Explore top 2026 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

$164 nightly

$183 total

Oct 12 - Oct 13

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 ...

9.6/10 Exceptional! (1,111 reviews)

"Beds are amazing girl who checked us in.was.so helpful"

Reviewed on Sep 13, 2026

Hummingbird Estate Wine & Suites

1677 Old Stage Rd Central Point OR

$172 nightly

$175 total

Sep 15 - Sep 16

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! (185 reviews)

"We stayed in the cottage because the main estate was booked. The main disappointment was that there was a coffee pot and filters but no coffee. Everything else was great! They had a dinner event the 1 night we stayed and the staff was very busy."

Reviewed on Aug 27, 2026

McCall House Boutique Inn

153 Oak St Ashland OR

$306 nightly

$341 total

Sep 14 - Sep 15

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, ...

Country Willows Inn and Estate

1313 Clay St Ashland OR

Fully refundableReserve now, pay when you stay

$282 nightly

$286 total

Sep 14 - Sep 15

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

$180 nightly

$201 total

Sep 20 - Sep 21

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! (112 reviews)

"Wonderful, would stay again and highly recommended. The owner was nice and helpful. The property was cute, quiet and relaxing."

Reviewed on Aug 30, 2026

Barclay Klum House by WanderLodges

1023 E Main St Ashland OR

$269 nightly

$300 total

Sep 14 - Sep 15

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

$308 nightly

$343 total

Sep 27 - Sep 28

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! (4 reviews)

"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."

Reviewed on Aug 2, 2026

Paschal Winery

1122 Suncrest Rd Talent OR

$402 nightly

$408 total

Sep 15 - Sep 16

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

$355 nightly

$396 total

Oct 4 - Oct 5

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! (7 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

#47 The Cabins at Hyatt Lake - Sleeps 5 - Hot Tub

7979 Hyatt Prairie Road Ashland OR

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills 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 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.