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Good information on the whole southern Oregon area is available from several regional tourism associations.
The Southern Oregon Visitor's Association is an excellent website and has has information specific to the state’s cities and regions, as well as tips on things to do, lodging, and outdoor adventures. Online visitors can also order a free copy of Southern Oregon Visitors Guide.
Another good resource is the Southern Oregon Travel Guide and Directory which offers a wealth of information about lodging and attractions in Ashland and surrounding communities such as the Applegate Valley, Cave Junction, Idleyld Park, and Grants Pass, amongst many others.
An excellent online resource that contains just about everything any Ashland traveler might want to know is The Best of Ashland . It is operated by Ashlanders who know the town. This website has listings for theater, art, events, lodging, restaurants, shopping, services, what to do and a lot more. They seem to have hundreds of businesses listed with direct links to most of them.
If you are interested in visiting local southern Oregon wineries, Southern Oregon Wineries provides an excellent guide to over 20 wineries in the area.Once in town, stop by the Ashland Chamber of Commerce at 110 East Main Street for tips on outdoor adventures, arts, dining, events, kid-friendly activities, accommodations, shopping, and wineries. This is also a good place to pick up a reliable map or get answers to any questions you have about the local transportation.