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MIDTOWN—The Microsoft flagship store on Fifth Avenue is set to open on Monday, October 26th, and the electronics giant has big celebration plans in place. The first 1,000 customers who visit 677 Fifth Avenue that day will get tickets to see Pitbull perform at Rockefeller Center at 8pm that evening, with the chance to meet the rapper as well. Check out the event's official page for more details.
FLATIRON—Rub shoulders with Cindy Crawford this Friday at Club Monaco (160 Fifth Ave), when the supermodel will be signing copies of her new book Becoming at the in-store The Strand bookstore between 5pm and 7pm. Send your RSVP to courtney.denton@clubmonaco; Admission is only guaranteed for the first 200 guests, and book purchase is mandatory.
WEST VILLAGE—Relive your high school homecoming (minus the braces and teenage angst) tomorrow with Goorin Bros. The hat-makers are celebrating their "senior" (fourth) year at 337 Bleecker Street tomorrow evening from 6pm to 9pm with drinks and plenty of hats. Make sure to bring out your pom-poms and letterman jackets, as the best-dressed will be officially crowned Homecoming King and Queen.
SOHO—Take a breather and unwind at Wind-up New York, a three-day watch pop-up extravaganza at 101 Wooster Street. Explore offerings from more than a dozen (affordable!) watch brands, meet the designers, and catch a live watchmaking demo. The free event runs 3pm—6 pm on October 23rd and 10am—6pm on October 24th and 25th.