A lovely map of the Gloucester/Rockport area is a bonus find from the 1937-38 Gloucester City Directory. Here’s a small portion of it which generates a few observations:
The current Tavern on the Harbor was previously the site of a home for “Aged Women”!
Trask Oaks appears to have been a neighborhood in the vicinity of Trask Street. Were there prominent oak trees nearby perhaps?
It’s interesting to note that many of the wharves are named.
So many schoolhouses! I don’t think those kids walked “five miles uphill both ways in the snow and rain” , though it may have been uphill!
Do you notice the steam ferry route?
I hope you like looking at old maps as much as I do!

