Teddy Baldassarre
Our Favorite Dressy Watches Of 2025
For a category often seen as a safe harbor for demure and conservative design, the dress watch regularly delivers some of the year’s most memorable releases and 2025 was no different. In fact, we had to do things a little different here by not having any honorable mentions altogether just because all of these pieces really shone. And one of my favorite decisions from our editorial team came together for this story when we decided to award two watches for their awe-inspiring executions of a gold Milanese bracelet. So, without further ado, here are our favorite dress watches of 2025: [toc-section heading="Raymond Weil Toccata Heritage"] Raymond Weil’s Toccata Heritage Seconde/Seconde edition is the fruits of a collaboration between the independent Swiss watchmaker and designer Romaric Andre, known for his playful customization of watch dials. This latest iteration of the brand’s oval-cased dress watch - its name drawn from the world of classical music, a passion of the brand’s eponymous founder - is described as a “horological Simon Says:” its dial is divided into two different shades of anthracite gray, with Dauphine hands in the center, each inscribed with fashion-forward “dress codes” on how to wear the watch. The right sector, with polished indexes, has vertically oriented guidelines on where the wearer’s shirt cuff should land in three different scenarios (business casual, formal, and semi-formal, plus the “sweet spot” halfway divider), while t...
