Chicago Hotel Offering a Frank Sinatra-Themed Package

Courtesy The Drake Oak Brook

The Drake Oak Brook was a favorite of the crooner.

One of the best parts about a historical hotel is the stories of the people who stayed there. At The Drake Oak Brook, one of those people was Frank Sinatra. It is said that every time he performed in Chicago, he'd take his private helicopter to stay in the outskirts of the city at the hotel. So, in honor of the legendary singer's upcoming December birthday, the newly renovated 154-room property created a package that resembles a day in the life of Sinatra. 


Courtesy The Drake Oak Brook

For $2,695, guests will hop on a helicopter for a tour of Chicago on the same route as Sinatra (with pickup and drop off directly from the hotel) and enjoy a two-night stay, pre-dinner martini cocktail with hor's d' oeuvres, and three-course dinner featuring all of the famed artist's favorites. Guests will end the night with a Sinatra melody and small plate of high tea treats and sleepy time tea with locally sourced honey. 


Courtesy The Drake Oak Brook

"At The Drake Oak Brook we are building upon the legendary memories that this hotel has cultivated since the 60s," Lee Hoener, general manager of the hotel, told Departures. "To celebrate our history, we are creating experiences that are exactly like nothing else, while restoring the property to its former glory. For us, that's replicating Frank Sinatra's frequent visits that pay tribute to our deep-rooted history and creating old-world glamour experiences that are reminiscent of the Sinatra era." 

The helicopter package is undoubtedly the grandest celebration of Baby Blue Eyes, but The Drake Oak Brook is debuting the new property with several nods to Sinatra. There will be a vintage gramophone player with Sinatra vinyls on-site and fedora-wearing greeters.


Courtesy The Drake Oak Brook

Though the property is paying particular attention to the singer, he's certainly not the only legend to walk through the halls. Since opening in 1961, the four-story landmark hotel housed famous guests, including Prince Charles and golf legends Arnold Palmer and Jack Nicklaus. And the historic wallpaper in the elegant Colonial Room from Zuber & Cie titled "Scenes of North America" is the same custom wallpaper that was installed by First Lady Jackie Kennedy in the Diplomatic Reception Room of the White House.