The Boston Public Library has some great pictures on Flickr. I've been using them in various posts and I just found a bunch of pictures, mostly from the 20's and 30's, of Boston during snow season. Here they are.
1919 – Boston Common subway kiosks
1919 – A plane on the Charles River
1919 – Boston Common and the State House
1920's – Boston Common
1920's – Snowshoeing!
1920's – The steps of the State House at Christmas time
1923 – Boston Common
1929 – The Boston Gardens at night
1930 – The L Street Brownies playing checkers
1930 – Sledding on Boston Common. They built out a ramp!
1930 – Skating in the Public Garden
1931 — The U.S.S. Constitution
1933 – Mt. Vernon Street on Beacon Hill
1935 – A man being saved who fell into the Charles River
1936 – Digging out Boston Common
1930's – Helping the horse out
1930's – People trying to get to work in Dorcester
1939 – Boston Common Subway Kiosks
1939 – Fighting a fre in heavy snow
1939 – A car half dug out
1939 – Boston Common
1939 – Clearing out under the train line
1939 – A crew digging out
1940 – A crew going to dig out some cars
There's a whole bunch more in this set: