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I wanted a longer trip than the one last weekend, but didn't really feel like planning, and since I cut last week's trip short and the first half was scenic I decided to try to do the whole thing. In the process I successfully orbited the (former, as it happens) B&M shops in Billerica and did find the way I was looking for to Carlisle. Came in at 48.88 miles in just over 4 hours. (Route map)
That all having been said, the effort wasn't really worth it. Pan Am "if we really wanted to run trains we wouldn't name ourselves after a fallen-flag airline" Railways has its headquarters in an abandoned yard, with a second condemned building with the old Guilford logo on it. The bike map makes Rangeway Road look like the better way between North Billerica and Carlisle, but Treble Cove Road, in spite of having an interchange with Route 3, is easier to find, has fewer annoying stop signs, and is less irritatingly industrial. Carlisle is still pretty, but there's probably better places to go from there.
Approximate stat: one water bottle seems to last me about 15 miles.