Title: Book the Best BOUTIQUE Hotels in Ashland in 2025 | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6290.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Ashland, OR from CA $94 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Ashland Boutique Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-13&endDate=2025-10-14&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Boutique Hotels We don't have any properties that match your exact search [See all properties in Ashland](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=6290&adults=2) ## Recommended hotels in Ashland ![Desk, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/e097575f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/1d583c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/feabb486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn of Ashland Ashland 8.8/10 Excellent (1091) "Clean, quiet, nice pool area" CA $84 CA $94 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/609741f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/52c43a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/af89d40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1177) "Loved our visit there, staff was top notch" CA $154 CA $178 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/c31d8ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/6d4857ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/ae66d7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Windsor Inn Ashland 9.0/10 Wonderful (1008) "Location very convenient, close to I5 and close enough to downtown" CA $137 CA $153 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028.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) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/7b9348b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Room, Mountainside | Mountain view](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/4093c3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1572) "The hotel is exceptionally clean and very friendly!" CA $122 CA $137 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.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) ![Family Room, 3 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/e32a2cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/3c8278b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/916000/915968/cf48b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers INN and Suites Ashland 8.6/10 Excellent (1006) "super friendly staff" CA $88 CA $98 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.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) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/5b2299a0.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/fd8dc2cb.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) ### Holiday Inn Express & Suites Ashland by IHG Ashland 9.2/10 Wonderful (1005) "Nice clean hotel well located for travel" CA $147 CA $164 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/b41d66f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/ac72a052.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 Ashland 8.6/10 Excellent (1018) "Great location , price . Comfortable beds . " CA $139 CA $141 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/eed498c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/7fe2e00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/d3116ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western Historic Downtown District 8.6/10 Excellent (1003) "My favorite place to stay in Ashland. Clean and nice rooms, affordable, PERFECT location and great staff! " CA $153 CA $170 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![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](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/9f192341.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) ![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/97525808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites Ashland 9.0/10 Wonderful (1485) "Very friendly staff." CA $157 CA $189 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Hobart Peak | Terrace/patio](https://images.trvl-media.com/lodging/95000000/94790000/94782500/94782480/451cff23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94790000/94782500/94782480/bac047ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boccard Point | Living area](https://images.trvl-media.com/lodging/95000000/94790000/94782500/94782480/2d4b1335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lodge Room 3 | Terrace/patio](https://images.trvl-media.com/lodging/95000000/94790000/94782500/94782480/6d4fe67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Springs Inn Ashland 9.4/10 Exceptional (103) "Super easy check in, wonderful room. Absolute prefect stay." CA $127 CA $165 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Ashland-Hotels-Green-Springs-Inn.h94782480.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=6290&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![Plaza Inn & Suites at Ashland Creek](//images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg) ### Plaza Inn & Suites at Ashland Creek 10/10 Excellent "With a great view of the garden, spacious room with couch and super soft bed, Tesla chargers, and a short walk to Lithia Park - this place is perfect for us! The free breakfast is pretty good too: bacon, scrambled eggs, yogurt, oranges/bananas and a waffle maker. Only a couple minor down sides: tiny bottles of shampoo etc rather than built in large bottles, plastic water glasses and a really narrow driveway down to the chargers. Nothing to change our minds, though. A great place to stay. " [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Lithia Springs Resort](//images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg) ### Lithia Springs Resort 10/10 Excellent "We enjoyed a quiet stay in one of the suites. The staff were friendly and helpful. The beds were very comfortable and everything was clean. We had fun walking around the grounds and seeing a group of wild turkeys wander past. " [](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](//images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "We were in need of medical care and the staff was able to provide us with information on an urgent care clinic. Our room wasn’t ready when we checked in (early) but we were notified by text when we could check back in. We didn’t have breakfast there so can’t comment on that." [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Ashland Springs Hotel](//images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "Lovely hotel!" [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Ashland? > Visitors speak positively about this destination's renowned opera, acclaimed theaters, and lively festivals. Activities and attractions to experience around Ashland include Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. You might also like to explore more of the area and take in additional sights like Ashland Library, Lithia Park, and Angus Bowmer Theatre while you're here. ### What kind of weather should I plan for when I travel to Ashland? > Getting an idea of what to expect from the weather in Ashland is important when you plan your trip. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches. ### What's the best way to get to my boutique hotel in Ashland? > You have a few options for transportation to and around Ashland. The closest major airport is Rogue Valley Intl. Airport (MFR), which is located 14.4 mi (23.3 km) from the heart of the city. 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[Hotels near Southern Oregon University](https://www.expedia.ca/Southern-Oregon-University-Hotels.0-l6188400-0.Travel-Guide-Filter-Hotels) - [Hotels near Sumner Parker Field](https://www.expedia.ca/Sumner-Parker-Field-Airport-Hotels.0-aAHM-0.Travel-Guide-Filter-Hotels) - [Farmstay in Talent](https://www.expedia.ca/Talent-Agritourism.d6347896-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Talent](https://www.expedia.ca/Talent-Guest-Houses.d6347896-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Talent](https://www.expedia.ca/Talent-Hotels-Adults-Only-Resorts.0-0-d6347896-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Talent](https://www.expedia.ca/Talent-Hotels-Cheap-Hotels.0-0-d6347896-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Talent](https://www.expedia.ca/Talent-Hotels-Couples-Resorts-Hotels.0-0-d6347896-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Talent](https://www.expedia.ca/Talent-Hotels-Hotels-With-Balconies.0-0-d6347896-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - 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[Visit Skidmore Academy Historic District](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103) - [Edenvale Winery](https://www.expedia.ca/EdenVale-Winery-Medford.d6087459.Vacation-Attraction) - [Visit Medford](https://www.expedia.ca/Medford.dx602702) - [Thomas Theatre](https://www.expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction) - [Car rental Talent](https://www.expedia.ca/Car-Rentals-In-Talent.d6347896.Car-Rental-Guide) - [Book Boutique Hotels in Ashland on Expedia.com](https://www.expedia.com/Ashland-Hotels-Boutique-Hotel.0-0-d6290-tBoutiqueHotel.Travel-Guide-Filter-Hotels)