Title: Book the Best BOUTIQUE Hotels in Ashland in 2026 | Expedia.ca

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![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 Boutique Hotels in Ashland, OR from CA $95

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## Check availability on Ashland Boutique Hotels

Tonight

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-19&endDate=2025-12-20&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6290&startDate=2025-12-20&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&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&propertyStyle=BOUTIQUE&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&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Ashland

![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)

![Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/01670d2f.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

[](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information)

Ashland

8.8/10

Excellent

(1166)

"Beautiful place to stay "

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

Daniel

CA $134

CA $157 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/5e44a7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/59ddab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/c5aa855a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ashland Springs Hotel

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

Historic Downtown District

9.2/10

Wonderful

(1006)

"Small room but wonderful view and comfortable bed. "

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

Jessica

CA $120

CA $154 total

includes taxes & fees

Jan 16 - Jan 17, 2026

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

![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)

![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/5f7e6be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratford Inn

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

Siskiyou-Hargadine Historic District

9.4/10

Exceptional

(1605)

"Very clean room, affordable and extremely friendly staff "

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

Shalene

CA $112

CA $124 total

includes taxes & fees

Dec 21 - Dec 22

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

![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/ac72a052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/1be41ca3.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.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information)

Ashland

8.8/10

Excellent

(1007)

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

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

Thomas

CA $114

CA $115 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![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)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/3d32a00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/3002105e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/ca6c44ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flagship Inn of Ashland

[](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information)

Ashland

8.8/10

Excellent

(1197)

"Huge room Great check in Very comfortable My 5th stay here "

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

Michael L

CA $91

CA $102 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information)

![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)

![Garden](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/be871e55.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)

![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.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information)

Ashland

9.4/10

Exceptional

(1009)

"This is an exceptional resort. It is a good value in beautiful surroundings. Friendly staff and a great breakfast for an additional $5\. "

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

Christine

CA $129

CA $159 total

includes taxes & fees

Dec 30 - Dec 31

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

![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/fd8dc2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Ashland by IHG

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

Ashland

9.2/10

Wonderful

(1006)

"Very nice property with nice decor. Room much nicer than competitors I’ve stayed with . Extremely clean, super staff. Will stay here again!"

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

Christopher

CA $143

CA $160 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

[](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.Hotel-Information)

Ashland

8.6/10

Excellent

(1002)

"Room very good and vintage 70s style. "

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

James P

CA $86

CA $95 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Medford-Hotels-Timbers-Motel.h915968.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/69e23b7d.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)

![Suite, 1 King Bed, Non Smoking, Kitchen](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/c31d8ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Windsor Inn

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

Ashland

9.0/10

Wonderful

(1000)

"Friendly staff and very clean"

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

Noel

CA $150

CA $167 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/272d38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/4615a2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/b907a781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bard's Inn, BW Signature Collection by Best Western

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

Historic Downtown District

8.6/10

Excellent

(1010)

"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"

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

Suzanne

CA $145

CA $161 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.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=2026-01-02&endDate=2026-01-03&regionId=6290&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true)

## Top Ashland Hotel Reviews

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

### Ashland Springs Hotel

10/10 Excellent

"Love this hotel! I am bummed they started charging for breakfast but it is delicious."

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

![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)

![Plaza Inn & Suites at Ashland Creek](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg)

### Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"The check-in was easy, the room was excellant, very clean with plenty of towels. The room had coffee, microwave and refrigerator ready to go along with a comfortable bed."

[](https://expedia.ca/Medford-Hotels-Plaza-Inn-Suites-At-Ashland-Creek.h880585.Hotel-Information)

## Frequently asked questions

### What's there to see and do in Ashland?

### What kind of weather should I plan for when I travel to Ashland?

### What's the best way to get to my boutique hotel in Ashland?

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- [Visit Skidmore Academy Historic District ](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103)
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