Southern Oregon Luxury Vacations 2026

Plan, book, travel with confidence
Better together
Save up to ￥109,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury Southern Oregon Hotels

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

2 hours drive from Crater Lake National Park

Plaza Inn & Suites at Ashland Creek delivers luxe lodging where you'll enjoy premium bedding and more. Notable amenities include a 24-hour fitness center, a ...

8.8/10 Excellent! (1,030 reviews)

"Great location, clean large rooms, and easy check in. The television did not work and when we called the front desk in the evening only one person was available so could not assist. The breakfast was ample with powdered eggs and other processed items that I chose not to eat. I would stay there again ..."

Reviewed on Aug 24, 2026

Ashland Springs Hotel

212 E Main St Ashland OR

2 hours drive from Crater Lake National Park

Be treated to a luxury stay at Ashland Springs Hotel, where you can enjoy amenities like Frette Italian sheets, pillowtop beds, and more. The spa, restaurant, ...

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

2 hours drive from Crater Lake National Park

Treat yourself to a luxury stay at Ashland Hills Hotel & Suites, where you can enjoy amenities like premium channels, flat-screen TVs, and more. Deluxe amenities ...

8.8/10 Excellent! (1,536 reviews)

"The bathroom has no fan and with there being no windows in the bathroom, I think it is necessary to have a fan (isn't that a law anyway)."

Reviewed on Aug 24, 2026

See all 1,444 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.