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 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-30&endDate=2025-10-31&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-31&endDate=2025-11-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## 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) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/3070d1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plaza Inn & Suites at Ashland Creek Ashland 8.8/10 Excellent (1020) "Charming hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $162 CA $181 total includes taxes & fees Nov 1 - Nov 2 [](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) ![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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/59ddab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Springs Hotel Historic Downtown District 9.2/10 Wonderful (1011) "Historic property, perfectly located for Shakespeare Festival. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $148 CA $186 total includes taxes & fees Nov 3 - Nov 4 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/1fd43c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites Ashland 9.0/10 Wonderful (1488) "This hotel is an expansive, beautiful propert. I would recommend for any kind of traveler. The hottub was an extra bonus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosanna CA $132 CA $161 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Reception](https://images.trvl-media.com/lodging/9000000/8020000/8011500/8011453/f64325b6.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) ### Sovana Inn Medford 8.2/10 Very good (1007) "Clean, comfortable, nicely updated, friendly helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula CA $101 CA $114 total includes taxes & fees Nov 1 - Nov 2 [](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) ![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) ![Down comforters, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/15300/15283/f3416ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at the Commons City Center Medford 8.4/10 Very good (1000) "Overall good experience and a nice room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/609741f8.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) ![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 (1169) "Loved our visit there, staff was top notch" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $148 CA $172 total includes taxes & fees Nov 18 - Nov 19 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers INN and Suites Ashland 8.6/10 Excellent (1015) "Solid place to stay for the price. Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zackery CA $82 CA $91 total includes taxes & fees Nov 1 - Nov 2 [](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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8d155e9a.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) ### Rogue Regency Inn and Suites Medford 9.0/10 Wonderful (2553) "We always choose this hotel when visiting. Rooms are clean, beds are comfy, staff is friendly and the breakfast was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janet CA $151 CA $169 total includes taxes & fees Nov 1 - Nov 2 [](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) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/01ed4170.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) ![Traditional Chalet, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/10000000/9410000/9409000/9408943/e64348bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagle Crater Lake Inn Chemult 7.4/10 Good (735) "Great cabin and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prudhvi CA $179 CA $195 total includes taxes & fees Oct 31 - Nov 1 [](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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/2276706c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Inn Grants Pass 9.4/10 Exceptional (1808) "Friendly staff and our room was very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](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=2025-11-13&endDate=2025-11-14®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 ![Riverside Inn](//images.trvl-media.com/lodging/1000000/20000/13700/13698/927c75f6_y.jpg) ### Riverside Inn 10/10 Excellent "Friendly staff, spotless clean rooms, dog friendly and EV charging for free. Got a fireplace king it was so cost with my river view. Highly recommend " [](https://expedia.ca/Medford-Hotels-Riverside-Inn.h13698.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 "My favorite stop along my route to visit family. Clean & comfortable room." [](https://expedia.ca/Medford-Hotels-Red-Lion-Inn-Suites-Grants-Pass.h3635.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 "This hotel is an expansive, beautiful propert. I would recommend for any kind of traveler. The hottub was an extra bonus." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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 "Wonderful location and convenient for the airport" [](https://expedia.ca/Medford-Hotels-Quality-Inn-And-Suites-Airport.h28140.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 "Comfortable bed and pillows, super friendly staff, perfect for business" [](https://expedia.ca/Medford-Hotels-Best-Western-Crater-Lake-Highway-White-CityMedford.h2133508.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 "Everything was fine" [](https://expedia.ca/Klamath-Falls-Hotels-Shilo-Inn-Suites-Hotel-Klamath-Falls.h43206.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 "Loved the waffles, so happy you provided bananas. It was so quiet and convenient and close to my friend’s hospital. Loved the Mexican restaurant so close to the hotel, and no problems parking. 👍" [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.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 "We got in really late at night and the staff at the front was so welcoming. Breakfast is in a cute diner/pub, but the quality of the food was ho-hum... The room was clean and very cozy. Would stay here again if we go through Medford on our next trip. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.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 "Good place to stay nice rooms just need remodeled" [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Crater Lake](https://www.expedia.ca/3Star-Crater-Lake-Hotels.s30-0-d6343233.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Terminal City](https://www.expedia.ca/4Star-Terminal-City-Hotels.s40-0-d3000007929.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Crater Lake](https://www.expedia.ca/5Star-Crater-Lake-Hotels.s50-0-d6343233.Travel-Guide-Filter-Hotels) - [Chalets in Altamont](https://www.expedia.ca/Altamont-Chalets.d553248634983228665-aaChalets.Travel-Guide-Accommodation) - 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