Explore top 2025 4 Star Hotels in Southern Oregon

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Top Southern Oregon 4 Star hotels

Compass by Margaritaville in Medford

2399 S Pacific Hwy, Medford, OR

$201 nightly

$225 total

Oct 1 - Oct 2

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! (1,003 reviews)

"Super friendly staff from the front desk and the dining room! Clean common areas and very clean room and bath. We arrived at 9:00pm and were happy the restaurant was open. Very kind staff, decent food and drinks and a pleasant atmosphere to relax after a long day on the road. We would definitely ..."

Reviewed on Sep 28, 2025

McCall House Boutique Inn

153 Oak St, Ashland, OR

$230 nightly

$256 total

Oct 29 - Oct 30

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! (270 reviews)

Comfy, cozy and convenient

"Wonderful place in a very convenient location within easy walking distance of OSF and a range of food, drink and shopping. Very comfortable and cozy, with a friendly, helpful staff."

Reviewed on Aug 30, 2025

Hummingbird Estate Wine & Suites

1677 Old Stage Rd, Central Point, OR

$176 nightly

$179 total

Sep 30 - Oct 1

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! (138 reviews)

"Vineyard and the hummingbirds buzzing around were amazing!"

Reviewed on Sep 22, 2025

Country Willows Inn and Estate

1313 Clay St, Ashland, OR

Fully refundableReserve now, pay when you stay

$282 nightly

$286 total

Sep 30 - Oct 1

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

Paschal Winery

1122 Suncrest Rd, Talent, OR

$217 nightly

$220 total

Oct 28 - Oct 29

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.

9.4/10 Exceptional! (11 reviews)

"It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion ..."

Reviewed on May 3, 2025

The Mountain Ave House by WanderLodges

78 N Mountain Ave, Ashland, OR

$473 nightly

$507 total

Oct 19 - Oct 20

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 great! The beds were so nice we slept amazing. Clean, and spacious. Perfect for our family. Grandma had her own space downstairs to avoid the stairs. We really just loved the comfort of the home. We will be visiting again!"

Reviewed on Apr 22, 2025

Arden Forest Inn

261 W Hersey St, Ashland, OR

$166 nightly

$186 total

Oct 30 - Oct 31

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! (100 reviews)

Nice place to stay close to downtown and theaters

"They no longer serve breakfast, but the hospitality was great, bed was very comfortable, and nice outdoor seating in a garden area where we were visited by deer. It is in easy walking distance of downtown with excellent restaurants and the Shakespeare Festival theaters."

Reviewed on Sep 11, 2025

Hanna's House by WanderLodges

39 4th St, Ashland, OR

$238 nightly

$257 total

Oct 7 - Oct 8

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. ...

"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once ..."

Reviewed on Sep 19, 2024

Barclay Klum House by WanderLodges

1023 E Main St, Ashland, OR

$304 nightly

$324 total

Oct 1 - Oct 2

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

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 Southern Oregon

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 Southern Oregon 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 Southern Oregon 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 Southern Oregon, 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.