Explore 18 Luxury Hotels in Ashland

Name: Flagship Inn of Ashland
Price range: $70 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

$113 nightly

$115 total

Dec 14 - Dec 15

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! (1,014 reviews)

Room and staff snd facilities all lovely. Great value!

Reviewed on Dec 3, 2025

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

$109 nightly

$122 total

Dec 14 - Dec 15

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)

Charming and elegant!

Reviewed on Dec 6, 2025

Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$109 nightly

$122 total

Dec 14 - Dec 15

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)

clean room, friendly staff, good ex room, fresh coffee available

Reviewed on Dec 3, 2025

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$103 nightly

$115 total

Dec 14 - Dec 15

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! (1,494 reviews)

Yes to Pets

Reviewed on Dec 8, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

Fully refundableReserve now, pay when you stay

$119 nightly

$133 total

Dec 11 - Dec 12

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)

Ther was very loud thumping coming from the footsteps of the room above me. This happened late into the evening and also early in the morning

Reviewed on Dec 7, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

$100 nightly

$102 total

Dec 11 - Dec 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! (1,171 reviews)

Beautiful place to stay

Reviewed on Dec 8, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$62 nightly

$70 total

Dec 11 - Dec 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! (1,180 reviews)

Room was very clean. We like to stay here. Reasonable rates and good location near the college. Had a little trouble getting keys to work, but the manager quickly took care of it. Breakfast a little skimpy but there is a great restaurant next door called Morning Glory. There is a free charge point ...

Reviewed on Dec 5, 2025

Timbers INN and Suites

1450 Ashland Street Ashland OR

Fully refundableReserve now, pay when you stay

$73 nightly

$82 total

Jan 2 - Jan 3, 2026

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! (1,010 reviews)

Room was clean, quiet and nicely arranged. Easy walking distance to restaurants and coffee shops. Would recommend!

Reviewed on Nov 24, 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	780 hotels
Lowest Price	$70
Highest Price	$133
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