Southern Oregon Luxury Holidays
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Top Luxury Southern Oregon Hotels
Plaza Inn & Suites at Ashland Creek
98 Central Ave, Ashland, OR
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"Easy walk to dining and the theaters! Quiet, safe. Loved the free wine tasting!"
Reviewed on 22 Aug 2025
Ashland Springs Hotel
212 E Main St, Ashland, OR
Stay at this 3-star 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 ...
9.2/10 Wonderful! (1,004 reviews)
"This is our second time staying at this historic hotel, as a base to attend plays at Oregon Shakespearean Festival. This time, we had our daughter and grandkids with us. They loved the botanical art and secret garden and the proximity to the theaters was convenient."
Reviewed on 23 Aug 2025
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Stay at this 3-star ski hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,458 reviews)
"Great property, but ask for the inner court. The roadside units are loud at night. The rooms are a little dated, but it is worth staying here."
Reviewed on 25 Aug 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.