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Friday Flashback #58

Last week’s Friday Flashback featured an intriguing aerial photo of downtown Westport, circa 1955.

That was right before the Saugatuck River was filled in, creating Parker Harder Plaza.

At the time of that photo — and ever since there businesses on Main Street — the river lapped up against their back doors.

Just like this:

(Photo/Peter Barlow)

Peter Barlow’s 1947 photo shows the Tally Ho restaurant. It was located — according to this 1950 matchbook — at the corner of State Street (now the Post Road) and Main Street.

That’s probably the site of the noted 1960s-’70s restaurant, West Lake. In modern terms, it’s next to the stark concrete plaza directly opposite Anthropologie (Bedford Square).

The not-to-scale map calls Main Street “Route 57.” Apparently, that’s its official name.

If you’ve got any memories of the Tally Ho — what kind of food it served, the type of customers, what it meant to be a “cocktail lounge” back in the day — click “Comments” below.

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