Southern Oregon Luxury Holidays 2026

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Top Luxury Southern Oregon Hotels

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

2 hours drive from Crater Lake National Park

Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...

9/10 Wonderful! (1,010 reviews)

"If you are attending an Oregon Shakespeare Festival play, this property is beautifully located about a 10-minute walk from the festival grounds, various restaurants, and Lithia Park. My assigned room wasn't one of the best rooms as it had no balcony or view of the river, but it worked very well for ..."

Reviewed on 29 Sept 2026

Ashland Springs Hotel

212 E Main St Ashland OR

2 hours drive from Crater Lake National Park

Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

2 hours drive from Crater Lake National Park

Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...

8.8/10 Excellent! (1,532 reviews)

"Overall we enjoyed the stay. Staff was friendly and bed was comfortable. Breakfast was not included which would have been nice."

Reviewed on 30 Sept 2026

See all 1,443 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.