Southern Oregon Holidays
Book a Hotel + Flight or Car together to unlock savings
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
While visiting Historic Downtown District, you might make a stop by sights like Thomas Theatre and Oregon Shakespeare Festival.
Top hotels in Southern Oregon
Rogue Regency Inn and Suites
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is 2.201.896 ₫ per night from 18 Dec to 19 Dec
2.201.896 ₫
2.477.132 ₫ total
18 Dec - 19 Dec
includes taxes & fees
8.8/10 Excellent! (2,683 reviews)
Great breakfast, friendly staff.
Reviewed on 11 Dec 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.357.370 ₫ per night from 1 Jan to 2 Jan
2.357.370 ₫
2.923.233 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,495 reviews)
Great
Reviewed on 10 Dec 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is 2.367.630 ₫ per night from 16 Dec to 17 Dec
2.367.630 ₫
2.639.907 ₫ total
16 Dec - 17 Dec
includes taxes & fees
9.2/10 Wonderful! (1,596 reviews)
We had a great stay! Haven’t stayed here since 2001. Happy to report that the Stratford is in great shape and the staff is still friendly, knowledgeable, and super helpful.
Reviewed on 8 Dec 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.
Popular places to visit
Crater Lake
5/5(3 reviews)
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.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Oregon Caves National Monument
Commune with nature and explore the great outdoors at Oregon Caves National Monument during your travels in Cave Junction. Wander the forests or discover the area's waterfalls.
