Watch buying challenge: The best watches of Windup New York 2025 | VIDEO

Watch Buying Challenge: The Best Watches of Windup New York 2025

Andrew and Zach face off once again in the 10th edition of Worn & Wound’s Windup New York watch fair, selecting the top watches across several categories: best do-it-all watch, best dress watch, best dive watch, best value watch, best pilot’s watch, and the overall best watch they’d each want to take home.

With over 150 exhibitors at the event, they had plenty of choices. To see their final picks and vote for your favorites, watch the full video and leave your comments to determine who wins this second round of the Windup New York watch buying challenge.

Fans can also revisit the first round from last year for more insights and comparisons.

“Ten years ago, Worn & Wound launched the Windup Watch Fair with a simple goal: to bring watch enthusiasts together in a fun, approachable setting,” Worn & Wound explains. “A decade later, it has become the largest watch event in the world, connecting collectors, newcomers, and brands in a vibrant, community-focused space. In celebration of our 10th anniversary, we’re thrilled to announce four fairs planned across the country in 2025—including a brand-new stop in Dallas. This milestone year promises to be our biggest and best yet.”

This event highlights the rich community and diversity within the watch world, celebrating a decade of connecting enthusiasts nationwide.

Author’s summary: The Windup New York 2025 watch fair showcases top timepieces in a friendly competition, marking ten years of uniting watch lovers with a nationwide expansion planned.

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