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 [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-03-29&endDate=2026-03-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 30 - Mar 31](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-03-30&endDate=2026-03-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6290&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) ## 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) ![Winery](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/49a665aa.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.com/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) Ashland 9.4/10 Exceptional (1,003 reviews) "Everything was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marina $117 nightly $119 total Apr 6 - Apr 7 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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/c618b7a2.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) ### Flagship Inn of Ashland [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1,265 reviews) "The perfect place to stay. I loved every it of our stay there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Divine $71 nightly $80 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/c7cf3586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/306c76f1.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.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (36 reviews) "Eclectic and cozy. In winter lots of lovely areas indoors to read or play games. Outdoor space with cottages, a pond with ducks.Most delicious lavender shortbread cookies ever!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lyn $183 nightly $186 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.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) ![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) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth $97 nightly $99 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) ![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) ![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 (1,449 reviews) "We had a great experience at this hotel. We enjoyed the retro vibe the furnishings and decor provided and were very impressed and appreciative of the cleanliness of the hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly $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](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/87bbee17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/a3cad25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/3bf5b42a.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) ### 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 (1,000 reviews) "Easy check in, friendly staff, good selection for breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy $115 nightly $128 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![Standard Room, 1 Queen Bed | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/28b11c00.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 (1,000 reviews) "We’ve stayed here twice. Nice place for reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mai $75 nightly $84 total Apr 1 - Apr 2 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) ![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) ![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 (1,005 reviews) "Very clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lily $75 nightly $84 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Timbers-Motel.h915968.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e58bf0f5.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) ![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) ### Best Western Windsor Inn [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1,001 reviews) "Quiet comfortable rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $113 nightly $125 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/daa30b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/ca2e0fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1,734 reviews) "Clean, friendly staff, delightful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy $110 nightly $123 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.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=2026-04-13&endDate=2026-04-14®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) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/59b368f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/c618b7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Flagship Inn of Ashland [](https://www.expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) Ashland 8.8/10 Excellent (1265) $71 nightly $80 total Apr 5 - Apr 6 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/e1af2c81.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) ![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) ### 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 (1000) $115 nightly $128 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![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) $97 nightly $99 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) ![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) ### 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 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/14127d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/c7cf3586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/306c76f1.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.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (36) $183 nightly $186 total Mar 31 - Apr 1 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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/daa30b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/ca2e0fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1734) $110 nightly $123 total Apr 5 - Apr 6 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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/69ffc72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/ad98e6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 (1001) $104 nightly $115 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14®ionId=6290&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Ashland ![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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/d25616cb.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) ![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 (1003) $117 nightly $119 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Lithia-Springs-Resort.h893586.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) ![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) ### 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 (1000) $115 nightly $128 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.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) ![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) $97 nightly $99 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.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) ![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) ![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 (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) ![Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/14127d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/c7cf3586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657800/89657723/306c76f1.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.com/Ashland-Hotels-Country-Willows-Inn-And-Estate.h89657723.Hotel-Information) Ashland 9.8/10 Exceptional (36) $183 nightly $186 total Mar 31 - Apr 1 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/1000000/10000/2600/2550/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) ![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) ### 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 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Best-Western-Windsor-Inn.h2550.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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/daa30b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/ca2e0fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1734) $110 nightly $123 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Medford-Hotels-Stratford-Inn.h2758881.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=2026-04-13&endDate=2026-04-14®ionId=6290&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Ashland Hotel Reviews ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "This was our fourth stay over the past month. Right off the freeway so easy access. Suggest requesting an inside room farther away from traffic which is relatively light for the season. Would return." [](https://expedia.com/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/950a1bfa_y.jpg) ### Flagship Inn of Ashland 4/10 Poor "Upon arrival, bed sheets were dirty and had obviously not been changed prior to our arrival. Housekeeping was unavailable so we had to change the dirty sheets ourselves. The breakfast room was not maintained and the selection was the worst I’ve seen. The available fruit was old and the bananas were literally brown. The worker wore gloves when refilling the cereal dispenser, but was repeatedly pulling up her pants with her gloves on before touching the food. She could see the breakfast room was destroyed but did nothing to make it more presentable or inviting for guests to enjoy. Next time, we will spend more money for a cleaner hotel and edible continental breakfast when in Ashland. Do not recommend! " [](https://expedia.com/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.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 "Room clean, adequate amount of towels, etc. Quiet. " [](https://expedia.com/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 "Fantastic location, convenient to walk downtown. Kids loved the pool. Staff were very kind." [](https://expedia.com/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Comfort Inn & Suites Ashland](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 6/10 Okay "Egg tray was empty at 7:30 and breads were very picked over. Very underwhelming. " [](https://expedia.com/Medford-Hotels-Comfort-Inn-Suites.h3448.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 "There were a lot of different buildings so maybe some were different but my room was dark and depressing. " [](https://expedia.com/Medford-Hotels-The-Bards-Inn.h9249.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 6/10 Okay "Had no toothbrush’s and breakfast was poor compared to other holiday inn would not stay there again drive extra 20 minutes Yerka a lot Better hotel I stayed only because of Tesla supercharger is behind hotel the front desk lady was excellent and extremely friendly the breakfast lady not so much " [](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 "Everything was great. Room was spacious and clean, bed comfy, grounds beautiful. We enjoyed our spa services and the pool area. Our soaking tub in the room was fantastic. The only thing that was not wonderful was the food at breakfast. The server was wonderful tho. The food was just not great. Would stay here again and recommend to friends." [](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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