Ashland Holidays
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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 Thomas Theatre and Oregon Shakespeare Festival.
Ashland Holiday
Our pick of the best Ashland Hotel Deals
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,707 reviews)
we enjoyed the kitchenette
Reviewed on 5 Mar 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NZ$206 per night from 11 Mar to 12 Mar
NZ$206
11 Mar - 12 Mar
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Will be returning. Fantastic historic hotel, holding on to its history.
Reviewed on 4 Mar 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NZ$200 per night from 8 Mar to 9 Mar
NZ$200
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (1,470 reviews)
We were here last week and enjoyed our stay so much that we rebooked this stay without checking for another hotel. We requested an inside room as the room last week had noise from freeway traffic. This room was squeaky clean as was the room last week. The restaurant is open 7am to 2pm and 5pm to ...
Reviewed on 6 Mar 2026
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.
Discover the most popular places to visit in Ashland
Oregon Cabaret Theatre
You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
