We will be going to Ashland from Portland the 27th and 28th returning back the 29th. I chose the Rodeway Inn for budget reasons and because my brother and I stayed there Spring before last on the way back from SF and it was clean, reasonable and we had a great time at the adjacent Wild Goose Karaoke night. Any transportation to and from DT? I am wondering if we should change the nights to Sunday and Monday to avoid crowds downtown? Or does it really matter? I envision going to Jacksonville the next day(Sunday) to check out the Farmer's Market and browse-Really interested in that area. Ideally lunch would be some spot under shade with a great salad/appetizers and glass of wine where we can people watch. Any recommendations? I was looking at wineries in the immediate area also and couldn't find any events. Perhaps I am looking in the wrong place? Nice to find wineries with great expansive views and grounds to stroll around. Yes, time is limited with the Saturday arrival around 3 so may be a little pooped from the drive so day hikes probably won't fit in. Thanks for your input!