Explore 18 Luxury Hotels in Ashland

Name: Flagship Inn of Ashland
Price range: $85 total
Rating: 8.6

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Best Luxury Hotels in Ashland

Lithia Springs Resort

2165 W Jackson Rd, Ashland, OR

Fully refundableReserve now, pay when you stay

$219 nightly

$222 total

Oct 6 - Oct 7

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! (1,012 reviews)

"Lovely place, great staff"

Reviewed on Sep 27, 2025

Ashland Springs Hotel

212 E Main St, Ashland, OR

$179 nightly

$200 total

Oct 6 - Oct 7

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 ...

9.2/10 Wonderful! (1,011 reviews)

"Second time staying at Ashland Springs. Came to the Oregon Shakespeare Festival for the weekend. Easy parking. Close to restaurants and shopping, very walkable. Great staff. Will be back again next year for sure!"

Reviewed on Sep 28, 2025

Best Western Windsor Inn

2520 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Oct 19 - Oct 20

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 ...

9/10 Wonderful! (1,013 reviews)

"Great stay! Clean and quiet. Did not realize the doors are exterior facing as a solo traveler when I booked this, but I felt very safe."

Reviewed on Sep 23, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$138 nightly

$154 total

Oct 20 - Oct 21

Total with 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! (1,479 reviews)

Definitely recommend

"Clean room, friendly staff and lots of parking. Location is great close to everything."

Reviewed on Sep 24, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

$139 nightly

$155 total

Oct 19 - Oct 20

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 ...

8.6/10 Excellent! (1,024 reviews)

"Staff was great, cleaned room and left fresh towels, etc. everyday. Room was spacious. Great location. Great breakfast."

Reviewed on Sep 27, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South, Ashland, OR

Fully refundableReserve now, pay when you stay

$132 nightly

$134 total

Sep 30 - Oct 1

Total with 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! (1,169 reviews)

"Lovely older lodge in beautiful setting. Nice rooms and great restaurant - excellent steak dinner! Felt very welcomed. Would definitely come back."

Reviewed on Sep 25, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

$77 nightly

$85 total

Sep 30 - Oct 1

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 ...

8.6/10 Excellent! (1,052 reviews)

"Excellent vlue"

Reviewed on Sep 24, 2025

Timbers INN and Suites

1450 Ashland Street, Ashland, OR

Fully refundableReserve now, pay when you stay

$70 nightly

$78 total

Oct 13 - Oct 14

Total with taxes and fees

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 ...

8.4/10 Very Good! (1,013 reviews)

"Staff were very helpful!"

Reviewed on Sep 28, 2025

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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	753 hotels
Lowest Price	$78
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

Popular Luxury Stays in Ashland