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 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) Tomorrow [Apr 7 - Apr 8](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-07&endDate=2026-04-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/d25616cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) Ashland 9.4/10 Exceptional (1,003 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) ![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) ![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) ### Prospero's Flagship Inn [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1,267 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) ![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) ### 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) ![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) ![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) ### 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 (1,004 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) ![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) ![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 (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) ![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) ![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 (1,449 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) ![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) ![Business center](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/cb1128dc.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/cf48b0cd.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.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 (1,002 reviews) - Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures. $64 nightly $72 total Apr 12 - Apr 13 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) ![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) ![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 (1,741 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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) ![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) ### 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) ![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) ![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 (1267) $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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/87bbee17.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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) ![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) ### 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) ![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) ![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) ### 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) ![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) ![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 (1741) $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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/ad98e6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/fc22527e.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 (1004) $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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e58bf0f5.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.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) ![Winery](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/49a665aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) Ashland 9.4/10 Exceptional (1003) $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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/39c3cf5f.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) ![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) ### 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) ![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) ![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 (1741) $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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/87bbee17.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) ### 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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/1fd43c31.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 (1449) $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) ![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) ![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) ### 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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e58bf0f5.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.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) $607 nightly $677 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) ![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) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91334600/91334574/f80d446b.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) ### The Ashland Social | Entire Estate [](https://www.expedia.com/Ashland-Hotels-Luxury-Stay-4BR-W-Pool.h91334574.Hotel-Information) Ashland 10/10 Exceptional (12) $726 nightly $810 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 ![Relax Inn At Ashland](https://images.trvl-media.com/lodging/4000000/3630000/3626200/3626125/a1122667_y.jpg) ### Relax Inn At Ashland 8/10 Good "Clean nicely decorated but quite small" [](https://expedia.com/Medford-Hotels-Relax-Inn-At-Ashland.h3626125.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 "I was very disappointed that you have discontinued your breakfast. I understand the staffing and expense side, and that is I’m sure considerable. However the convenience for your guests is also very considerable. The option you have in place is both expensive and not very appetizing. ( it was not a good meal) Everything else about your hotel is really very very good. I hope you reconsider your decision to end the breakfast. An extra charge, along with a reduction in wasted food and portioned products would go a long way. Even with a wait time to have the food ready is better than downstairs. But I would guess the rent they pay helps you out too. Use their space for the breakfast and open the upstairs to something else. Something else would work here and I’d love it if it could be found." [](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 "Very welcoming for dog. Even had dog bowls and padded dog bed in the room. And a little fenced dog area outside of door." [](https://expedia.com/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 "Property was just about adequate. We had to request a move to the renovated rooms after initially being assigned one of the older rooms. The renovated room was better but not by a whole lot." [](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) ![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) ## 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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