Explore 18 Luxury Hotels in Ashland

Name: Flagship Inn of Ashland
Price range: $57 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

$134 nightly

$136 total

Nov 9 - Nov 10

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! (1,013 reviews)

Love this place

Reviewed on Nov 3, 2025

Ashland Springs Hotel

212 E Main St, Ashland, OR

Fully refundableReserve now, pay when you stay

$120 nightly

$134 total

Nov 10 - Nov 11

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! (1,012 reviews)

Great location

Reviewed on Nov 2, 2025

Best Western Windsor Inn

2520 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Nov 30 - Dec 1

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! (1,000 reviews)

Appreciated the staff greeting us for our late arrival. In the room- comfortable and clean. A couple of things: flashing bulb over sinks needs replaced. Trash liners were on so tight that is was impossible to put trash down in the can. Nothing major- we enjoyed our stay.

Reviewed on Nov 2, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$118 nightly

$132 total

Nov 16 - Nov 17

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! (1,494 reviews)

Staff was friendly, property and room was clean. Restaurant staff was great, food was so so.

Reviewed on Nov 2, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

Fully refundableReserve now, pay when you stay

$129 nightly

$144 total

Nov 9 - Nov 10

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! (1,021 reviews)

comfortable bed, nice courtyard view walkable to town.

Reviewed on Oct 29, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South, Ashland, OR

Fully refundableReserve now, pay when you stay

$110 nightly

$112 total

Nov 11 - Nov 12

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! (1,167 reviews)

Good

Reviewed on Nov 7, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

Fully refundableReserve now, pay when you stay

$51 nightly

$57 total

Nov 11 - Nov 12

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! (1,128 reviews)

Very clean, quiet, and comfortable. Exceptional value. I'll be back.

Reviewed on Nov 5, 2025

Timbers INN and Suites

1450 Ashland Street, Ashland, OR

Fully refundableReserve now, pay when you stay

$70 nightly

$78 total

Nov 9 - Nov 10

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! (1,017 reviews)

Nice, place for the price. Staff was very friendly. Got real coffee mugs, not just paper cups.

Reviewed on Nov 3, 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	762 hotels
Lowest Price	$57
Highest Price	$144
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