http://www.mapmyride.com/routes/view/126832179
This is a Mapmyride link of my Sherborn-Carlisle loop.
I cross I-90 and Rt.30 by going north from Wellesley Center on Weston Rd, Turn west then north on Bogle then at Rivers School north on Winter St. over I-90.
It is Highland over Sanderson Hill into Weston Center, on up Concord Rd passed the Observatory becomes Tower Rd in Lincoln to Sandy Pond and Baker Bridge (Carroll School and Gropius House) to Rt.126 Concord Rd to Concord. I prefer Monument Rd on the way north and Lowell Rd on the way south. I was hardcore and didn't stop to liberate fig newtons at Ferns yesterday.
Refill water and down a handful of raisins in Concord Ctr. then take Sudbury Rd across Rt.2 passed Verrills Farm and Rt.117 and on Sudbury's Concord Rd to the LS High School, left or east on Lincoln Rd and south on Water Row, Old Sudbury, Glezen, Training Field, Claypit, Plain, Old CT Path, Rice and cross over I-90 on Oak St.
Turn east on Winter back to Rivers and retrace the route but follow Rt. 16, aka Eliot into Sherborn.