Wheelmen - This local biking group offers rides for every level. The New England Mountain Bike Association not only offers courses for all levels of riders, but organizes and participates in trail maintenance projects. Hiking The Trail Conditions Forum , sponsored by the AMC, is a great place to get the lowdown on trial conditions from folks who've just come back. The good old Comm of Mass. has a good site. From The Top White Mountain Resource - these folks have three moderated newsgroups dealing with hiking, climbing and general news about hiking in the Northeast.
Hikers leave trail reports, personal opions about particular trails, etc.
American Trails site has lots of good resource links. Featuring a 1200' peak, mountain biking, canoe access along the French River, views all the way to the Blue Hills in Boston, and bouldering. Great place for XC skiing. The Midstate Trail goes through its heart, with an overlook trail, accessible from the multiple use parking lot. Site includes maps, other resources.