As Westport grapples with the closing of Oscar’s — the last mom-and-pop place on Main Street — alert “06880” reader Jim Gray sent along a photo of the original deli, a few doors down.
Oscar’s next-door neighbor — Westport Hardware — burned to the ground in 1976. It’s now the site of the 3-story Gap building.
Oscar’s started out with a real Oscar. Oscar Sisken and his wife, Sally, ran it for many years along with Sally’s brother, Benny. They drove in from Bridgeport, and were open every day from 8 am to 6 pm with the exception of Wednesday.
On Wednesday Oscar came in early, and made potato salad and cole slaw for the week. I believe he also made his own pickles, which he sold for a nickel each! In those days the rolls and bagels were 5 cents each. A loaf of rye bread was 29 cents.
In later years Benny was unable to work so Sally’s nephews, Peter and Harold Epstein, helped Oscar. (Their father, Sid Epstein, managed Maxine Furs diagonally across the stree.) When Oscar was ready to retire he sold the business to Joe Milici, a hair dresser who worked at a salon a few doors down the street.
Joe ran the business from the original location for several years, and hired Lee to help him. When a rumor circulated that Gold’s Deli was considering opening on Main Street, Joe decided to expand before Gold’s came in and took over. That’s when he moved Oscar’s to its present location. When Joe retired and moved to Florida, he sold the business to Lee.