Imagine standing in a room filled with over 150 of the world’s most exquisite timepieces, each one vying for your attention. Which one would you choose if you could only pick one? That’s the exact challenge Andrew and Zach took on at the 10th anniversary of Worn & Wound’s Windup New York watch fair. Their mission? To crown the ultimate winners in categories like the best all-rounder, the most elegant dress watch, the most reliable dive watch, and even the best value for money. With a staggering 150+ exhibitors showcasing their finest creations, the task was no small feat.
But here’s where it gets even more intriguing: you won’t find their final picks in this article. To discover which watches stole the show, you’ll have to watch the full video. And while you’re at it, don’t forget to drop a comment with your own votes for each category. Will Andrew’s choices reign supreme, or will Zach’s selections take the crown? This is Windup New York Watch Buying Challenge: Round 2, and the competition is fiercer than ever. If you missed last year’s showdown, be sure to check out Round 1 here: https://timeandtidewatches.com/best-watches-at-windup-watch-fair-new-york-2024-video/.
Now, let’s take a step back and explore what makes the Windup Watch Fair so special. What if I told you this event started with a simple idea and grew into the largest watch gathering in the world? Ten years ago, Worn & Wound launched the Windup Watch Fair with a single goal: to create a welcoming space where watch enthusiasts could connect, learn, and celebrate their passion. Fast forward to today, and it’s a global phenomenon. In 2025, the fair is bigger than ever, with four locations across the U.S., including a brand-new stop in Dallas. This isn’t just a trade show—it’s a community-driven celebration of horology, where collectors, newcomers, and brands come together in a vibrant, inclusive atmosphere.
The 2024 NYC edition was already a record-breaker, with over 140 brands and 10,000 attendees. But 2025? It’s set to outshine even that. With more than 150 brands and an even larger crowd expected, the NYC fair in October is a must-visit for anyone who loves watches. And the best part? Windup isn’t just a New York event. It’s a traveling spectacle, making stops in Dallas (March), San Francisco (May), and Chicago (July), ensuring watch enthusiasts across the country get a taste of the action.
But here’s the controversial part: With so many incredible watches on display, is it even fair to pick just one favorite? Some argue that comparing a dive watch to a dress watch is like comparing apples to oranges—each serves a unique purpose and appeals to different tastes. What do you think? Should we judge watches based on their category, or is there room for a single, all-encompassing winner? Let us know in the comments below.
Whether you’re a seasoned collector or just starting your watch journey, the Windup Watch Fair is an experience like no other. It’s not just about the watches—it’s about the stories, the craftsmanship, and the people who bring them to life. So, mark your calendars, join the conversation, and get ready to be inspired. After all, in the world of watches, there’s always something new to discover.
