Title: 3 Stars Hotels in Skidmore Academy Historic District, Ashland from CA $135 - Find Cheap Skidmore Academy Historic District Hotels With 3 Stars | 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 # 3 Stars Hotels in Skidmore Academy Historic District, Ashland from CA $135 ![](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 Skidmore Academy Historic District 3 Star Hotels Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-18&endDate=2025-10-19&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Skidmore Academy Historic District 3 Star Hotels ![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) ![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) ![Hair salon](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/ea36dd0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogue Regency Inn and Suites Medford 9.0/10 Wonderful (2508) "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 18 - Oct 19 [](https://www.expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/1fd43c31.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 (1494) "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) ![Full-size fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/66000000/66000000/65997100/65997015/fbc27264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/66000000/66000000/65997100/65997015/060c5af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/66000000/66000000/65997100/65997015/40fcb3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/66000000/66000000/65997100/65997015/879352ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Medford OR Medford 9.2/10 Wonderful (1495) "Very nice staff Very close to the airport " CA $120 CA $135 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Medford-Hotels-My-Place-Hotel-Medford-OR.h65997015.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16080000/16070600/16070531/ca82bf1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![Exterior](https://images.trvl-media.com/lodging/17000000/16080000/16070600/16070531/b3c0a8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16080000/16070600/16070531/9a9964c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![37-inch LCD TV with premium channels, TV](https://images.trvl-media.com/lodging/17000000/16080000/16070600/16070531/add4cddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)      ### Hilton Garden Inn Medford, OR  Medford 9.0/10 Wonderful (1020) "We've stayed here several times, and always pleasant." CA $129 CA $145 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Hilton-Garden-Inn-Medford.h16070531.Hotel-Information)  ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217362/3ec7590c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217362/w4000h2664x0y0-05af3d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217362/ff774184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217362/3d3fc5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Medford Airport Medford 9.0/10 Wonderful (835) "Although it is next to an Airport, we did not hear any noise. Would definitely stay there again." CA $155 CA $174 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Medford-Hotels-Courtyard-Medford-Airport.h1217362.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/b35208e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/87545a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/b00c5aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/764fefe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites By Marriott Medford Airport Medford 9.6/10 Exceptional (969) "Very comfortable, nice breakfast and clean room. " CA $155 CA $174 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-Springhill-Suites-By-Marriott-Medford-Airport.h84243241.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1740000/1738600/1738537/c44c9083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1740000/1738600/1738537/52229c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/2000000/1740000/1738600/1738537/fd450e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1740000/1738600/1738537/9722ed12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Medford Medford 9.0/10 Wonderful (1005) "Loved the room, staff and hotel experience!" CA $163 CA $183 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Medford-Hotels-SpringHill-Suites-By-Marriott-Medford.h1738537.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/cd01e6a4.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) ### Ashland Springs Hotel Historic Downtown District 9.2/10 Wonderful (1007) "Historic property, perfectly located for Shakespeare Festival. " CA $184 CA $212 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797000/796949/1682e38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/800000/797000/796949/0b2af3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/797000/796949/4c9bf603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/800000/797000/796949/0d08b487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Central Point - Medford Central Point 7.4/10 Good (1005) "Clean room and friendly staff " CA $132 CA $163 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Central-Point-Medford.h796949.Hotel-Information) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/ce5994ff.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) ### Plaza Inn & Suites at Ashland Creek Ashland 8.6/10 Excellent (1010) "Charming hotel" CA $163 CA $182 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/736bb453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/fef2d532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/45fa2e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/a9f07da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Inn Jacksonville 9.4/10 Exceptional (1011) "Very charming inn in a very charming historical town. " CA $144 CA $160 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Medford-Hotels-Wine-Country-Inn.h4011768.