Explore 18 Luxury Hotels in Ashland

Name: Callahan's Mountain Lodge
Price range: $147 total
Rating: 8.6

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Best Luxury Hotels in Ashland

Lithia Springs Resort

2165 W Jackson Rd, Ashland, OR

$219 nightly

$222 total

Jul 28 - Jul 29

Total includes 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)

"Everything was excellent except that the staff at breakfast was a little aggressive about food vouchers for hot food. Yes, the resort charges $18 per person if you want hot breakfast that includes eggs, like boiled or scrambled, and bacon. Otherwise you get just the cold breakfast that includes yogurt, ..."

Reviewed on Jul 22, 2025

Ashland Springs Hotel

212 E Main St, Ashland, OR

Fully refundableReserve now, pay when you stay

$183 nightly

$204 total

Aug 10 - Aug 11

Total includes 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 ...

9.2/10 Wonderful! (1,002 reviews)

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Reviewed on Jul 16, 2025

Best Western Windsor Inn

2520 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$113 nightly

$125 total

Aug 17 - Aug 18

Total includes 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 ...

9/10 Wonderful! (1,007 reviews)

"Great experience. Easy and pleasant"

Reviewed on Jul 21, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$168 nightly

$187 total

Aug 17 - Aug 18

Total includes taxes and fees

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free hotel. There's a free ski shuttle, and ski passes and ski storage ...

8.8/10 Excellent! (1,470 reviews)

Stunning, clean, pet friendly

"Amazing mid century modern venue, spotless clean, and pet friendly (at a price per pet). Lovely pool and restaurant, well trained staff at front desk and electric level 1 charging options. There’s a fenced in pet area out back with views of the beautiful hills. Landscaping is beautiful and a short ..."

Reviewed on Jul 20, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

Fully refundableReserve now, pay when you stay

$95 nightly

$106 total

Jul 27 - Jul 28

Total includes 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 ...

8.8/10 Excellent! (1,015 reviews)

"This hotel is"

Reviewed on Jul 22, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

Fully refundableReserve now, pay when you stay

$179 nightly

$200 total

Jul 27 - Jul 28

Total includes 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 ...

8.6/10 Excellent! (1,003 reviews)

"This property is close to everything a bunch of restaurants. Very walkable."

Reviewed on Jul 19, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South, Ashland, OR

Fully refundableReserve now, pay when you stay

$144 nightly

$147 total

Jul 28 - Jul 29

Total includes taxes and fees

This lodge features a restaurant, a gym, and a bar/lounge. Bring the family and enjoy the arcade/game room and kid-friendly dining. There's no skimping on freebies ...

8.6/10 Excellent! (1,158 reviews)

"Room was clean, property has a rustic feel. Staff is friendly and helpful."

Reviewed on Jul 22, 2025

Timbers INN and Suites

1450 Ashland Street, Ashland, OR

Fully refundableReserve now, pay when you stay

$89 nightly

$99 total

Jul 27 - Jul 28

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and free newspapers are also on ...

8.4/10 Very Good! (1,001 reviews)

"I have stayed at the Timbers multiple times over the last 10 years. I like the convenient location and access to lots of stores/restaurants. The room itself was nice and clean but the light bulbs were burned out in the bathroom. It was super hot in Ashland but the pool was closed, so that was disappointing. ..."

Reviewed on Jul 19, 2025

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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

Inn at the Commons

200 N Riverside Ave, Medford, OR

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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	737 hotels
Lowest Price	$99
Highest Price	$222
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, Flagship Inn of Ashland