Explore 18 Luxury Hotels in Ashland

Name: Flagship Inn of Ashland
Price range: $60 total
Rating: 8.8

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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

Apr 20 - Apr 21

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! (1,001 reviews)

Unique mineral water in jacuzzi and shower. Very clean room with nice amenities. Didn't like that I had to walk my luggage from car to room a fair distance and no TV in bedroom. Our toilet wasn't cleaned but otherwise beautiful unique stay. They thought of a lot of things other lodges don't like ...

Reviewed on Apr 18, 2026

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

$111 nightly

$123 total

Apr 19 - Apr 20

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! (1,002 reviews)

The room was clean, very very small. Parking was good. The staff at the front desk was extremely nice. The breakfast was at best ok. It wasn't kept stocked very fast, so when we got there only potatoes and bagels were available. Eventually they brought more fresh fruit, but the egg bake thing was ...

Reviewed on Apr 16, 2026

Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$116 nightly

$129 total

May 7 - May 8

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)

Gluten free options for breakfast would’ve been appreciated.

Reviewed on Apr 11, 2026

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

Fully refundableReserve now, pay when you stay

$129 nightly

$144 total

Apr 19 - Apr 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 ...

8.8/10 Excellent! (1,000 reviews)

We’ve stayed here a number of times. Excellent hotel, and within easy walking distance to Lithia Park and the Oregon Shakespeare Festival and restaurants.

Reviewed on Apr 16, 2026

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$115 nightly

$128 total

Apr 19 - Apr 20

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! (1,452 reviews)

Our room was clean. Smelled a little musty. A little dated. Overall a good stay.

Reviewed on Apr 16, 2026

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

Fully refundableReserve now, pay when you stay

$131 nightly

$133 total

Apr 21 - Apr 22

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 ...

8.8/10 Excellent! (1,164 reviews)

Reasonable price for a room with jacuzzi and fire place

Reviewed on Apr 18, 2026

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$54 nightly

$60 total

Apr 19 - Apr 20

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 ...

8.8/10 Excellent! (1,276 reviews)

I got upgraded to 2 queen beds. Not that I used the second bed but it was a huge room.

Reviewed on Apr 17, 2026

Timbers INN and Suites

1450 Ashland Street Ashland OR

Fully refundableReserve now, pay when you stay

$74 nightly

$82 total

Apr 23 - Apr 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! (1,001 reviews)

Really nice, and helpful owner/manager. Very upscale looking and newish feel. I'd stay there again.

Reviewed on Apr 14, 2026

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More 4 star hotels in Ashland

Bybee's Historic Inn

883 Old Stage Road Central Point OR

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9.8/10 Exceptional! (10 reviews)

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	779 hotels
Lowest Price	$60
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

Popular Luxury Stays in Ashland

Recent Ashland Hotel Reviews By Fellow Wanderers

Lithia Springs Resort

4 out of 5

Posted 6 hours ago

Travelocity Verified Review

"Unique mineral water in jacuzzi and shower. Very clean room with nice amenities. Didn't like that I had to walk my luggage from car to room a fair distance and no TV in bedroom. Our toilet wasn't cleaned but otherwise beautiful unique stay. They thought of a lot of things other lodges don't like silverware and supplies to wash dishes, etc"

A verified traveler stayed at Lithia Springs Resort

Ashland Springs Hotel

3 out of 5

Posted 1 day ago

Travelocity Verified Review

"The room was clean, very very small. Parking was good. The staff at the front desk was extremely nice. The breakfast was at best ok. It wasn't kept stocked very fast, so when we got there only potatoes and bagels were available. Eventually they brought more fresh fruit, but the egg bake thing was never replaced. You could dine outside the little room. They need to go around and clean the cobwebs of the sitting area out there."

A verified traveler stayed at Ashland Springs Hotel