Mostly missing from (the now aging) Western Mass Rubel maps are the various rail trails.

You can find (printable) hardcopy maps at MassParks.

There are several bike clubs in central and western mass who have good cue sheets/maps. For example Seven Hills Wheelmen Worcester and beyond and Yankee Pedalers from CT but with trips up the valley and mountains in Massachusetts.

TOPO MAPS are also VERY USEFUL in Western Massachusetts.

And of course Strava Heatmap at least gives you an idea where other people on bicycles (well, a subset of people on bicycles) have gone before.

-mr. bill