Title: Book the Best SHOPPING 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 Shopping Hotels in Ashland, OR from CA $285 ![](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 Shopping Hotels Tonight [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Shopping Hotels ![Exterior](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/b1b3b300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/c8c8296c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/24b557e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/0055afe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Dragon House Ashland 10/10 Exceptional (99) "We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janis L. CA $245 CA $285 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/94000000/93350000/93349200/93349102/ace5c78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93350000/93349200/93349102/ed02db4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93350000/93349200/93349102/2a7e847a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93350000/93349200/93349102/c6ba96fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Signature ADA Room #1 | Artist\`s Abode Historic Railroad District 10/10 Exceptional (1) "The sights stunning, the garden a delight & the jacuzzi soak enriched my soul & ailing body" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $196 CA $387 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-1-Artists-Abode-Historic-District.h93349102.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473465/36c2c553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473465/eff29ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473465/0ada63dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473465/c18f62c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Junior Suite #5 | Jetted Tub Historic Railroad District 10/10 Exceptional (1) "Really really nice. Fabulous atmosphere. Loved the reading room. The coffee was good. Within walking distance of downtown. A really nice place for a romantic hideway. Would definitely stay here again when in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bart P. CA $199 CA $392 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Junior-Suite-5-Jetted-Tub-Historic-District.h93473465.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/33911aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/4e67a763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/dc9a6186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/472669e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in the luxurious 1-bedroom Louisa Suite at RedTail Inn. Enjoy a double rain shower, plush linens, and a shared hot tub. Located near downtown Ashland, with off-street parking and high-speed WiFi. Siskiyou-Hargadine Historic District 10/10 Exceptional (11) "Close to town, very nice room. We had fun in Ashland." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam B. CA $180 CA $328 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-Queen-Suite-Hot-Tub-Downtown-Ashland-Tesla-Station.h99340240.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473473/4cd56498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473473/44324e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473473/12472045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473473/747ae8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs Historic Railroad District 10/10 Exceptional (1) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph W B. CA $227 CA $428 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Anniversary-Suite-3-Twin-Soaking-Tubs-Historic-District.h93473473.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/726f6b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/597b87a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/c5f96b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/5eb6103a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Signature Room #6 | Clawfoot Tub Historic Railroad District CA $184 CA $373 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-6-Clawfoot-Tub-Historic-District.h93473470.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473467/1b03e0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473467/efef5f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473467/0be3f917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473467/d94f7869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Junior Suite #2 | Jetted Tub Historic Railroad District CA $199 CA $392 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Junior-Suite-2-Jetted-Tub-Historic-District.h93473467.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473475/93e0d0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473475/dbf5b13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473475/1d6bdc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473475/1ea38e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel | Honeymoon Suite #7 | Private Jacuzzi | Mountain Views Historic Railroad District CA $217 CA $414 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Honeymoon-Suite-7-Private-Jacuzzi-Mountain-Views.h93473475.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/f541f4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/6d9cb9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/d2cab2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/02f297da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen Ashland 10/10 Exceptional (2) "This house was so lovely and convenient. It was nice to leave the truck parked in its spot and walk to shops and restaurants. The house itself was open and comfortable with plenty of room for the both of us. And of course that kitchen had everything we could have asked for." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kami C. CA $222 CA $548 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information) ![Main House | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/30014c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Main House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/5fb84b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower Suite | Private kitchen](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c235430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cowslip's Belle Inn Ashland 9.8/10 Exceptional (39) "Lovely yard courtyard area with koi pond" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $189 CA $289 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ashland-Hotels-A-Cowslips-Belle-Inn.h95265593.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=2025-11-03&endDate=2025-11-04®ionId=6290&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Very nice place. " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Comfort Inn & Suites Ashland](//images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Great location. Accommodated our late check in coming from out of town! " [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](//images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 10/10 Excellent "Great location and nice room" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![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 "We were traveling with a pet and it was very easy with convenient parking and walkability to town. The room was very clean and the bed was comfortable. There were many hot breakfast item choices. Overall we had a pleasant stay and would happily stay again!" [](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information) ![Flagship Inn of Ashland](//images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Easy check-in and check out, room was clean and comfortable, and breakfast was surprisingly good for such a small property." [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Ashland Hills Hotel & Suites](//images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Clean room and helpful staff. Carpet in our room need to be changed hopefully to tile as it’s more hygienic." [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Best Western Windsor Inn](//images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg) ### Best Western Windsor Inn 10/10 Excellent "Good " [](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.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 "Clean rooms, and very nice breakfast. So convenient! We will be back on our next trip up to Portland!" [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information) ![Cedarwood Inn of Ashland](//images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/37ac672b_y.jpg) ### Cedarwood Inn of Ashland 10/10 Excellent "Room was clean and the customer Service was top notch. Would stay there again." 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[Motels in Phoenix](https://www.expedia.ca/Phoenix-Motels.d6047195-aaMotels.Travel-Guide-Accommodation) - [Resorts in Phoenix](https://www.expedia.ca/Phoenix-Resort-Hotels.d6047195-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Phoenix](https://www.expedia.ca/Phoenix-Townhomes.d6047195-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Rogue Valley Country Club](https://www.expedia.ca/Rogue-Valley-Country-Club-Hotels.0-l6078463-0.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Best-Western.0-n553248635976482103-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Pet-Friendly-Hotel.0-n553248635976482103-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Skidmore Academy Historic District Hotels](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels.0-n553248635976482103-0.Travel-Guide-Filter-Hotels) - 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[Flights from New York (JFK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/jfk/ahm/new-york-to-ashland) - [Flights from Kuwait City (KWI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/kwi/ahm/kuwait-city-to-ashland) - [Flights from Medford (MFR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/mfr/ahm/medford-to-ashland) - [Flights from Minneapolis (MSP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/msp/ahm/minneapolis-to-ashland) - [Flights from Oakland (OAK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/oak/ahm/oakland-to-ashland) - [Flights from Ontario (ONT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ont/ahm/ontario-to-ashland) - [Flights from Portland (PDX) to Ashland (AHM)](https://www.expedia.ca/lp/flights/pdx/ahm/portland-to-ashland) - [Flights from San Diego (SAN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/san/ahm/san-diego-to-ashland) - [Flights from San Antonio (SAT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sat/ahm/san-antonio-to-ashland) - 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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)