Explore 18 Luxury Hotels in Ashland

Name: Flagship Inn of Ashland
Price range: $56 total
Rating: 8.6

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

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

Jan 4 - Jan 5

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)

Room was pretty clean; coffeemaker did not work, overall we always have an enjoyable experience. Staff is very nice!

Reviewed on Dec 24, 2025

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

$110 nightly

$123 total

Jan 4 - Jan 5

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! (1,003 reviews)

Bathroom aur vent flaps all night and ,mattress should be replaced, dips down on right

Reviewed on Dec 29, 2025

Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$109 nightly

$122 total

Jan 11 - Jan 12

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)

Great pit stop. All worked well

Reviewed on Dec 26, 2025

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$115 nightly

$128 total

Jan 4 - Jan 5

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! (1,476 reviews)

Nice, clean room. Super dog-friendly. There’s even a dog park! The staff was great.

Reviewed on Dec 28, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

Fully refundableReserve now, pay when you stay

$119 nightly

$133 total

Jan 4 - Jan 5

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! (1,003 reviews)

Really beautiful area, and so close to downtown. Very clean, large rooms.

Reviewed on Dec 30, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

Fully refundableReserve now, pay when you stay

$116 nightly

$118 total

Jan 5 - Jan 6

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)

Clean the big room. Very nice interior with several wooden fireplaces. Nice restaurant with live music. Very cosy atmosphere of the ski resort cabin in the woods.

Reviewed on Dec 30, 2025

Timbers INN and Suites

1450 Ashland Street Ashland OR

Fully refundableReserve now, pay when you stay

$62 nightly

$70 total

Jan 5 - Jan 6

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! (1,000 reviews)

Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!

Reviewed on Dec 25, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$50 nightly

$56 total

Jan 4 - Jan 5

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! (1,208 reviews)

Room was clean and had what I needed

Reviewed on Dec 30, 2025

Don't see what you're looking for?

See all available properties in Ashland

View all properties

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

Get rates

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	791 hotels
Lowest Price	$56
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