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) ![Crater Lake National Park showing a lake or waterhole and mountains](https://images.trvl-media.com/place/6025867/2cfc37b5-96f1-4d3e-b803-0077b7a14107.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 [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-12-14&endDate=2025-12-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-12-15&endDate=2025-12-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6054375&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Southern Oregon luxury hotels ![Front of property](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/6a1781f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/cee71ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Japanese Maple Suite | Exterior](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/483ac4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/d56112cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hummingbird Estate Wine & Suites [](https://www.expedia.ca/Medford-Hotels-Hummingbird-Estate-Wine-Suites.h38900286.Hotel-Information) Central Point 9.6/10 Exceptional (150) "Amazing stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wyatt CA $218 CA $222 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Medford-Hotels-Hummingbird-Estate-Wine-Suites.h38900286.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/f171fa6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b10f8e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/3521d653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b7be0ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Compass by Margaritaville in Medford [](https://www.expedia.ca/Medford-Hotels-Compass-By-Margaritaville-In-Medford.h76138485.Hotel-Information) Medford 9.6/10 Exceptional (1003) "Love staying at this hotel! Clean, comfortable beds, good happy hour and great breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary [](https://www.expedia.ca/Medford-Hotels-Compass-By-Margaritaville-In-Medford.h76138485.Hotel-Information) ![Garden view](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/87a63cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/98094857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/6d9845b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/a7d817cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arden Forest Inn [](https://www.expedia.ca/Medford-Hotels-Arden-Forest-Inn.h46085022.Hotel-Information) Ashland 9.8/10 Exceptional (103) "Beautiful property, great location, friendly owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian [](https://www.expedia.ca/Medford-Hotels-Arden-Forest-Inn.h46085022.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/c4aac0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ensuite](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/dcf2e37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/36734813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/d524dba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McCall House Boutique Inn [](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) Historic Downtown District 9.2/10 Wonderful (579) "The room was very clean, meals were excellent. Staff was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renae [](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) ![Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/14127d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/4f33c764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/306c76f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Willows Inn and Estate [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (33) "Beautiful setting close to downtown. Pool is marvelous!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) ![Grand House | Living area](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/290755e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand House](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/fe71d8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/1e851504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/94000000/93550000/93544900/93544895/f32a8647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Ave House by WanderLodges [](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information) Ashland 10/10 Exceptional (7) "Lovely space and very comfortable; walkable from downtown " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce CA $211 CA $464 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Ashland-Hotels-The-Mountain-Ave-House-By-WanderLodges.h93544895.Hotel-Information) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/8c1c39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/fb57e1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/767aa1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/100000000/99050000/99049800/99049787/c68d49a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barclay Klum House by WanderLodges [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-North-By-WanderLodges.h99049787.Hotel-Information) Ashland 10/10 Exceptional (7) "Great \~ memorable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $168 CA $371 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-North-By-WanderLodges.h99049787.Hotel-Information) ![Glamp Cottage Trailer | Living area](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/e5ae938e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/a8dd4f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dream Cottage 1 | Living area](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/6d369eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/76831252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paschal Winery [](https://www.expedia.ca/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) Talent 9.6/10 Exceptional (15) "Very nice and hassle free check in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $165 CA $299 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Talent-Hotels-Paschal-Winery.h104007590.Hotel-Information) ![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) ![City Bungalow, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/23441680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/102000000/101740000/101734800/101734733/346ca51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanna's House by WanderLodges [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information) Historic Railroad District 10/10 Exceptional (3) "Thoughtfully arranged and provisioned. A hidden gem." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerald CA $162 CA $287 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Ashland-Hotels-Hannas-House-By-WanderLodges.h101734733.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/107000000/106560000/106551600/106551595/98d86e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106560000/106551600/106551595/72268a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; farm to table cuisine ](https://images.trvl-media.com/lodging/107000000/106560000/106551600/106551595/51e94188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106560000/106551600/106551595/7294c0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tu Tu Tun Lodge [](https://www.expedia.ca/Gold-Beach-Hotels-Tu-Tu-Tun-Lodge.h106551595.Hotel-Information) Gold Beach 8.2/10 Very good (44) "Peaceful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivy CA $699 CA $920 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Gold-Beach-Hotels-Tu-Tu-Tun-Lodge.h106551595.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=2025-12-29&endDate=2025-12-30®ionId=6054375&adults=2&sort=LUXURY&star=50&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 ![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. " [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Ramada by Wyndham Medford Airport North](https://images.trvl-media.com/lodging/1000000/50000/40400/40381/80944e9d_y.jpg) ### Ramada by Wyndham Medford Airport North 10/10 Excellent "Updated,clean and comfortable. The staff was amazing especially Hawthorne!" [](https://expedia.ca/Medford-Hotels-Ramada-By-Wyndham-Medford-Airport-North.h40381.Hotel-Information) ![Rogue Regency Inn and Suites](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842_y.jpg) ### Rogue Regency Inn and Suites 10/10 Excellent "Great breakfast, friendly staff." [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Was a great stay " [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Comfort Inn & Suites Ashland](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Staff was excellent and very nice and room was clean and location is good Town is very cool đź‘Ť" [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Great" [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Riverside Inn](https://images.trvl-media.com/lodging/1000000/20000/13700/13698/927c75f6_y.jpg) ### Riverside Inn 10/10 Excellent "The reception staff were super friendly and helpful. We had an amazing room and a delightful stay!" [](https://expedia.ca/Medford-Hotels-Riverside-Inn.h13698.Hotel-Information) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. " [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Shilo Inn Suites Hotel - Klamath Falls](https://images.trvl-media.com/lodging/1000000/50000/43300/43206/14bd1d3c_y.jpg) ### Shilo Inn Suites Hotel - Klamath Falls 10/10 Excellent "Room was super clean, smelt amazing shower didn’t have any hair overall great service" [](https://expedia.ca/Klamath-Falls-Hotels-Shilo-Inn-Suites-Hotel-Klamath-Falls.h43206.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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