Top Chalets in Jackson County in 2026

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Top Cities in Jackson County

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Our top choices for Jackson County chalets

1. Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !

Ashland

Debbie M.

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Top Jackson County Hotel Reviews

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Our stay at Plaza Inn was wonderful! It is a great property and perfectly located to walk to the Shakespeare theatre, all the amazing shops and great restaurants. The staff are super helpful also. I would stay here again!!!"

Best Western Windsor Inn

10/10 Excellent

"Our first stay. We found the property well-located for activities in downtown Ashland with adequate safe parking. The staff was available without being intrusive. Ryan was particularly helpful. Our room was quiet, clean and furnished as advertised, no surprises. One of the most organized and comfortable (included) breakfast options we've had– simple, but with a nice range of options and, again, clean. The grounds are well-maintained and there is easy on/off I-5 access. (one note: the property has no elevator, so if this is a concern, would recommend contacting the desk in advance for assistance in planning)"