The best map available right now is undeniably the Ashland Chamber Map Guide and it is available at many retail locations around Ashland and, of course, the Chamber of Commerce downtown. Or you can view it online here. This map contains many new and soon-to-be built trails including Red Queen, Lewis Loop, Fell on Knee, Jabberwocky and Ricketty. AWTA contributed much of the GPS trail information.
The Ashland Woodlands & Trails Association, in partnership with Ashland Parks and Recreation Department, has created the following maps of Ashland, including public trails and bike paths. Map can be purchased at Chamber of Commerce, Plaza Kiosk, Parks Office and various merchants in town (all proceeds go to trails).