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

$124 nightly

$126 total

Dec 3 - Dec 4

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! (1,000 reviews)

Yes, roim very clean and staff was very pleasant.

Reviewed on Nov 14, 2025

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

$120 nightly

$134 total

Nov 24 - Nov 25

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! (1,004 reviews)

Front desk staff made me feel welcome and were very helpful!!!

Reviewed on Nov 18, 2025

Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$109 nightly

$122 total

Nov 23 - Nov 24

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! (1,001 reviews)

Ryan, front desk, was very considerate. The room was clean and quiet. Bed was firm.

Reviewed on Nov 8, 2025

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$99 nightly

$111 total

Nov 23 - Nov 24

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 ...

8.8/10 Excellent! (1,501 reviews)

Staff were extremely helpful and friendly, and the room was clean and comfortable.

Reviewed on Nov 19, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

Fully refundableReserve now, pay when you stay

$124 nightly

$138 total

Nov 23 - Nov 24

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! (1,002 reviews)

being able to bring our dog was a huge advantage. good sized room and large comfy bed.

Reviewed on Nov 18, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

Fully refundableReserve now, pay when you stay

$116 nightly

$118 total

Nov 24 - Nov 25

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! (1,172 reviews)

Love staying here for the amenities in each room with soaking jacuzzi tub and fireplaces. Ten out of ten would recommend!

Reviewed on Nov 18, 2025

Timbers INN and Suites

1450 Ashland Street Ashland OR

Fully refundableReserve now, pay when you stay

$70 nightly

$78 total

Nov 23 - Nov 24

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 ...

8.6/10 Excellent! (1,002 reviews)

Clean, well maintained, at a great price and location.

Reviewed on Nov 14, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$51 nightly

$57 total

Dec 5 - Dec 6

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! (1,158 reviews)

Yes

Reviewed on Nov 17, 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	767 hotels
Lowest Price	$57
Highest Price	$138
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