Plan, book, travel with confidence
Better together
Save up to NZ$545 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
Our guide on where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
4 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Our pick of the best Ashland Hotel Deals
Stratford Inn
555 Siskiyou Blvd, Ashland, OR
The price is NZ$188 per night from 29 Sep to 30 Sep
NZ$188
per night
29 Sep - 30 Sep
9/10 Wonderful! (1,485 reviews)
"Nice folks. Great, easy check in. Wonderful breakfast. I would def. stay here again. My one complaint: Please clean mop heads better. The bathroom had that old urine smell. I travel with Lysol wipes, and went over the floor and toilet areas a few times. The place was obviously cleaned. It is likely ..."
Reviewed on 20 Sep. 2024
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$266 per night from 24 Sep to 25 Sep
NZ$266
per night
24 Sep - 25 Sep
9/10 Wonderful! (1,509 reviews)
"The hotel was great for a quick stopover. The hotel was well maintained, great lobby, room, and food options. The only negative was a chemical smell in the room and hallway."
Reviewed on 18 Sep. 2024
Callahan's Mountain Lodge
7100 Old Highway 99 South, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$201 per night from 24 Sep to 25 Sep
NZ$201
per night
24 Sep - 25 Sep
8.6/10 Excellent! (1,005 reviews)
"Great"
Reviewed on 20 Sep. 2024
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.
Frequently asked questions
Discover the most popular places to visit in Ashland
Oregon Shakespeare Festival
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
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.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's lively festivals and entertainment choices.
What to do in Ashland
Ashland Puzzling Adventure
NZ$58
Per adult
Rogue River Whitewater- All Day Rafting & Kayaking Adventure
NZ$309
Per adult
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.