Originally Posted by autonomy

Shade St. is awesome when there's no commuter traffic cutting through.



More than just a bit, and you can continue past Spring St. That's part of Across Lexington, route H: https://hiking.waymarkedtrails.org/#...42.432!-71.255. Hayden Woods and Dunback Meadow are my favorite.
Totally doable on 40mm tires. There are plenty of diverse tiremarks on these trails as well, showing everything from skinny 32ish mm to 3in MTB tires. The area you're talking about is on the lower left (pardon the weird crop, it's from my Strava account so trying to edit out my home base)