship Inn of Ashland](//images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "So first of all, the people who run the place our friendly and very helpful. We needed to make some last minute changes to our accommodations and Shasta sorted it all out for us. Great customer service. The room decor is maybe a little tired, but they have spent money where it counts. The mattresses, pillows, and bedding were incredibly comfortable. We also loved that the double room consisted of a room with a bed and a second, separate room with a bed. Great if you're traveling with kids! The fridge was sizeable and it worked great. Everything was very clean. Would absolutely stay here again. " [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Red Lion Inn & Suites Grants Pass](//images.trvl-media.com/lodging/1000000/10000/3700/3635/3028b226_y.jpg) ### Red Lion Inn & Suites Grants Pass 10/10 Excellent "Room was clean and comfortable. Breakfast could have had a few more choices but it was adequate. " [](https://expedia.ca/Medford-Hotels-Red-Lion-Inn-Suites-Grants-Pass.h3635.Hotel-Information) ![Shilo Inn Suites Hotel - Klamath Falls](//images.trvl-media.com/lodging/1000000/50000/43300/43206/b9fa7f7c_y.jpg) ### Shilo Inn Suites Hotel - Klamath Falls 10/10 Excellent "Room was large, however, lean on staff." [](https://expedia.ca/Klamath-Falls-Hotels-Shilo-Inn-Suites-Hotel-Klamath-Falls.h43206.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 "Great room. New. Great towels." [](https://expedia.ca/Medford-Hotels-Best-Western-Crater-Lake-Highway-White-CityMedford.h2133508.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 "Fantastic place to stay. Great value too. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Quality Inn & Suites Medford Airport](//images.trvl-media.com/lodging/1000000/30000/28200/28140/5667147f_y.jpg) ### Quality Inn & Suites Medford Airport 10/10 Excellent "Lovely staff, good breakfast, convenient location to airport." 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