Westport traffic is almost unmanageable.
But it had to start somewhere.
Here’s a shot of the first automobile in town:

It was owned by “the Crawford boys.” They lived on the property that is now Longshore Club Park.
Here, they’re motoring west on the Post Road (State Street). They pass what are now the Taylor Place shops (South Moon Under), headed toward the precursor of the Ruth Steinkraus Cohen Bridge.
The horse and wagon ahead is about to be overtaken — literally and figuratively.
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5o Years Ago This Week:
While Westporters will be watching TV to see if their favorite teams make the NFL playoffs this weekend, 50 years ago the Minnesota Vikings and Miami Dolphins clinched their spot in Super Bowl VIII.
A favored drinking spot to watch games was Ye Olde Bridge Grille, just over the Post Road bridge on the way to Norwalk, next to National Hall (it was then Fairfield Furniture).
The year after Connecticut dropped its drinking age from 21 to 18 — to match New York’s — that was a safer alternative than Port Chester or Vista.
“The Bridge” was the “Cheers” of Westport — a place “where everybody knows your name, and they’re always glad you came.”
The Bridge was also a mecca for the soccer community. Owner Dave Reynolds sponsored many state championship-winning Under-23 teams.

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