The story of Riddler’s is really many stories, including one about a small brick building at 4 Jordan Street and another about a small business that has touched lives for generations in Skaneateles.

The building that houses today’s Riddler’s had its beginnings in 1895. In September, the Syracuse Evening Herald reported, “Lemuel D. Hall has purchased the lot adjoining the north of the Shear block and will erect a building thereon at once, thus doing away with what has been a dumpground for all sorts of rubbish.”

Lemuel Hall was a dealer in lumber and real estate; he began construction on the building in April of 1896, after getting permission from the Village to place building materials on the sidewalk. Ground was broken on the morning of April 17th, and the Skaneateles Free Press announced that Hall already had a tenant, “a well-known local attorney.” The lawyer turned out to be Charles R. Milford, Hall’s attorney for his real estate deals and mortgage foreclosures. When the building was completed in September, Milford purchased it outright from Hall for $2,000.

Born in Skaneateles in 1859, the son of George F. and Louisa (Weeks) Milford, Charles Milford went to school at the Skaneateles Academy and read law with George Barrow. He began practicing law here in 1887, and he served as Town Clerk (1886-1898) and Village President (1888-89, 1910-11). He was elected to the New York State Assembly in 1911. His little red brick building was connected to the Milford family for decades: Charles’ grandson, Robert S. Milford, moved in to practice law in 1951.

Meanwhile, in September of 1957, an Army retiree named Ed Riddler passed through Skaneateles, liked what he saw, and stopped in at a real estate office. Earl Lynch’s news stand and soda fountain at 3 E. Genesee Street (shown above, in between E.T. Taylor (green sign) on its left and the Skaneateles Appliance Center (red sign) on its right) was available, and Riddler bought it. Lynch’s had served sandwiches, coffee and ice cream, and was a great place to wait for the bus. Ed renamed it “Riddler’s” and settled in.

Ed Riddler and Brett, 1974

Ed Riddler was, by all accounts, a curmudgeon, but a lovable curmudgeon. He came to know more than 5,000 people here by name. Barry Crimmins has written a lovely remembrance of Ed, in which he notes:

“Ed seemed to wear the same clothes for a few years at a time (often topped by an army issue jacket with his name RIDDLER embroidered across the left breast pocket). His round and creviced face never appeared to have been shaven within the previous 48 hours. He always had the remnant of a stogie in the corner of his mouth… his visage was scary until you realized he was actually a more than halfway decent fellow. If you were a kid who got past his initial attempts to spook you, and he decided you could be trusted, he’d find little tasks for you to do that were rewarded with the best kind of currency: baseball cards, comic books, candy or soda.”

George Rossi was kind enough to share this childhood memory:

“We used to go to Riddler’s after mass, if we relatively behaved during Father Casey’s Latin drone. Dad would give us each a quarter to spend. I’d get a box of Cracker Jack, Alf would get a comic book, and Becky would crawl up on the news rack, grab a Playboy, and run around the store waving the centerfold like a flag, surrendering ownership of her quarter for bad behavior. She was a good Catholic girl! Riddler would kind of half yell and half laugh. We liked to see him choke on his cheroot. The Sunday highlight…. Ed was a great guy. I can’t imagine my childhood without him.”

Nor was Ed Riddler the only personality at Riddler’s. Louise Oakley Kennedy worked at Riddler’s for many years, and was known for “unfailing courtesy, her kindness, and above all, her smiling patience with the little children who came in to buy penny candy.” Another staffer was James “Pierpont” Muldoon, who often served as a foil for Ed Riddler’s humor.

In February of 1965, Riddler’s received an unexpected delegation. The Skaneateles Press reported:

“Ed Riddler was just about as red as one of the Valentines he had been selling when on Sunday morning four of the loveliest girls in Skaneateles walked into his store, cornered him behind the counter and kissed him. The story is that the red was caused by all the lipstick, but some of the bystanders maintain he was blushing. The Press is assured that this only happens on Valentine’s Day.”

In December of 1965, the E.T. Taylor store at 1 E. Genesee decided to expand into the space occupied by Riddler’s; at the same time, the little brick building around the corner became available. Robert Milford was moving his law practice to a “new and striking” office on the site of the former Fire Hall at the corner of Jordan and Fennell.

And so, in January of 1966, Ed moved Riddler’s to its present location at 4 Jordan Street. The Skaneateles Press reported, “Partitions have been taken down, the whole place painted, a new floor laid, and a new ceiling installed… Just how great a change may be expected can be gathered from the fact that Norm and Dave, the two young men who help keep the place clean have been presented with brand new mops and brooms.”

The tables and chairs from the soda fountain were donated to the Skaneateles Rod & Gun Club for its summer auction. The club also took the marble countertop and a cigar case with double glassed doors. Asked how many people the new place would seat, Ed Riddler responded, “It depends on how friendly they are.”

The new mops, at least, got a workout in May of 1969 when a storm dumped more than three inches of rain on Skaneateles in two hours, and Riddler’s suddenly had seven feet of water in its basement.

On June 29, 1972, Ed experienced a bewildering run on copies of the New York Times, only later learning that it carried an account of local sailor Dave Birchenough finishing first in the Newport to Bermuda race, 685 miles across blue water, the only American aboard the victorious British yacht Noryema.

The bus schedule prompted many phone calls. One caller, upon hearing that the earliest bus came through at 8:15 a.m., demanded one at 7 a.m.

In 1974, after 18 years in business here, Ed Riddler sold his tobacco and news business to local accountant Don Herb, and it became Herb’s. In 2002, Bill Eberhardt purchased the business and renamed it Riddler’s, and as such it flourishes today.

After retiring, Ed Riddler moved away. He died on his 86th birthday, July 5, 1995, in Irvington, New Jersey.

If anyone else has a memory of Ed Riddler, or Riddler’s, I would love to hear from you.

* * *

Photo of Riddler’s in the late 1950s by Irene Arthur; new print provided by Pete Sheehan; from the collection of the Skaneateles Historical Society

Photo of Ed Riddler and Brett by William Ford, Skaneateles Press, August 24, 1974

Barry Crimmins on Ed Riddler in “Yesterday’s Papers”

5 thoughts on “Riddler’s

  1. Before being Riddler’s and earlier Lynch’s on Genesee St., it was Hilton’s. I worked for Bill Hillton beginning in 1944 as an eleven year old and continued until I was fourteen and the business was sold. I earned the grand sum of 25 cents an hour. That wasn’t bad income for a kid in the mid-l940’s.

  2. Great article. I worked at Riddler’s when in high school, then some when in college. I often think of Ed. He was a good mentor for me believe it or not. The picture of him & Bret is a classic. He loved that dog! Working for Ed Riddler & Paul Trabold at the same time was quite an experiance. And in reference to what Barry Crimmins said about the Army coat- i still have one of Ed’s coats.

  3. For many years this was the Milford and Major Law Office.It also served as the Town Hall while both of them were in office in the 1920’s and 1930’s. My father was in this office until he became a State Judge around 1956. It was a law office from C .R. Milford’s purchase until his grandson Robert Milford moved to the new Milford building.

  4. I am just asking to find out Ed Riddler might be part of my family going back to the 1800s. My family came from Somerset England some of the family went to Durham England. The name was Riddler or Ridler. Just trying to put the history of the Riddler family. Yours faithfully Paul Riddler

    • Paul, I’m afraid I have no more information than is in the article. Skaneateles had many families from Somerset, but Ed came a century later.

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