Ben Schultz planned this trip. This was the first trip that was a loop, and also the first multi-state trip as we ventured into New Hampshire and Vermont. That, combined with the T, made logistics easier. We started in Boston on 2016/06/05 and ended in Worcester on 2016/06/11, where we took the T back to Boston.
There's a much more detailed account of this trip at tipsyrider that you should definitely read!
Brewery: White Birch Brewing
Camping: Twin Oaks Campground (now closed)
Cider: Farnum Hill Ciders
Camping: Storrs Pond Recreation Area
Camping: Gifford Woods State Park
We took the day off from biking
Camping: Camping on the Battenkill
Overnight: hotels in Worcester