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) ![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) ![Garden](https://images.trvl-media.com/lodging/5000000/4970000/4966500/4966403/8cce1780.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) ### 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) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/48af1fe1.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) ![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) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/71f81a9b.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) ### 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) ![Lobby](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/e9ea1cc4.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) ![Lobby](https://images.trvl-media.com/lodging/68000000/67670000/67664200/67664122/8f610011.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/7b9348b8.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) ### 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 $118 CA $131 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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) ![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) ![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) ### 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/1000000/10000/2600/2550/6d4857ea.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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/b907a781.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 2 - Jan 3, 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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/87545a04.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) ### 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 ![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) ![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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Ashland ](https://www.expedia.ca/3Star-Ashland-Hotels.s30-0-d6290.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Ashland ](https://www.expedia.ca/4Star-Ashland-Hotels.s40-0-d6290.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Ashland ](https://www.expedia.ca/5Star-Ashland-Hotels.s50-0-d6290.Travel-Guide-Filter-Hotels) - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.ca/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Ashland ](https://www.expedia.ca/Ashland-Apart-Hotels.d6290-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Ashland ](https://www.expedia.ca/Ashland-Apartments.d6290-aaApartments.Travel-Guide-Accommodation) - [B&B in Ashland ](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d6290-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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