Home / Leap Year Proposal

Pop the Question Sadie Hawkins Style

Although you may have thought it was a myth, according to the old Irish tradition, the leap year is the perfect chance for a woman to take matters into her own hands and get down on one knee.

And what better place than at Palmer House – a Chicago cornerstone deemed as the Hotel That Love built…

Both strong-willed and respected leaders of Chicago society, Potter and Bertha ignited a romance that led to an eventual engagement and one of the most extravagant wedding gifts of all time: The Palmer House. The Romance continues throughout every turn of the hotel from ballrooms adorned with garnet-draped chandeliers, Louis Comfort Tiffany masterpieces, and a breathtaking ceiling fresco of 21 canvases of Greek Mythology by French painter Louis Pierre Rigal. The fresco was once described by columnist George Will as “a wonderful protest of romance against the everydayness of life.”

Inspired by the tradition of women proposing to men on Leap Day for good luck, Palmer House is offering a custom Leap Day proposal package for those who want to pop the question.

Leap Day Proposal Package Inclusions

  • Complimentary consultation with the catering team to tailor a custom proposal location on property
  • Photography with Nick Gerber of Gerber & Scarpelli Weddings to capture real-time photography of proposal at Palmer House, a Hilton Hotel (includes proposal and 30 minutes of shots)
  • Private dinner for two at Lockwood with 2 Love Potion Cocktails
  • Overnight Accommodations on night of proposal with Moet champagne and rose pedal turndown
  • 29% discount to late night munchies wedding menu and 29% discount on sweet table wedding menu if wedding reception is booked and hosted at Palmer House, a Hilton Hotel (non-transferable to other hotel services, offers or packages)
  • Return stay in 2024 to celebrate engagement date at $129 rate



Leap Day Proposal Package Begins at $2,290
Pricing is based upon your tailored Leap Day engagement selections.

Customize your Leap Day Proposal Package by contacting:

Ms. Kristina Nowak, Director of Catering
kristina.nowak@hilton.com | Phone: (312) 917-3283


Terms and Conditions For the Leap Year Proposal Package:
Valid for Leap Day Proposals happening on February 29, 2020. Complimentary consultant must be made in advance of Leap Day with Kristina Nowak. Photography with Nick Gerber of Gerber & Scarpelli Wedding is for 30 minutes to include proposal and action shots and subject to availability and any specific terms outlined with service. Private dinner at Lockwood Restaurant will be based upon specifications of client outlined during consultation and priced accordingly. 29% discount to late night munchies and sweet table menu will be included to wedding contract and enacted with signatures from both parties. Wedding menus (late night munchies and sweet table) offered at a discount are available to those that have booked the Leap Year Day Proposal package and aren’t transferable, combined with other offers or exchanged for Hilton Honors points, cash or other hotel services.

    *Limited availability over select dates.