I like it, because it is the portion of the New Haven that I was most familiar with (outside of the Maybrook along which I grew up) that would let me model all the operations that I liked, including passenger trains. Even though it wasn't NH at the time, when I got my driver license, after school I often took the short drive east on NY Route 55 to Gaylordsville, and drove north on US 7 to Pittsfield and drove back home as quick as possible to beat my father home so I wouldn't have to explain where I was.
Not too often I would go south on US 7 to Danbury. The traffic sucked, and the speed limit was only 40 MPH. At least going north, the speed limit increased in Massachusetts to 55 MPH (the same as in NY).
It is a quaint line to operate, and also the extra trains one can run with Danbury (Danbury Line and Maybrook Line) makes it an easy choice with lots of train action. Plus the B&A freight interchange and passenger traffic at Pittsfield adds a secondary interest.