Title: Book the Best SHOPPING Hotels in Ashland in 2026 | 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)

![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)

# Find Shopping Hotels in Ashland, OR from CA $232

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## Check availability on Ashland Shopping Hotels

Tonight

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ashland hotels with shopping nearby

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/da2b7e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/bd4dd90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/8ac29521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103030000/103028500/103028494/35fe933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. 

[](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information)

Ashland

10/10

Exceptional

(31)

"Our stay was amazing everything"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

annie t.

CA $197

CA $351 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Ashland-Hotels-Siskiyou-Mountain-Place.h103028494.Hotel-Information)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/d9a4424f.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)

### The Red Dragon House

[](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information)

Ashland

10/10

Exceptional

(103)

"Wonderful stay, thank you!!! Our doggo felt so at home!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirsten P.

CA $241

CA $278 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Ashland-Hotels-1.h70436753.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/ff37a114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/baaa2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/0928c965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99440000/99433600/99433504/ea5ed629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information)

Ashland

10/10

Exceptional

(3)

"Lovely stay in a nicely restored historic home. We were very comfortable and the location is great in central Ashland."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Casey K.

CA $180

CA $473 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Ashland-Hotels-Barclay-Klum-House-A-Holiday-Retreat.h99433504.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w508h683x259y0-cca28ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w904h683x60y0-6481a6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/d13160fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w917h683x60y0-c2d8f6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxuriously comfortable & peaceful getaway downtown Ashland, with views. 

[](https://www.expedia.ca/Ashland-Hotels-Countryman-Fox-Carriage-House.h103123125.Hotel-Information)

Siskiyou-Hargadine Historic District

10/10

Exceptional

(35)

"This house was perfectly dog friendly - fenced in area with dirt/grass areas & blankets/dog bed/towel for the inside. The location was close to everything we wanted to do in Ashland. Very luxurious bathroom, too, which was unexpected. Would definitely stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa W.

CA $112

CA $232 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Ashland-Hotels-Countryman-Fox-Carriage-House.h103123125.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)

![Interior](https://images.trvl-media.com/lodging/94000000/93350000/93349200/93349102/c6ba96fa.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)

![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)

### The Peerless Hotel | Signature ADA Room #1 | Artist\`s Abode

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-1-Artists-Abode-Historic-District.h93349102.Hotel-Information)

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 $165

CA $347 total

includes taxes & fees

Dec 29 - Dec 30

[](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/94000000/93480000/93473500/93473470/726f6b46.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)

![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/5eb6103a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473470/4202c069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Peerless Hotel | Signature Room #6 | Clawfoot Tub

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-6-Clawfoot-Tub-Historic-District.h93473470.Hotel-Information)

Historic Railroad District

CA $165

CA $347 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Signature-Room-6-Clawfoot-Tub-Historic-District.h93473470.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664952/c4a0f959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664952/500a155b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664952/0acb4af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664952/c25226c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.

[](https://www.expedia.ca/Ashland-Hotels-Anne-Hathaway-House-Close-To-Downtown-Ashland.h99664952.Hotel-Information)

Ashland

8.8/10

Excellent

(5)

"Very comfortable, walking distance to OSF, shops, restaurants, etc. Highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Akasha W.

CA $164

CA $326 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Ashland-Hotels-Anne-Hathaway-House-Close-To-Downtown-Ashland.h99664952.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122650000/122645700/122645610/aa36ca4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122650000/122645700/122645610/1a273277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122650000/122645700/122645610/a54b6001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122650000/122645700/122645610/bcd26b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ashland's Premier Eco-B&B: Queen Bed Room with Garden Views (Maitre)

[](https://www.expedia.ca/Ashland-Hotels-Ashlands-Premier-Eco-BB.h122645610.Hotel-Information)

Siskiyou-Hargadine Historic District

CA $203

CA $257 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Ashland-Hotels-Ashlands-Premier-Eco-BB.h122645610.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)

![Exterior](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/dc9a6186.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)

![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.

[](https://www.expedia.ca/Ashland-Hotels-Queen-Suite-Hot-Tub-Downtown-Ashland-Tesla-Station.h99340240.Hotel-Information)

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 $177

CA $330 total

includes taxes & fees

Dec 18 - Dec 19

[](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)

![Interior](https://images.trvl-media.com/lodging/94000000/93480000/93473500/93473473/747ae8b3.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)

### The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Anniversary-Suite-3-Twin-Soaking-Tubs-Historic-District.h93473473.Hotel-Information)

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 $195

CA $382 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-Anniversary-Suite-3-Twin-Soaking-Tubs-Historic-District.h93473473.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=2025-12-30&endDate=2025-12-31&regionId=6290&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true)

## Top Ashland Hotel Reviews

![Best Western Windsor Inn](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362_y.jpg)

### Best Western Windsor Inn

10/10 Excellent

"Clean. Good breakfast."

[](https://expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information)

![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845432/2a6193b5_y.jpg)

### Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent

"Great staff at check in. Room clean and bed and sheets are extremely comfortable! "

[](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Suites-Ashland.h845432.Hotel-Information)

![The Bard's Inn, BW Signature Collection by Best Western](https://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

"Such a cool location, aimed towards visitors to the Oregon Shakespeare festival (performed in theaters a short saunter away), but also lovely any time of year! Clean, convenient amenities, elegant furnishings and decor, and a large bathroom and large mirrors extra helpful for those dressing up for the theater. It was pouring rain when we visited, so we didn't use the outdoor pool or sauna, but the complimentary breakfast was great, and had lovely open dining areas. Note: not all buildings are connected to the breakfast room and pool, so just be aware that you may have to cross the street in your swimsuit if your room is located in an outer building. We actually preferred to be in the further building (with a cool balcony!) It's not a far walk at all, and anyways we were that much closer to Mix Bakery, Creekside Pizza, and Lithia Park. However they can often provide a room in the main building, away from the street, upon request. Staff was extremely friendly and helpful and we hope to stay here again soon. "

[](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information)

![Lithia Springs Resort](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b_y.jpg)

### Lithia Springs Resort

10/10 Excellent

"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "

[](https://expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information)

![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg)

### Flagship Inn of Ashland

10/10 Excellent

"Was a great stay "

[](https://expedia.ca/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

"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"

[](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information)

![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg)

### Stratford Inn

10/10 Excellent

"The room was clean and spacious. The best thing about our visit was chatting with Cindy over breakfast. She is a gem!!! She gave us quite a few suggestions for places to visit, and we really enjoyed chatting with her. She’s an excellent asset to your hotel and a keeper! We shall return!"

[](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information)

![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg)

### Ashland Hills Hotel & Suites

10/10 Excellent

"Great"

[](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information)

![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg)

### Ashland Springs Hotel

10/10 Excellent

"We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. "

[](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information)

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- [Flights to Medford ](https://www.expedia.ca/Cheap-Flights-To-Medford.d602702.Travel-Guide-Flights)
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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)