Title: Book the Best Skidmore Academy Historic District Hotels with FREE WIFI in 2026 | 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) ![Aerial view of Ashland, Oregon](https://images.trvl-media.com/place/553248635976482103/8e257b0c-49b6-4a00-9cd9-fbf87a8384c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Wifi in Skidmore Academy Historic District, OR from CA $93 - ![](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 Hotels with Wifi Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976482103&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Skidmore Academy Historic District hotels with wifi ![Abigail Rockefeller](https://images.trvl-media.com/lodging/5000000/4970000/4966500/4966403/996815d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/5000000/4970000/4966500/4966403/0a4690bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4970000/4966500/4966403/8cce1780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/5000000/4970000/4966500/4966403/5d4e8a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abigail’s Bed & Breakfast Inn [](https://www.expedia.ca/Medford-Hotels-Abigails-Bed-Breakfast-Inn.h4966403.Hotel-Information) Skidmore Academy Historic District 9.4/10 Exceptional (62) "Best B and B in Ashland we have ever stayed at in thirty years . Amazing food and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $248 CA $276 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Medford-Hotels-Abigails-Bed-Breakfast-Inn.h4966403.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/00b0cdb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/ddefdff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/51a41959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/696d0207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming carriage house in Ashland near downtown [](https://www.expedia.ca/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) Skidmore Academy Historic District 10/10 Exceptional (6) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $143 CA $285 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Ashland-Hotels-Charming-Carriage-House-In-Ashland-Near-Downtown.h112015563.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7ace6696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/5284c096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/b4c1b610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7cb6fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) Central Point 9.0/10 Wonderful (1001) "Very nice room and the staff accommodated our request for a quiet room. Breakfast was very good, with a nice selection. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caren CA $120 CA $135 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/b48a2ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/21efb44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/8f610011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/62b84691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Medford [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-Suites-Medford.h67664122.Hotel-Information) Medford 9.4/10 Exceptional (496) "Staff was friendly and room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $178 CA $200 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-Suites-Medford.h67664122.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Room, Mountainside | Mountain view](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/4093c3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/5f7e6be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1597) "Clean room, attentive staff, easy walk to downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $124 CA $138 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/59b368f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/3002105e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/236ca3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/ca6c44ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn of Ashland [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1188) "The room was clean and the staff was very friendly. Would definitely stay again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan CA $83 CA $93 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.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) ![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) ![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 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) Ashland 8.8/10 Excellent (1168) "Beautiful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $139 CA $162 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchen](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/c31d8ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/69e23b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/6d4857ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Windsor Inn [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1000) "Friendly staff and very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $150 CA $167 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/4615a2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/272d38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/4ed86249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) Historic Downtown District 8.6/10 Excellent (1005) "The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $145 CA $161 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.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) ![Lobby lounge](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/ca32d6e9.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) ![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 [](https://www.expedia.ca/Medford-Hotels-Springhill-Suites-By-Marriott-Medford-Airport.h84243241.Hotel-Information) Medford 9.6/10 Exceptional (1001) "Staff was helpful and attentive. The rooms were clean and plenty of towels provided. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cambria CA $152 CA $170 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Medford-Hotels-Springhill-Suites-By-Marriott-Medford-Airport.h84243241.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=2025-12-26&endDate=2025-12-27®ionId=553248635976482103&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top Skidmore Academy Historic District Hotel Reviews ![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) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "We had a great stay! Haven’t stayed here since 2001\. Happy to report that the Stratford is in great shape and the staff is still friendly, knowledgeable, and super helpful." [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.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) ![Motel 6 Medford, OR - North](https://images.trvl-media.com/lodging/1000000/1000000/996400/996397/4a6c43ed_y.jpg) ### Motel 6 Medford, OR - North 10/10 Excellent "Since it was winter, I didn't use the A/C, but the heater worked great. The room was clean and the staff was excellent, couldn't ask for better. My only suggestion it perhaps you could put tissues in the room. I would definitely stay here again." [](https://expedia.ca/Medford-Hotels-Motel-6-Medford.h996397.Hotel-Information) ![Holiday Inn Express Hotel & Suites Medford-Central Point by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7ace6696_y.jpg) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG 10/10 Excellent "Very nice room and the staff accommodated our request for a quiet room. Breakfast was very good, with a nice selection. " [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) ![Super 8 by Wyndham Central Pt Medford](https://images.trvl-media.com/lodging/2000000/1290000/1281700/1281623/fe5b1b5b_y.jpg) ### Super 8 by Wyndham Central Pt Medford 10/10 Excellent "Loved the indoor pool with slide. Staff was excellent help, especially at 1 in the morning when my key card wasn't working! " [](https://expedia.ca/Medford-Hotels-Super-8-By-Wyndham-Central-Pt-Medford.h1281623.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 "Convenient dog park right on the beautiful hotel grounds. Great for dogs and owners that have been traveling for hours. The staff is warm and friendly. The rooms are spotless and well equipped. I love stopping here!" 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