Explore top 2026 4 Star Hotels in Southern Oregon

Name: The Mountain Ave House by WanderLodges
Price range: $371 total

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Top Southern Oregon 4 Star hotels

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Fully refundableReserve now, pay when you stay

$164 nightly

$183 total

Oct 18 - Oct 19

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...

McCall House Boutique Inn

153 Oak St Ashland OR

$192 nightly

$214 total

Nov 2 - Nov 3

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, ...

9.2/10 Wonderful! (618 reviews)

"Our favorite hotel In Ashland. It is probably the most beautiful building in Ashland and the rooms and the amenities are first class. We recommend this place to everyone."

Reviewed on Oct 13, 2026

Hummingbird Estate Wine & Suites

1677 Old Stage Rd Central Point OR

$191 nightly

$194 total

Oct 19 - Oct 20

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 ...

9.6/10 Exceptional! (194 reviews)

"Wonderful venue. The Hummingbird exceeded our expectations. Wouldn’t stay anywhere else in the area and look forward to the next visit. They do some great wine as well!"

Reviewed on Oct 8, 2026

Country Willows Inn and Estate

1313 Clay St Ashland OR

Fully refundableReserve now, pay when you stay

$215 nightly

$219 total

Nov 1 - Nov 2

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 ...

9.8/10 Exceptional! (42 reviews)

"Beautiful property with gardens and a heated pool. Great staff, breakfast was inventive and quite tasty. Is 10 minutes from town but easy to drive and no real parking issues even at play times. We will be back next year"

Reviewed on Sep 10, 2026

Arden Forest Inn

261 W Hersey St Ashland OR

$158 nightly

$176 total

Nov 13 - Nov 14

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 ...

9.8/10 Exceptional! (113 reviews)

"This inn had a lot of character. Lots of outside seating in the gardens. The proprietor was very friendly and helpful. Some of features were showing some age, like the shower, but we really enjoyed the ambience and location. It was only about a 15 minute walk to downtown and the theaters."

Reviewed on Sep 22, 2026

Barclay Klum House by WanderLodges

1023 E Main St Ashland OR

$238 nightly

$265 total

Oct 18 - Oct 19

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! (10 reviews)

"Really nice 2 bedroom apartment in historical house-great applicances, comfortable and spacious living and bedroom areas. We were only two, comfortable for up to 2 couples easily. 10-15 minute walk to downtown along pleasant street. Coffee shop around the corner. Very pleasant and comfortable stay ..."

Reviewed on Sep 12, 2026

Hanna's House by WanderLodges

39 4th St Ashland OR

$206 nightly

$230 total

Oct 18 - Oct 19

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! (5 reviews)

"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"

Reviewed on Oct 4, 2026

Pool & Hot Tub Access! Running Y Retreat w/ Deck

Klamath Falls OR

This apartment features an outdoor pool and an indoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas.

10/10 Exceptional! (3 reviews)

"This place is lovely! The views from the deck are beautiful. The home is very comfortable, including the beds, which is a big deal for me. There are lots walking paths and the fitness center was great - I recommend the pool for lap swimming. The host was very responsive and accommodating, which we ..."

Reviewed on Aug 28, 2026

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Paschal Winery

1122 Suncrest Rd Talent OR

$406 nightly

$413 total

Oct 29 - Oct 30

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.

9.8/10 Exceptional! (19 reviews)

"The property is at a winery with beautiful views of swans and a new baby swan, and the surrounding vineyards. The grounds are in good condition and the areas next to winery are lush and green with lots of things to look at. The winery itself has good food and even better wine. The Glamp Cottage trailer ..."

Reviewed on Jun 12, 2026

The Mountain Ave House by WanderLodges

78 N Mountain Ave Ashland OR

$333 nightly

$371 total

Nov 1 - Nov 2

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.

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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.

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.