Emily,
There is a club out of Quad Cycles in Arlington Heights. They have rides to Concord/Carlsile on Saturday and Sunday mornings at 9:30. Lots of folks ride at about your speed. The ride ranges from 40-60 miles depending on the route and where you decide to go back. There are several rest stops that you can go back from if you want to making the ride shorter. There is also the Charles River Wheelmen who have club rides although I haven't gone on any of their rides. The Quad group is friendly which has been important to me as I am just beginning. I live in Somerville and often ride your way, if you ever wanted to do a ride during the week let me know!
-Pata



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