Title: The 10 Best Hotels Near Windsor Ski Lift, Ashland from CA $85 | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[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)[Windsor Ski Lift Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Ski-Lift.d553248621556372385.Car-Rental-Guide)[Windsor Ski Lift Vacations](https://expedia.ca/Windsor-Ski-Lift-Ashland.d553248621556372385.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Tonight [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248621556372385&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=553248621556372385&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248621556372385&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248621556372385&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Windsor Ski Lift hotels ![Exterior](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/32836590.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) ![Exterior](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/d8f57e49.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) 8.8 km from Windsor Ski Lift 8.8/10 Excellent (1,167 reviews) "For our budget the off season is the best time to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marsen CA $141 CA $163 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/950a1bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/55f0def7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/c618b7a2.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) 11.4 km from Windsor Ski Lift 8.8/10 Excellent (1,247 reviews) "The perfect place to stay. I loved every it of our stay there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Divine CA $76 CA $85 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/fa7f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) 11.8 km from Windsor Ski Lift 8.8/10 Excellent (1,457 reviews) "Great hotel I highly recommend 😊" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Conrad CA $111 CA $138 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/c7cf3586.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/306c76f1.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) 10 km from Windsor Ski Lift 9.8/10 Exceptional (36 reviews) "Eclectic and cozy. In winter lots of lovely areas indoors to read or play games. Outdoor space with cottages, a pond with ducks.Most delicious lavender shortbread cookies ever!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lyn [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/e1af2c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Room amenity](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/920b6590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/87bbee17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/a3cad25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Ashland by IHG [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) 11.6 km from Windsor Ski Lift 9.2/10 Wonderful (1,000 reviews) "Easy check in, friendly staff, good selection for breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $166 CA $185 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/cf48b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/a37a2b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers INN and Suites [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) 11.3 km from Windsor Ski Lift 8.6/10 Excellent (1,000 reviews) "Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $80 CA $89 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0.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](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/daa30b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/ca2e0fb7.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, 12.1 km from Windsor Ski Lift 9.4/10 Exceptional (1,707 reviews) "Nice location, friendly staff, clean, comfortable rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $185 CA $206 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/w5755h3840x5y0-2b1de702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/w5755h3840x5y0-afb6b060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/w5755h3840x5y0-8dddbcc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e58bf0f5.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) 11.9 km from Windsor Ski Lift 9.0/10 Wonderful (1,001 reviews) "Quiet comfortable rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $136 CA $152 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/405a1648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/549e4bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Springs Hotel [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) Historic Downtown District, 12.4 km from Windsor Ski Lift 9.2/10 Wonderful (1,003 reviews) "Great location, comfortable room Larks restaurant is lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faith CA $119 CA $154 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/c2f4c65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Living area](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/1b0a5197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/7283f84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/91792c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel by WanderLodges [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-By-WanderLodges.h92723926.Hotel-Information) Historic Railroad District, 12.6 km from Windsor Ski Lift 9.6/10 Exceptional (100 reviews) "Couldn't be better. Excellent place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dewi [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-By-WanderLodges.h92723926.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) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/1c5ead7a.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/896102e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plaza Inn & Suites at Ashland Creek [](https://www.expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) 12.9 km from Windsor Ski Lift 8.8/10 Excellent (1,000 reviews) "The staff was great and the room was more than what I had expected!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) constance [](https://www.expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/a65795fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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, 2 Bedrooms (Duet Suite) | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/1f0697d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Hargadine) | Living room](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/b09dada9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester Inn [](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) Historic Downtown District, 12.3 km from Windsor Ski Lift 9.6/10 Exceptional (270 reviews) "Beautiful B&B. This will now be our favorite stop in Ashland. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Willy CA $282 CA $333 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/69ffc72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/ad98e6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/4afedd44.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, 12.8 km from Windsor Ski Lift 8.6/10 Excellent (1,000 reviews) "Quick, efficient check in and friendly front desk. Clean. Comfortable beds and pillows! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa CA $158 CA $176 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.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) ![Library](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/4de1acfc.