Rosebud is closing to diners after 50 years on Taylor, will reopen as special events ‘speakeasy’

The legendary mainstay of Little Italy, once the “red sauce” destination for everyone from Frank Sinatra to Oprah Winfrey to Robert De Niro, will be open for regular dining through New Year’s Eve, and then only to bookings for bigger parties.

SHARE Rosebud is closing to diners after 50 years on Taylor, will reopen as special events ‘speakeasy’
The flagship location for Rosebud located at 1500 West Taylor Street will be ceasing service at this location and turning into private event space starting in the new year.

The flagship location for Rosebud located at 1500 W. Taylor St. will be ceasing service at this location and turning into private event space starting in the new year.

Tyler Pasciak LaRiviere/Sun-Times

It will be the end of an era.

The legendary Rosebud on Taylor Italian restaurant, once the “red sauce” destination for the glitterati, glam and the mob since its opening in 1976, is planning to become a special events space in the new year.

The iconic Rosebud flagship, which gave birth over the next five decades to nine Rosebud eateries — including one slated to open in Florida in 2024 — will no longer be open to general/walk-in dining after Sunday. It will reopen the following day for special events bookings only.

“After New Year’s Eve, we will turn the place into a new concept and make it into a special-occasion place,” said Rosebud founder Alex Dana.

The working name is “Rosebud: The Speakeasy,” for parties of 10 to 250 people.

“It will be a ‘Joe sent me’ kind of place,” said Dana. “The place has too much history to actually close.”

And what history there was around those old tables on Taylor Street at Laflin Street, where since 2011 there’s been an honorary street sign marking Alex Dana Way.

Alex Dana stands outside his Taylor Street restaurant, Rosebud on Taylor, after he was given an honorary street sign.

Alex Dana stands outside his Taylor Street restaurant, Rosebud on Taylor, after he was given an honorary street sign in 2011.

Provided

Rosebud was originally called Bocciola della Rose (“bud of the rose”). It quickly became a destination for everyone from Frank Sinatra to Oprah Winfrey to prime ministers!

Dana has plenty of tall tablecloth tales to tell.

“We rocked back then,” chirped Dana. “It wasn’t unusual to walk out of the kitchen to see [U.S. Sen.] Ted Kennedy at the bar; [newspaper baron] Rupert Murdoch, or sports legends Digger Phelps, Sparky Anderson and Tommy Lasorda talkin’ it up.

“We’d close up for Frank Sinatra and his crew for late-night dinners when Frank would take off his jacket and tie and practically strip down to his shirt to eat the red sauce with meatballs and peppers.”

Alex Dana stands in front of a painting of Frank Sinatra inside Rosebud on Taylor, in 2001.

Alex Dana stands in front of a painting of Frank Sinatra inside Rosebud on Taylor in 2001.

Sun-Times/Keith Hale

Diners were often heading to Bulls or Blackhawks games on the Near West Side, or famed music spots including the Cotton Club on Michigan Avenue in the South Loop. That closed in 2008.

“Robert De Niro would come in to eat en route to the Cotton Club with his wife, Toukie Smith. Ditto Alex Trebek, who also was en route to the Cotton Club. Top French chef Jacques Pepin brought in the legendary Julia Child. They all came for the red sauce.

Other actors came and told tall tales of their own.

“One night actors George Hamilton and Danny Aiello and Robert Conrad, a Chicagoan, each claimed they were a tougher guy than each other ... until Archie Bunker [actor Carroll O’Connor] chimed in from another table he was tougher based on where he grew up!” Dana said.

Frank Sinatra (from left), Alex Dana and Tom Dreesen at Rosebud.

Frank Sinatra (from left), Alex Dana and Tom Dreesen at Rosebud.

Courtesy Rosebud

The location was not far from Oprah Winfrey’s Harpo Studios at Carpenter and Randolph in the West Loop, which had nowhere near the number of restaurants when she began filming her show there in 1990. Oprah would send stars, staff and others Rosebud’s way.

“She once sent in Diane Keaton and Goldie Hawn and Bette Midler, who had just made a movie, ‘The First Wives Club,’ and wound up laughing and drinking wine and eating pasta … They were hilarious!” Dana said.

“Oprah was frequently there eating her favorite, broccoli and cavatelli. She’d send in her whole show and even sent me a love letter. Whoa!”

Executive Chef Francisco Rodriguez prepares Lasagna Quattro Formaggi — four cheese lasagna — at Rosebud in 2005.

Executive Chef Francisco Rodriguez prepares lasagna quattro formaggi — four cheese lasagna — at Rosebud in 2005.

Rich Hein/Sun-Times File

Mobsters, too, would take their seats at tables surrounded by dark wood-paneled walls.

“Joey ‘The Clown’ Lombardo, who liked to kid people, loved to come in and hold court, talking to people all the time,” Dana recalled. “That was before he wound up going to jail,” where he died in 2019, added Dana.

Dana, who grew up in a restaurant family and later gave birth to the star-stopping destination Rosebud on Rush, chuckled about how in the late 1990s, former Chicago first lady Maggie Daley once brought England’s Prime Minister Tony Blair to the eatery, which boasted an actual red carpet entrance.

He wasn’t the only one to make a grand entrance.

“Actor Gene Hackman actually made an entrance [arriving] in a horse and buggy,” said Dana with a chuckle.

But “the wildest time” was when James “The Sopranos” Gandolfini, came to eat.

“He was so mobbed at the front door, we had to sneak him the back way upstairs into the dining room.”

Changes in the neighborhood have made it necessary to try something new, Dana said. Many of the old-school Italian joints in Little Italy have closed, replaced with a variety of new places.

“Things changed in the area during the past 50 years,” said Dana. “Industrial companies moved away, which once provided us with huge lunchtime crowds. Little Italy got smaller, and many residents moved to the suburbs. Business was no longer booming.”

But rest assured, Dana said the restaurant will maintain its charm — there will be no remodeling — and will continue to serve all of its signature dishes.

“Our flagship has so much history, we are not going to close,” he said.

And all the photos of celebrities and others enjoying the red sauce — including Frank Sinatra’s — will remain on the walls.

“Those were the days,” Dana said. “What a time!”

Sneedlings ...

A happy New Year always! “May the very best day you had last year be the worst day you have this year,” a familiar quote proffered frequently by the late, great sports icon Jack Brickhouse ... Saturday birthdays: actor Russ Tamblyn, 89, and singer Patti Smith, 77. … Sunday birthdays: actors Anthony Hopkins, 86, Ben Kinglsey, 80, Val Kilmer, 64, and Bebe Neuwirth, 65; and a belated birthday to photographer extraordinaire Tom Rossiter, ageless and priceless.

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