Title: Highly Rated Hotels With Pool in Ashland | Expedia.com [Ashland Travel Guide](https://expedia.com/Ashland.dx6290)[Hotels in Ashland](https://expedia.com/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.com/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.com/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.com/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Car Rentals in Ashland](https://expedia.com/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Apr 5 - Apr 6](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-05&endDate=2026-04-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 6 - Apr 7](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-06&endDate=2026-04-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-17&endDate=2026-04-19&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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/6ea829ab.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) ### Lithia Springs Resort [](https://www.expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) Ashland 9.4/10 Exceptional (1,002 reviews) - Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders. $124 nightly $126 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/c618b7a2.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) ### Prospero's Flagship Inn [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1,266 reviews) - Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop. $57 nightly $63 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.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/1000000/850000/845500/845432/3bf5b42a.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.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) Ashland 9.2/10 Wonderful (1,002 reviews) - Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness center. $102 nightly $114 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/fc22527e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/f61ceb5c.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/69ffc72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western [](https://www.expedia.com/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) Historic Downtown District 8.6/10 Excellent (1,002 reviews) - Splash into a seasonal oasis with pool-side relaxation in downtown Asheville's cultural hub. $95 nightly $106 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-The-Bards-Inn.h9249.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) ![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) ![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.com/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1,006 reviews) - Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel. $96 nightly $97 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![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) ![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) ### Ashland Hills Hotel & Suites [](https://www.expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) Ashland 8.8/10 Excellent (1,447 reviews) - Dive into aquatic bliss with a sparkling outdoor pool, hot tub sanctuary, and tennis courts nestled among scenic mountain views. $112 nightly $124 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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) ![Business center](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/cb1128dc.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) ![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) ### Cedarwood Inn of Ashland [](https://www.expedia.com/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.Hotel-Information) Ashland 7.4/10 Good (1,001 reviews) - Dive into year-round swimming bliss with indoor and outdoor pools at this relaxing Ashland retreat. $76 nightly $85 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.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) ![1 King Bed (No Pets Allowed) | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/65254606.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.com/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. $65 nightly $72 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1,740 reviews) - Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland. $110 nightly $123 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![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/90000000/89660000/89657800/89657723/39c3cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Willows Inn and Estate [](https://www.expedia.com/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. $282 nightly $286 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.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.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®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 Spa 4 stars 5 stars ## Hotels with pools and free breakfast in Ashland ![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) ![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/1000000/50000/42900/42817/55f0def7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prospero's Flagship Inn [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1266) $57 nightly $63 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/3bf5b42a.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.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) Ashland 9.2/10 Wonderful (1002) $102 nightly $114 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![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/90000000/89660000/89657800/89657723/39c3cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Willows Inn and Estate [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (36) $282 nightly $286 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.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) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes](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) ![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) ### Comfort Inn & Suites Ashland [](https://www.expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1006) $96 nightly $97 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1740) $110 nightly $123 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/69ffc72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western [](https://www.expedia.com/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) Historic Downtown District 8.6/10 Excellent (1002) $95 nightly $106 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-The-Bards-Inn.h9249.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) ![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 | Desk, laptop workspace, blackout drapes, iron/ironing board](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.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1001) $113 nightly $125 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=6290&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Ashland ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/6ea829ab.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) ### Lithia Springs Resort [](https://www.expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) Ashland 9.4/10 Exceptional (1002) $124 nightly $126 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.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) ![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/90000000/89660000/89657800/89657723/39c3cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Willows Inn and Estate [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (36) $282 nightly $286 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1740) $110 nightly $123 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/3bf5b42a.