Explore 18 Luxury Hotels in Ashland

Name: Best Western Windsor Inn
Price range: $125 total

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Best Luxury Hotels in Ashland

Lithia Springs Resort

2165 W Jackson Rd Ashland OR

Fully refundable

$165 nightly

$167 total

Oct 5 - Oct 6

Total with taxes and fees

This bed & breakfast features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, ...

9.4/10 Exceptional! (1,004 reviews)

"Top notch! Alot of attention to detail throughout the property. I especially love how the water makes my hair and skin look. I visit Lithia Springs frequently."

Reviewed on Sep 25, 2026

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

Fully refundableReserve now, pay when you stay

$179 nightly

$200 total

Sep 27 - Sep 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...

9/10 Wonderful! (1,007 reviews)

"Very nice, near everything, would stay again."

Reviewed on Sep 25, 2026

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

Fully refundableReserve now, pay when you stay

$137 nightly

$139 total

Oct 5 - Oct 6

Total with taxes and fees

A restaurant and a bar/lounge are featured at this lodge. Bring the family and enjoy the arcade/game room and kid-friendly dining. Guests will appreciate free ...

8.8/10 Excellent! (1,143 reviews)

"The bartender/server named Sunshine made our time so much more enjoyable! She was delightful and helpful in many ways."

Reviewed on Sep 24, 2026

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$66 nightly

$73 total

Sep 29 - Sep 30

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate ...

8.4/10 Very Good! (1,468 reviews)

"We did not like the air-conditioning/heating box because it was extremely noisy. cannot sleep with it running. would be nice if they were the newer split type quiet machines."

Reviewed on Sep 25, 2026

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

$168 nightly

$187 total

Oct 26 - Oct 27

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi ...

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$127 nightly

$142 total

Oct 19 - Oct 20

Total with taxes and fees

This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free ...

Timbers INN and Suites

1450 Ashland Street Ashland OR

A seasonal outdoor pool, free self parking, and free newspapers are featured at this motel. WiFi in public areas is free. A picnic area and express check-out ...

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Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$113 nightly

$125 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub ...

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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.

More 4 star hotels in Ashland

Bybee's Historic Inn

883 Old Stage Road Central Point OR

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9.8/10 Exceptional! (10 reviews)

5 star hotels in Ashland

Kubli Haus

305 S Oregon St Jacksonville OR

$294 nightly

$325 total

Oct 4 - Oct 5

Total with taxes and fees

Ashland Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Ashland luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Ashland to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Ashland will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Ashland, and plan your next opulent escape.

Ashland hotels essential information

Accommodation	773 hotels
Lowest Price	$73
Highest Price	$325
Popular hotels	Plaza Inn & Suites at Ashland Creek, Ashland Springs Hotel, Ashland Hills Hotel & Suites, Callahan's Mountain Lodge, Timbers INN and Suites, Lithia Springs Resort, Best Western Windsor Inn, Prospero's Flagship Inn

Popular Luxury Stays in Ashland

Recent Ashland Hotel Reviews By Fellow Wanderers

Plaza Inn & Suites at Ashland Creek

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"Very nice, near everything, would stay again."

A verified traveler stayed at Plaza Inn & Suites at Ashland Creek

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

4 out of 5

Posted 7 days ago

Travelocity Verified Review

"The property is well-located for those attending OSF plays and wanting a variety of nearby dining options. Our room and bathroom were both very clean, and the beds comfortable. The bathroom, however, “showed its age” a bit, with lack of a little more counter space being a problem for 2 female guests with makeup bags and hair needs, and a rather unsightly crack in the sink. The pool and hot tub were great! All staff we interacted with, from front office each day to cleaners, were pleasant and helpful. Would stay there again, but probably book one of the more expensive rooms in the Bard’s Inn “Sonnet” property across the street."

A verified traveler stayed at The Bard's Inn, BW Signature Collection by Best Western