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) ### Arden Forest Inn [](https://www.expedia.ca/Medford-Hotels-Arden-Forest-Inn.h46085022.Hotel-Information) 13.3 km from Windsor Ski Lift 9.8/10 Exceptional (103 reviews) "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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/24000000/23080000/23072100/23072048/fb75bbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 2 Bedrooms, Fireplace | In-room dining](https://images.trvl-media.com/lodging/24000000/23080000/23072100/23072048/b5b199cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed, Bathtub](https://images.trvl-media.com/lodging/24000000/23080000/23072100/23072048/58fb8cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Fireplace | In-room dining](https://images.trvl-media.com/lodging/24000000/23080000/23072100/23072048/9c4ecf62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Cottages [](https://www.expedia.ca/Medford-Hotels-Palm-Cottages.h23072048.Hotel-Information) 11.6 km from Windsor Ski Lift 9.2/10 Wonderful (213 reviews) "The room was not only spotless, but unique and very charming decor. It is like a little house and I wanted to stay another night just to enjoy reading in the little window nook!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $208 CA $232 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-Palm-Cottages.h23072048.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/4a0948e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Main House | Living area](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/bad45481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Upper Suite | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/a393598c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/d2dae1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cowslip's Belle Inn [](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.Hotel-Information) 12.9 km from Windsor Ski Lift 9.8/10 Exceptional (41 reviews) "Lovely yard courtyard area with koi pond" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $184 CA $281 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/cb1128dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/8f30c399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/28b11c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/00991541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarwood Inn of Ashland [](https://www.expedia.ca/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.Hotel-Information) 10.9 km from Windsor Ski Lift 7.4/10 Good (1,003 reviews) "We’ve stayed here twice. Nice place for reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mai CA $102 CA $114 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.Hotel-Information) ![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) ![Fireplace](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/d04a53ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/6ea829ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lithia Springs Resort [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) 15.4 km from Windsor Ski Lift 9.4/10 Exceptional (1,000 reviews) "Clean and comfortable, great tub" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Auna CA $141 CA $170 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2060000/2054100/2054062/57ca9d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2060000/2054100/2054062/b99215ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2060000/2054100/2054062/fb4908ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2060000/2054100/2054062/e584b572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scottish Inn [](https://www.expedia.ca/Medford-Hotels-Scottish-Inn.h2054062.Hotel-Information) 11.7 km from Windsor Ski Lift 7.8/10 Good (668 reviews) "Fourth time I've stayed here, and always a pleasant experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $106 CA $119 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-Scottish-Inn.h2054062.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) ![Lobby lounge](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/36734813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/d1de8521.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, 12.6 km from Windsor Ski Lift 9.2/10 Wonderful (590 reviews) "Room clean, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis [](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.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=2026-03-28&endDate=2026-03-29®ionId=553248621556372385&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Ski Lift Hotel Reviews ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0_y.jpg) ### Stratford Inn 10/10 Excellent "Clean, friendly staff, delightful stay. " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/e1af2c81_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "The room was clean the bed comfortable, the pool was well kept and the hotel is comforting. We awlways stay here when we can." [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "Staff was friendly. The room was neat and clean. Very good location. It would be nice to have coffee and tea available in the beautiful lobby. " [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Timbers INN and Suites](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg) ### Timbers INN and Suites 10/10 Excellent "Clean and cozy. Great price. Warm staff. We will cone back!" [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 6/10 Okay "Heater roared all night. Beds were adequate. Weirdly there was a mini fridge but no microwave. "kid" who checked us in def was not into his job, didn't really explain much of anything. The woman who was on duty in the morning was much more personable. Price ok for a three star motel." [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a_y.jpg) ### Lithia Springs Resort 2/10 Terrible "The geo thermal water piped into the room in the morning was loaded with so much chlorine I could smell it on my skin. Horrible bad" [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/950a1bfa_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Great stay and great staff. Shasta is great in the front office." [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Callahan's Mountain Lodge](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/32836590_y.jpg) ### Callahan's Mountain Lodge 10/10 Excellent "For our budget the off season is the best time to stay. " [](https://expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Best Western Windsor Inn](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/w5755h3840x5y0-2b1de702_y.jpg) ### Best Western Windsor Inn 6/10 Okay "Pet friendly " [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ## Hotels near other Windsor Ski Lift attractions ### Mount Ashland Ski Area 4.2/5 (136 reviews) Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6087455) ### Comer Ski Lift You can take time to visit Comer Ski Lift during your travels to Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621556372384) ### Ariel Ski Lift You can take time to visit Ariel Ski Lift during your travels to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621556372386) ### Bull Gap Lower Trailhead 3.0/5 (1 review) You can take time to visit Bull Gap Lower Trailhead during your travels to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976800844) ### Lithia Artisans Market You can find out about the history of Ashland with a trip to Lithia Artisans Market. Experience the entertainment choices and lively festivals in this walkable area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533114062) ### Tashi Choling Buddhist Center 4.0/5 (1 review) Find out about the history of Ashland when you take a trip to Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its acclaimed theater scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976800843) ### Weisinger Family Winery You can enjoy a tasting or tour at Weisinger Family Winery during your travels to Ashland. Wander around the area's picturesque gardens or experience its lively festivals. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=873860607758278656) ### Emigrant Lake 4.1/5 (35 reviews) Commune with nature and explore the great outdoors at Emigrant Lake during your travels in Ashland. Experience the entertainment choices and lively festivals in this family-friendly area. 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