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.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) Ashland 9.2/10 Wonderful (1002) $102 nightly $114 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![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) ![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) ### Ashland Hills Hotel & Suites [](https://www.expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) Ashland 8.8/10 Excellent (1447) $112 nightly $124 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes](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) ![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) ### Comfort Inn & Suites Ashland [](https://www.expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) Ashland 8.8/10 Excellent (1006) $96 nightly $97 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![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 | Desk, laptop workspace, blackout drapes, iron/ironing board](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.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1001) $113 nightly $125 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/ae1b92fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/7b7d54fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83237700/83237635/8ce9250c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashland Social | Main House [](https://www.expedia.com/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.Hotel-Information) Ashland 10/10 Exceptional (29) $606 nightly $676 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Family-Getaway-Enjoy-A-Pool.h83237635.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) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/e2c298e7.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/2de43713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashland Social | Entire Estate [](https://www.expedia.com/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.Hotel-Information) Ashland 10/10 Exceptional (12) $758 nightly $846 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.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.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=6290&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Ashland Hotel Reviews ![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 10/10 Excellent "Very convenient to walk to town. Larger room than most hotels. Decent breakfast. Reasonably priced. " [](https://expedia.com/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2ce3f8a0_y.jpg) ### Stratford Inn 10/10 Excellent "The breakfast was excellent and the staff caring and engaging, knowledgeable about the area." [](https://expedia.com/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 "The hotel was in a great location for walking around Ashland and had places to sit outside around the property." [](https://expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg) ### Ashland Hills Hotel & Suites 8/10 Good "Most rooms were clean, but a couple rooms had ants and possible bedbug issues. Pickleball courts, fitness room, and hot tub + pool were nice to use. Cafe was good but maybe a little pricey and not many options compared to a diner-type restaurant. Tried to use bikes but one of them had a flat tire, which was promptly fixed by hotel maintenance guys. Fairly quiet and peaceful in general. Nice landscaping + natural views." [](https://expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.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 comfortable" [](https://expedia.com/Medford-Hotels-Timbers-Motel.h915968.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 "It was a very pleasant stay and the people at the counter were very helpful." [](https://expedia.com/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 "Clean and safe" [](https://expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a_y.jpg) ### Lithia Springs Resort 10/10 Excellent "Absolutely gorgeous and minus our upstairs neighbors doing line dancing all night long, it was a beautiful stay" [](https://expedia.com/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 10/10 Excellent "Room was great. Amazing value!" [](https://expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Ashland cost? ### What are some of the best Ashland hotels with outdoor pools and scenic views? > Another excellent choice is the [Stratford Inn](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information), which has a friendly setting complemented by its outdoor pool and picturesque surroundings. Rated 9.4 by visitors, the Stratford Inn is praised for its friendly and helpful staff, spacious and clean rooms, and a great location that makes it easy to explore the area. Guests also appreciate the delicious breakfast options available during their stay. > > > For those seeking good value, the [Best Western Windsor Inn](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) is a fantastic option with a rating of 9.0\. This hotel features an outdoor pool and provides free breakfast and Wi-Fi, ensuring a comfortable and convenient stay. Guests frequently highlight the friendly staff and well-kept rooms, making it a top pick for travellers. > > > Lastly, The Bard's Inn, part of the BW Signature Collection by Best Western, brings a cozy ambiance with its outdoor pool and lovely mountain views. With a traveller rating of 8.6, visitors enjoy the great location and comfortable rooms, along with a complimentary breakfast that exceeds expectations. ### Are there hotels in Ashland with outdoor pool activities or events? > One standout option is the Ashland Hills Hotel and Suites, which features a seasonal outdoor pool and a relaxing hot tub. Guests can unwind poolside while enjoying convenient food and drink service from the on-site Luna Cafe. The family-friendly atmosphere and organized activities around the pool make it a great choice for those traveling with children or looking to socialize. > > > Another excellent choice is [Lithia Springs Resort](https://www.expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information), which boasts a beautifully designed outdoor saline swimming pool, also seasonal, along with a hot tub. The resort's picnic areas and fire pits provide a cozy setting for evenings, and guests can opt for spa packages that enhance their relaxation experience. > > > For a unique twist, the Jackson WellSprings, located just outside of Ashland, offers a large natural hot springs pool filled with mineral water. This serene environment is great for wellness activities and workshops, making it an ideal retreat for those looking to rejuvenate and connect with nature. ### Is it cheaper to book flights and a Ashland hotel with a pool as a package? ### How can I save on a Ashland hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.com/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Hotels near Angus Bowmer Theatre ](https://www.expedia.com/Angus-Bowmer-Theatre-Hotels.0-l6078439-0.Travel-Guide-Filter-Hotels) - [Hotels near Thomas Theatre ](https://www.expedia.com/Thomas-Theatre-Hotels.0-l6078459-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Shakespeare Festival ](https://www.expedia.com/Oregon-Shakespeare-Festival-Hotels.0-l6183594-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Cabaret Theatre ](https://www.expedia.com/Oregon-Cabaret-Theatre-Hotels.0-l553248621532642225-0.Travel-Guide-Filter-Hotels) - 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