TOP Luxury Hotels in Ashland, OR for 2026

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Our top choices for Ashland luxury hotels

1. McCall House Boutique Inn

Historic Downtown District

₹29,211 total

includes taxes & fees

9 Aug - 10 Aug

2. Arden Forest Inn

Ashland

₹17,229 total

includes taxes & fees

9 Aug - 10 Aug

Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

3. Country Willows Inn and Estate

Ashland

₹28,781 total

includes taxes & fees

16 Aug - 17 Aug

Luxury House, 2 Bedrooms, Bathtub, Garden Area | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

4. Barclay Klum House by WanderLodges

Ashland

₹34,101 total

includes taxes & fees

9 Aug - 10 Aug

Grand House | Living area | 65-inch TV with digital channels, streaming services

5. The Mountain Ave House by WanderLodges

Ashland

₹38,125 total

includes taxes & fees

9 Aug - 10 Aug

6. Hanna's House by WanderLodges

Historic Railroad District

₹24,634 total

includes taxes & fees

10 Aug - 11 Aug

7. Compass by Margaritaville in Medford

Medford

₹18,382 total

includes taxes & fees

6 Sept - 7 Sept

8. Hummingbird Estate Wine & Suites

Central Point

Savour champagne service and vineyard views at this luxurious wine estate bed & breakfast offering tranquil luxury in rural Oregon.

₹16,552 total

includes taxes & fees

10 Aug - 11 Aug

View all properties

Top Ashland Hotel Reviews

Comfort Inn & Suites Ashland

10/10 Excellent

"I neglected to say no stairs and our room was downstairs which was somewhat difficult with a dog and I’m old."

Callahan's Mountain Lodge

10/10 Excellent

"We stayed here to be within 2 miles of our daughter and they were extremely dog friendly. Our room was nice and we especially enjoyed the small fenced patio that we sat on every day. Staff was nice and helpful. Coupons for breakfast were appreciated. Not sure restaurant staff is up to speed with recent changes. We went there during happy hour, but did not get happy hour prices on our food or drinks. We will definitely stay again when in the area. Thanks"

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

10/10 Excellent

"rooms very clean, nice to have a table and 2 chairs for eating in, loved the parking in front of our room, walkable, perfect location, very safe, nice pool and jacuzzi watching the deer roam the hillside across the street was a nice perk ... the breakfast was wonderful ... lots of healthy options ... the staff was on point and very responsive ... will be our place to stay when visiting Ashland and the Shakespeare festival"

Lithia Springs Resort

8/10 Good

"At our approach to the property, I was fairly underwhelmed. But, once you get past the gates, they do a fairly good job of reducing the fact that you are right off I5. The property was lovely and relaxing, and the rooms were fairly well maintained. Grows for the property would be: remove the jetted tubs in the rooms and replace with soaking tubs since the mineral water has corroded the metal jets to the point that our intake was no longer connected and appeared to be mended with a screw that kept falling out while using the tub, do not advertise a wine garden and wine flight that is only available 4 days a week, improve the ice machine so that it provides ice, and clean up the pool tiles a bit to make them look less dated."

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Ashland?

Use Expedia to arrange your flight to Medford, OR (MFR-Rogue Valley Intl.) airport or Klamath Falls, OR (LMT-Klamath Falls Intl.) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Ashland has to offer. During your visit, you might want to enjoy the opera and theatre which Ashland is known for.

When can I expect good weather in Ashland?

Planning for the weather is an important factor for making your trip to Ashland a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.

What's there to see and do in Ashland?

Take in the sights and attractions that Ashland offers with a visit to Allen Elizabethan Theatre, Thomas Theatre and Oregon Shakespeare Festival. If you have a little extra time during your trip, you might want to check out Lithia Park and Emigrant Lake.

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Book Luxury Hotels in Ashland on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Ashland Luxury Hotels

Our top choices for Ashland luxury hotels

1. McCall House Boutique Inn

2. Arden Forest Inn

3. Country Willows Inn and Estate

4. Barclay Klum House by WanderLodges

5. The Mountain Ave House by WanderLodges

6. Hanna's House by WanderLodges

7. Compass by Margaritaville in Medford

8. Hummingbird Estate Wine & Suites

9. Paschal Winery

Top Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Best Western Windsor Inn

Callahan's Mountain Lodge

Ashland Hills Hotel & Suites

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

Ashland Springs Hotel

Lithia Springs Resort

Plaza Inn & Suites at Ashland Creek

Timbers INN and Suites

Frequently asked questions

Explore a world of travel with Expedia

Search Luxury Hotels in Ashland

Change your mind

Treat yourself

Be picky

Check availability on Ashland Luxury Hotels

Our top choices for Ashland luxury hotels

1. McCall House Boutique Inn

2. Arden Forest Inn

3. Country Willows Inn and Estate

4. Barclay Klum House by WanderLodges

5. The Mountain Ave House by WanderLodges

6. Hanna's House by WanderLodges

7. Compass by Margaritaville in Medford

8. Hummingbird Estate Wine & Suites

9. Paschal Winery

Top Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Frequently asked questions

Explore a world of travel with Expedia