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Compare 5 Inns in Historic Jacksonville with updated reviews, rates, and availability.

"Winchester Inn is great place to stay in Ashland. The rooms are spacious, well furnished, clean, and comfy. It is close to the theaters and downtown area so you don't have to drive anywhere once you check in. There are a number of breakfast options and the food is excellent. We would definitely stay there again!"

SAR 513 total

includes taxes & fees

9 Dec - 10 Dec

"Our first time at McCully House but definitely won’t be our last. Brenda gave us a lot of great tips on Jacksonville and was an awesome host."

SAR 950 total

includes taxes & fees

1 Dec - 2 Dec

"Proms location. Walking distance to downtown. "

SAR 1,135 total

includes taxes & fees

24 Nov - 25 Nov

"Super close to shopping and the Britt festival venue. "

"Our non-smoking room was in need of repair with peeling paints/molded bathroom. Both queen beds had strong smoking odor. 3 out of 4 times that we came out of the room, we ran into smokers congregating in the parking lot a few feet from our door."

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"Awesome location, close to great dining and shopping venues"

SAR 832 total

includes taxes & fees

3 Dec - 4 Dec

"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."

SAR 1,892 total

includes taxes & fees

3 Dec - 4 Dec

"This was a beautiful and clean home in a perfect location. So close to downtown and the Shakespeare Festival. The walk was easy, well lite and safe. The home was clean and the beds were comfortable. We would definitely recommend and return!!"