Title: Book the Best Hotels with POOL in Ashland in 2026 | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[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)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6290.Destination-Travel-Guides) ![APB2G7 Shops and restaurants on Lithia Plaza at junction with Main Street in Ashland Oregon](https://images.trvl-media.com/place/6290/b205cc7b-4899-4c00-bc7b-b6c200d21d53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6290/b205cc7b-4899-4c00-bc7b-b6c200d21d53.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 availability on Ashland Hotels with a Pool Tonight [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-14&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-15&endDate=2026-03-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland hotels with a pool ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/91c94c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/d25616cb.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) ![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) Ashland 9.4/10 Exceptional (1,000 reviews) - Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders. CA $141 CA $170 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![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) ![Desk, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/06112d8d.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) ![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) ### Flagship Inn of Ashland [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1,248 reviews) - Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop. 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) ![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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/4f33c764.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) Ashland 9.8/10 Exceptional (36 reviews) - Seasonal outdoor pool tucked in beautiful gardens creates a peaceful sanctuary with comfortable loungers and sun umbrellas. [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/87bbee17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) Ashland 9.2/10 Wonderful (1,000 reviews) - Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness centre. CA $162 CA $180 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/1fd43c31.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) ![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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/7fafb4ea.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) Ashland 8.8/10 Excellent (1,457 reviews) - Dive into aquatic bliss with a sparkling outdoor pool, hot tub sanctuary, and tennis courts nestled among scenic mountain views. [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/9ee57e0c.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) ![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) ### Best Western Windsor Inn [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1,001 reviews) - Splash into relaxation at this sun-soaked hotel pool with bubbling hot tub and mountain views. CA $137 CA $153 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/fdd024f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/3695de41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/2580095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Ashland [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1,003 reviews) - Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel. CA $130 CA $132 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.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) ![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) Ashland 8.6/10 Excellent (1,001 reviews) - Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures. CA $80 CA $89 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/506581e5.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) ![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) ![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) Ashland 7.4/10 Good (1,003 reviews) - Dive into year-round swimming bliss with indoor and outdoor pools at this relaxing Ashland retreat. 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) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/9edcf65a.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) ![Garden view](https://images.trvl-media.com/lodging/47000000/46090000/46085100/46085022/87a63cf7.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) Ashland 9.8/10 Exceptional (103 reviews) - Lounge poolside at a Victorian B&B with garden views in this elegant retreat where seasonal outdoor swimming awaits. [](https://www.expedia.ca/Medford-Hotels-Arden-Forest-Inn.h46085022.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=6290&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Ashland Breakfast included Hot tub 4 stars Spa 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6290) ## Hotels with pools and free breakfast in Ashland ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/e1af2c81.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) ![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) ### Holiday Inn Express & Suites Ashland by IHG [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) Ashland 9.2/10 Wonderful (1000) CA $162 CA $180 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/9ee57e0c.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 (1001) CA $137 CA $153 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/c618b7a2.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) ![Desk, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/06112d8d.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 (1248) 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](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/69ffc72f.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 8.6/10 Excellent (1000) CA $150 CA $167 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.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) ![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) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/71c413aa.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 (1708) 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/1000000/10000/3500/3448/9eb7c716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/2580095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/c7db6260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/2ee8917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Ashland [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1003) CA $130 CA $132 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/4f33c764.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) Ashland 9.8/10 Exceptional (36) [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29®ionId=6290&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Ashland ![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) ![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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/7fafb4ea.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) Ashland 8.8/10 Excellent (1457) [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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) ![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) ![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) ### Holiday Inn Express & Suites Ashland by IHG [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) Ashland 9.2/10 Wonderful (1000) CA $162 CA $180 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/d25616cb.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) Ashland 9.4/10 Exceptional (1000) CA $141 CA $170 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.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) ![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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/9ee57e0c.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 (1001) CA $137 CA $153 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/2580095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/c7db6260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/2ee8917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Ashland [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1003) CA $130 CA $132 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![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) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/71c413aa.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 (1708) CA $185 CA $206 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/4f33c764.