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What's Happening? Celebrate Valentine's Day In Chicago + New York

A couple stands together in a room, with thier hands stretched behind their backs while holding the other's hands.

Cupid is calling! This Valentine’s Day, whether single or situated, do something other than a prix-fixe dinner with a bottle of champagne. Peep our guide to the best events in Chicago and New York in case your significant other or pack of friends is already asking.

The David L. Hoyt Foundation and the Poetry Center of Chicago will join together for the “Haiku Your Love” event this February. Attendees can make their own haikus from various love-themed words in different formats. At the end of the evening, vote for your favorite haiku, which will be put on display at the Chicago Literary Alliance. This wordy event will take place on Tuesday, February 13 from 5:30 to 8 p.m. at the Weinberg/Newton Gallery. Tickets are less than $5 and can be purchased here.

New York
Couples (or friends for that matter) who work out together can strengthen the tradition this Valentine’s Day. On Saturday, February 10th the Valentine’s Day 5k race returns to Staten Island. For those who register as a two-person team, an award will be given for the fastest time. Explore registration details here.

Chicago + New York
Mortified is a series of live storytelling where adults share their most mortifying childhood artifacts (such as diaries, letters, home movies, etc.) in front of an audience – a perfect sappy Valentine’s Day antidote. The hilarious show will feature a “Doomed Valentine’s Day” edition where performers will read aloud their most embarrassing love notes. Take part on Saturday, February 10 at Lincoln Hall in Chicago and on Thursday, February 8 at Littlefield in Brooklyn. Tickets can be purchased at

Looking for a spot to make that weekend getaway complete? Check out our special offers in Chicago and New York – NoMad and New York – Soho.

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