Name: Ashland Hills Hotel & Suites
Price range: $143 total
Rating: 8.8

Your Southern Oregon Vacation

With a Southern Oregon vacation package, you can forget about the stress of planning and focus on experiencing what this exciting destination has to offer. A trip to Southern Oregon wouldn't be complete without getting to some of its most well-known cities, starting with Medford. Two of the top attractions here include Britt Pavilion and Lithia & Driveway Fields. Grants Pass should also be on the itineraries of all Southern Oregon travelers. Visitors to this exciting destination enjoy Rogue River and Grants Pass and Josephine County Chamber of Commerce. If you're ready to stop dreaming and start packing, Expedia will help turn your Southern Oregon vacation into a reality.

The Latest Southern Oregon vacation packages

Price found within the past 48 hours. Click for updated prices.

WorldMark Running Y Resort

$537

per person

Jun 26 - Jun 28

found 1 day ago

Roundtrip flight included

San Francisco (SFO) to Klamath Falls (LMT)

9.6/10 Exceptional! (327 reviews)

Running Y was amazing. I wish I knew about it sooner. The condo was great, had everything I needed. The grounds and trails were beautiful and the kids loved the pool. Next time I'll leave a day to explore the Y itself instead of packing the day full of other activities.

Reviewed on May 6, 2026

Hummingbird Estate Wine & Suites

$560

per person

Jul 4 - Jul 8

found 1 hour ago

Roundtrip flight included

San Francisco (SFO) to Medford (MFR)

9.6/10 Exceptional! (157 reviews)

Charming vintage winery with great history and lovely rooms. The Syrah suite was clean and comfortable. The sunrise in the morning was spectacular. The tasting room is directly below the suite and can be loud but closes around 7 during the week. I don’t think I would stay here during an event unless I was participating in the event. So check the calendar first if noise is an issue for you. The grounds are wonderful and there are many spots to sit and enjoy. At night the terrace is lovely with the fires going. We played a bit of pickleball as well. Highly recommend with the caveat of checking for events first if noise is an issue for you.

Reviewed on Feb 28, 2026

Barclay Klum House by WanderLodges

$1,426

per person

Jul 21 - Jul 25

found 18 hours ago

Roundtrip flight included

Phoenix (PHX) to Medford (MFR)

10/10 Exceptional! (8 reviews)

Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals.

Reviewed on Mar 10, 2026

Wine Country Inn

$724

per person

Jul 18 - Jul 23

found 19 hours ago

Roundtrip non-stop flight included

Phoenix (PHX) to Medford (MFR)

9.4/10 Exceptional! (1,005 reviews)

Wonderful stay! I loved the grounds and the room was immaculate. The coffee at the front desk was fabulous, too!

Reviewed on May 5, 2026

McCall House Boutique Inn

Historic Downtown District

$837

per person

Jul 4 - Jul 8

found 1 hour ago

Roundtrip flight included

San Francisco (SFO) to Medford (MFR)

9.2/10 Wonderful! (594 reviews)

McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.

Reviewed on Apr 27, 2026

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Where to stay in Southern Oregon

Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon

Historic Downtown District

1 out of top 10 points of interest in this area

5/5(137 area reviews)

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Angus Bowmer Theatre are top sights worth seeing.

Discover the most popular places to visit in Southern Oregon

Crater Lake National Park

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

Oregon Shakespeare Festival

You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Crater Lake

Commune with nature and explore the great outdoors at Crater Lake during your travels in Crater Lake. Stroll along the lakeside or discover the area's volcano viewpoints.

What to do in Southern Oregon

Half-Day Rogue River Rafting with Indigo Creek

Rogue Valley Rapid Run

$110

per adult

100% of travellers recommend

Ashland: Cultural History Walking Tour

$20

per adult

See all activities in Southern Oregon

Southern Oregon Hotel Deals

Rogue Regency Inn Medford Airport

2300 Biddle Rd Medford OR

Fully refundableReserve now, pay when you stay

$85 nightly

$95 total

May 10 - May 11

Total with taxes and fees

8.8/10 Excellent! (2,996 reviews)

Breakfast was not very good Employees were very helpful I guess hotel trying to safe

Reviewed on May 9, 2026

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Fully refundableReserve now, pay when you stay

$164 nightly

$183 total

May 10 - May 11

Total with taxes and fees

9.6/10 Exceptional! (1,015 reviews)

I really enjoyed our stay here, but through Expedia, I rented an ADA room, but when I arrived they had no knowledge of the request. They were able to find us a room with a walk in shower, but it had no safety bars, so I was not able to use it. Next time, I will not go through Expedia, but will reserve ...

Reviewed on May 9, 2026

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$128 nightly

$143 total

May 31 - Jun 1

Total with taxes and fees

8.8/10 Excellent! (1,471 reviews)

Nice

Reviewed on May 8, 2026

See all 1,432 properties in Southern Oregon

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.