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) Ashland 9.8/10 Exceptional (36) [](https://www.expedia.ca/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/5d5d9a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/62751bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/67d88e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/3d597645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Full Property: The Ashland Social | Entire Estate [](https://www.expedia.ca/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.Hotel-Information) Ashland 10/10 Exceptional (11) CA $377 CA $998 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/f9dbdfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/5f089d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/222cc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/c23c556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Main House: The Ashland Social | Main House [](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.Hotel-Information) Ashland 10/10 Exceptional (28) CA $318 CA $838 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.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=6290&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Ashland Hotel Reviews ![Timbers INN and Suites](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/7580c086_y.jpg) ### Timbers INN and Suites 10/10 Excellent "Excellent rooms very clean and quiet. Close to restaurants and walking distance to the college. The price is more than reasonable. This summer I will be using there pool ! My father is in a facility in Ashland and I have stayed here many times and will return next month. " [](https://expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0_y.jpg) ### Stratford Inn 10/10 Excellent "Breakfast room was sunny and staff friendly" [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/950a1bfa_y.jpg) ### Flagship Inn of Ashland 8/10 Good "Room was clean, staff very friendly and helpful able to check in easily " [](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 "Great staff, clean rooms and nice amenities. " [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![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) ![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) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "We were here last week and enjoyed our stay so much that we rebooked this stay without checking for another hotel. We requested an inside room as the room last week had noise from freeway traffic. This room was squeaky clean as was the room last week. The restaurant is open 7am to 2pm and 5pm to 9pm. Chocolate Convention is being held this weekend. Would stick with this facility when we pass through." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Ashland with outdoor pools? > Another excellent option is the [Stratford Inn](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information), which boasts a welcoming outdoor pool as well, complemented by a friendly and helpful staff that has earned it a traveller rating of 9.4\. Families will appreciate the spacious and clean rooms, along with a delicious breakfast that sets the tone for a great day of exploration. Its great location makes it an ideal base for both outdoor adventures and local attractions. > > > For those seeking a more tranquil experience, [Lithia Springs Resort](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) offers a serene outdoor pool setting surrounded by nature. This 3-star resort, rated 9.4 by guests, features spacious and clean accommodations, and is known for its friendly staff and excellent breakfast options. The added luxury of spring water bathtubs and fireplaces in some rooms enhances the overall experience. > > > The [Ashland Hills Hotel & Suites](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information), also rated 9.0, provides a comfortable outdoor pool area where families can unwind after enjoying nearby outdoor activities. Guests highlight the spacious rooms and helpful staff, making it a family-friendly choice. > > > Lastly, the [Best Western Windsor Inn](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) offers another delightful outdoor pool experience, along with the added convenience of free breakfast and parking. Rated 9.0, it's a fantastic option for families, with comfortable rooms and a friendly atmosphere that ensures a pleasant stay. ### How much does a hotel with outdoor pool in Ashland cost? ### Are there hotels in Ashland that have private outdoor pools? > The heated private pool is great for families seeking both adventure and comfort, providing a serene space to unwind after exploring the area's outdoor attractions. With a fully equipped kitchen, you can enjoy the convenience of preparing family meals at your leisure, making it ideal for those traveling with children. > > > This farmhouse perfectly combines quality and convenience, ensuring that your stay in Ashland will be both memorable and enjoyable. ### What are some of the best Ashland hotels with outdoor pools and scenic views? > Another excellent choice is the [Stratford Inn](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information), which also features a lovely outdoor pool and has earned an excellent review score of 9.4\. Guests appreciate the friendly and helpful staff, spacious and clean rooms, and a delicious breakfast to start their day right. The hotel's location provides stunning mountain views, ensuring that both relaxation and adventure are just steps away. > > > For those seeking good value without compromising quality, the [Best Western Windsor Inn](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) is a solid pick. With a traveller rating of 9.0, this hotel offers an outdoor pool alongside free amenities like Wi-Fi and breakfast. Families will find it particularly accommodating, as the rooms are described as comfortable and clean, superb for a family getaway filled with fun and relaxation. > > > Lastly, The Bard's Inn, part of the BW Signature Collection, also presents a charming setting with an outdoor pool and scenic views. Rated at 8.6, guests enjoy its convenient location and comfortable accommodations. This hotel not only features sun loungers by the pool but also offers a complimentary breakfast, making it an appealing choice for families looking for a well-rounded experience in Ashland. ### Are there hotels with outdoor pools that are close to Lithia Park? > Another great option is the [Timbers INN and Suites](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information), which boasts a cozy atmosphere and a rating of 8.6\. Guests appreciate the clean rooms and comfortable beds, along with the excellent service from the helpful staff. While enjoying the outdoor pool, families can also take advantage of the nearby mountain biking and hiking opportunities, adding a touch of adventure to their stay. > > > Lastly, The Bard's Inn, part of the BW Signature Collection by Best Western, also features an outdoor pool and has a traveller rating of 8.6\. Guests love its comfortable rooms and the nice continental breakfast, which is a great way to start the day before exploring the nearby attractions. With its stunning mountain views and close proximity to outdoor activities, this hotel makes for a delightful family getaway. ### Are there hotels in Ashland with outdoor pool activities or events? > For a great experience, the [Lithia Springs Resort](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) features a lovely outdoor saline swimming pool, also seasonal, complemented by a hot tub and inviting picnic areas with fire pits. This resort allows guests to enjoy a spa package or simply unwind after a day of exploration. > > > Families and wellness enthusiasts might also enjoy the Jackson WellSprings, located just outside of Ashland. This venue boasts a large natural hot springs pool filled with mineral water, along with various wellness activities and workshops, providing a truly relaxing outdoor pool experience. ### Is it cheaper to book flights and a hotel in Ashland as a package? ### How can I save on a hotel in Ashland with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.ca/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Hotels near Asante Rogue Regional Medical Center ](https://www.expedia.ca/Asante-Rogue-Regional-Medical-Center-Hotels.0-l6216738-0.Travel-Guide-Filter-Hotels) - [Hotels near Bear Creek Park ](https://www.expedia.ca/Bear-Creek-Park-Hotels.0-l553248621558012072-0.Travel-Guide-Filter-Hotels) - [Hotels near Emigrant Lake ](https://www.expedia.ca/Emigrant-Lake-Hotels.0-l553248621558078461-0.Travel-Guide-Filter-Hotels) - 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