Title: Book the Best Skidmore Academy Historic District LUXURY Hotels - Upscale Hotels in Skidmore Academy Historic District, Ashland | Expedia.ca [Skidmore Academy Historic District Travel Guide](https://expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Skidmore Academy Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Skidmore-Academy-Historic-District.d553248635976482103.Car-Rental-Guide)[Skidmore Academy Historic District Vacations](https://expedia.ca/Skidmore-Academy-Historic-District.d553248635976482103.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/87dfcc613b81a05a53a2dabfb311a2f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shannon Willitts # Find Luxury Hotels in Skidmore Academy Historic District, Ashland ![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 Skidmore Academy Historic District Luxury Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Skidmore Academy Historic District Luxury Hotels ## Top Skidmore Academy Historic District Hotel Reviews ![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 "This hotel has become my new stop between Reno and Seattle. It’s a full service hotel that is a little on the older side but very well cared for. I really enjoyed my stay. I appreciate that it was truly pet friendly as I travel with my best friend. There is a large field in front of the hotel that was great for him. The breakfast is billed as a continental, but it was a full hot breakfast. And the coffee was even good! Pool, hot tub & workout room very clean. Bed comfortable. No complaints at all. But really sets this hotel apart is the Staff-every single person was friendly and helpful. Website photos are a good representation. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "Very cool Windsor style architecture, spacious, pool, big breakfast space. Dog friendliest ever, complete with top sheet and biscuit for dog at check-in and two dog potty spots. 7 minutes drive from downtown Ashland and Saheksphere." [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Best Western Horizon Inn](//images.trvl-media.com/lodging/1000000/180000/172300/172296/22074732_y.jpg) ### Best Western Horizon Inn 10/10 Excellent "Clean quiet" [](https://expedia.ca/Medford-Hotels-Best-Western-Horizon-Inn.h172296.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 "Besides the one cockroach. It was a good stay." [](https://expedia.ca/Medford-Hotels-Quality-Inn-And-Suites-Airport.h28140.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 "Clean room, friendly staff and lots of parking. Location is great close to everything." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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 "Excellent vlue" [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Ramada by Wyndham Medford Airport North](//images.trvl-media.com/lodging/1000000/50000/40400/40381/80944e9d_y.jpg) ### Ramada by Wyndham Medford Airport North 10/10 Excellent "Rooms were very clean and beds were so comfortable! The front desk is amazing. So pleasant and helpful. Especially Hawthorne!" [](https://expedia.ca/Medford-Hotels-Ramada-By-Wyndham-Medford-Airport-North.h40381.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 "Staff at check in was great." [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.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 "Convenient location. Easy access. Close to several restaurants. " [](https://expedia.ca/Medford-Hotels-Best-Western-Crater-Lake-Highway-White-CityMedford.h2133508.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your Skidmore Academy Historic District vacation? > Use Expedia to help you arrange a flight to Rogue Valley Intl. Airport (MFR) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a trip, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Skidmore Academy Historic District has to offer. ### What's there to see and do in Skidmore Academy Historic District? > Enjoy Skidmore Academy Historic District with a stop at Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. 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