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) ![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) ![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) ![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) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1180) "Loved our visit there, staff was top notch" CA $153 CA $177 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Garden) | Private kitchenette](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/ccf3a4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, facials, 2 treatment rooms](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/49a665aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lithia Springs Resort Ashland 9.4/10 Exceptional (1003) "Lovely place, great staff" CA $159 CA $190 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/8f30c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/d92f5b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, DVD player, pay movies](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/152672ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/301a33c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites Medford Medford 8.8/10 Excellent (1002) "Spacious rooms and kind staff " CA $137 CA $154 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Homewood-Suites-Medford.h2078424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19570000/19562400/19562376/0103a1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19570000/19562400/19562376/64da398a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/20000000/19570000/19562400/19562376/674fb21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19570000/19562400/19562376/51d82ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort at Eagle Point Eagle Point 9.4/10 Exceptional (265) "Great place to stay! " CA $271 CA $289 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Medford-Hotels-Resort-At-Eagle-Point.h19562376.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/104000000/103100000/103092400/103092308/a5363fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103100000/103092400/103092308/71830842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/104000000/103100000/103092400/103092308/dca7ea0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/104000000/103100000/103092400/103092308/40936ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orth House Inn by Remotion Jacksonville 9.2/10 Wonderful (20) "It was a lovely stay! " CA $202 CA $294 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Jacksonville-Hotels-The-Orth-House-Inn-By-Remotion.h103092308.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1750000/1741600/1741562/dfd9bd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1750000/1741600/1741562/39f668e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1750000/1741600/1741562/9da11059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1750000/1741600/1741562/5a062157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Medford Medford 8.8/10 Excellent (372) "Good breakfast." CA $176 CA $198 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-TownePlace-Suites-By-Marriott-Medford.h1741562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798022/8a4ca45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798022/12202684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798022/a26a95c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard King Room](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798022/7e445210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnolia Hotel Jacksonville Historic District 9.0/10 Wonderful (775) "Beautifully appointed with all the amenities you would expect, wonderful stay!" CA $216 CA $239 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Medford-Hotels-Jacksonvilles-Magnolia-Inn.h1798022.Hotel-Information) ![Main House | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/30014c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower Suite | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c235430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Main House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/075e9d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cowslip's Belle Inn Ashland 9.8/10 Exceptional (39) "Lovely yard courtyard area with koi pond" CA $190 CA $290 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/684defd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed with Sofa bed (Courtyard) | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/30df7c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Silverdale) | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/a170cf24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Barbara Howard)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/815c2dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester Inn Historic Downtown District 9.8/10 Exceptional (255) "Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!" CA $255 CA $302 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Skidmore-Academy-Historic-District-Ashland-Hotels.s30-n553248635976482103-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Skidmore-Academy-Historic-District-Ashland-Hotels.s30-n553248635976482103-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Skidmore Academy Historic District. ![Compass by Margaritaville in Medford](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b7be0ede_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Compass by Margaritaville in Medford 2399 S Pacific Hwy, Medford, OR CA $214 CA $257 total Nov 2 - Nov 3 includes taxes & fees 9.6/10 Exceptional! (1,013 reviews) [](https://expedia.ca/Medford-Hotels-Compass-By-Margaritaville-In-Medford.h76138485.Hotel-Information) ![Hummingbird Estate Wine & Suites](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/6a1781f9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hummingbird Estate Wine & Suites 1677 Old Stage Rd, Central Point, OR CA $218 CA $221 total Oct 19 - Oct 20 includes taxes & fees 9.4/10 Exceptional! (138 reviews) [](https://expedia.ca/Medford-Hotels-Hummingbird-Estate-Wine-Suites.h38900286.Hotel-Information) ![Country Willows Inn and Estate](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/7ef065ed_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Country Willows Inn and Estate 1313 Clay St, Ashland, OR CA $272 CA $276 total Oct 19 - Oct 20 includes taxes & fees 9.6/10 Exceptional! (32 reviews) [](https://expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Still don't see what you're looking for? [See all properties in Skidmore Academy Historic District.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976482103&star=30&star=30&amenities=WATER_PARK) 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. ## Top Skidmore Academy Historic District Hotel Reviews ![Hilton Garden Inn Medford, OR ](//images.trvl-media.com/lodging/17000000/16080000/16070600/16070531/ca82bf1b_y.jpg) ### Hilton Garden Inn Medford, OR  10/10 Excellent "Staff were very kind and efficient. Lovely amenities. " [](https://expedia.ca/Medford-Hotels-Hilton-Garden-Inn-Medford.h16070531.Hotel-Information)  ![Courtyard by Marriott Medford Airport](//images.trvl-media.com/lodging/2000000/1220000/1217400/1217362/3ec7590c_y.jpg) ### Courtyard by Marriott Medford Airport 10/10 Excellent "Very well done. " [](https://expedia.ca/Medford-Hotels-Courtyard-Medford-Airport.h1217362.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 "Place is nice! Restaurant and bar are a good place to wind down. Would recommend staying here to friends and family. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.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 "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. 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