FOB Frank Ciolino brought down this old Visitor’s Guide map and I’ll be posting a different neighborhood photo each day this week. Look for clues to tell you when you think it was first published.
Series- Can You Date The Publication of This Old Cape Ann Chamber of Commerce Visitor Map- The Cape Ann Trail? Part II
Good Morning Gloucester 
I’d say late 1960’s early 1970’s
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1930
Bradley in Waltham
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Oh yeah…. I own what I think may be an original 🙂
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50’s
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Before the Lobster Cove Bridge became a pedestrians only footbridge. Maybe 1956.
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I would guess based on them noting the location of the Rockport or Sandy Bay breakwater (1882-1916) it could be as early as 20s-30s range. Whats a little corcerning is Washington Strret(127) at the Lobster Cove Bridge turn doesn’t show the over land route.
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