Explore top 2025 4 Star Hotels in Ashland

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Top Ashland 4 Star hotels

Compass by Margaritaville in Medford

2399 S Pacific Hwy, Medford, OR

Fully refundableReserve now, pay when you stay

$181 nightly

$202 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...

9.6/10 Exceptional! (1,024 reviews)

Newer hotel and vibrant staff.

Reviewed on Oct 21, 2025

Hummingbird Estate Wine & Suites

1677 Old Stage Rd, Central Point, OR

$193 nightly

$196 total

Oct 24 - Oct 25

Total with taxes and fees

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and ...

9.4/10 Exceptional! (140 reviews)

Absolutely lovely place to spend time, relax and enjoy the beautiful property and views. Highly recommend.

Reviewed on Oct 18, 2025

Country Willows Inn and Estate

1313 Clay St, Ashland, OR

Fully refundableReserve now, pay when you stay

$215 nightly

$219 total

Oct 26 - Oct 27

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...

9.6/10 Exceptional! (32 reviews)

It was beautiful. Gourmet food and luxurious rooms. Thank you.

Reviewed on Sep 24, 2025

McCall House Boutique Inn

153 Oak St, Ashland, OR

$190 nightly

$212 total

Nov 1 - Nov 2

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, ...

9.8/10 Exceptional! (272 reviews)

Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

Arden Forest Inn

261 W Hersey St, Ashland, OR

$190 nightly

$212 total

Nov 7 - Nov 8

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and ...

9.6/10 Exceptional! (101 reviews)

I really enjoyed my stay and wish it had been longer. Very quiet, comfortable room close to OSF and downtown.

Reviewed on Oct 14, 2025

Paschal Winery

1122 Suncrest Rd, Talent, OR

$177 nightly

$180 total

Nov 3 - Nov 4

Total with taxes and fees

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

9.6/10 Exceptional! (13 reviews)

Excellent Winery Lodging

A wonderful winery to stay at between Ashland and Medford. The Paschal Winery had lovely accommodations, and we stayed three nights in a glamping trailer. The winery has excellent wines, amazing food, and we had three great bands to listen to during the weekend. We'd stay there again for sure. The ...

Reviewed on Oct 4, 2025

Barclay Klum House by WanderLodges

1023 E Main St, Ashland, OR

$304 nightly

$324 total

Nov 9 - Nov 10

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on ...

10/10 Exceptional! (6 reviews)

Great Placr

What a beautiful place to stay! We booked last minute and were blown away with how beautiful and comfortable it was.

Reviewed on Sep 5, 2025

Hanna's House by WanderLodges

39 4th St, Ashland, OR

$247 nightly

$266 total

Oct 28 - Oct 29

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. ...

10/10 Exceptional! (2 reviews)

This is a true gem!!!

Reviewed on Sep 29, 2025

The Mountain Ave House by WanderLodges

78 N Mountain Ave, Ashland, OR

$470 nightly

$504 total

Oct 27 - Oct 28

Total with taxes and fees

This vacation home features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.

10/10 Exceptional! (6 reviews)

This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!

Reviewed on Sep 27, 2025

Inn at the Commons

200 N Riverside Ave, Medford, OR

This inn features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking. A 24-hour ...

Needs upkeeping and non-smoking rooms/area.

Our non-smoking room was in need of repair with peeling paints/molded bathroom. Both queen beds had strong smoking odor. 3 out of 4 times that we came out of the room, we ran into smokers congregating in the parking lot a few feet from our door.

Reviewed on Feb 9, 2021

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4 Star Hotels Ashland

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Ashland 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Ashland will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Ashland, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.