Join Date: Mar 2011
Location: Pepperell, Massachusetts
Just say "No" to slabs
Since I spend 35K a year caging the slabs of Massachusetts for work, I avoid interstate travel on my Wee in favor of exploring the surface roads of Mass, NH and Vermont. For a fun day ride, leaving early from Waltham, I'd suggest heading west on 117 out through Lincoln, Maynard, Stow and into Bolton where you can pick up 62 west and ride through Sterling and Princeton. In Barre pick up 32 (south) down to Gilbertville where you can hop on 32A north whick skirts the eastern side of the Quabbin. In Petersham, you come back to 32, again, and head north on 32 up across Route 2, through Athol and into southern NH. Eventually you intersect with 119 (which you can take east all the way back to the Route 2 rotary at the Concord prison, cut across through West Concord over to 117) or you can continue further north on 32 to 101(east) in Keene and ride that to Route 13 (south) in Milford, NH and take that south to 119 East in Townsend.
If you've never been to the Quabbin, I'd encourage you to head further south on 32 out of Gilbertville, ride a short bit west on Route 9 to enter the Quabbin Reservoir loop road which will take you up to the "Enfield Lookout" where you can look out over the great expanse of the reservoir which fills a valley where once there were towns full of people.
The best part of Route 2, IMHO, is out beyond Greenfield where it skirts the Deerfield River enroute to Mount Greylock in North Adams. Once you're west of Route 202, you can't go wrong if you get off Route 2 and head north or west. Lots of heat roads with twisties, e.g. Wendell Depot > Locks Village > North Leverett > Lake Pleasant.
I picked up some booklets of laminated map cards, called Moto-Maps, at moto market in Acton that offer suggested loop rides in Mass and NH. I tend to use them for "inspiration" and modify 'em when I'm out there riding.