There's a time and a place for the big guns like Rolex, Omega, and Tag Heuer. But if you're just looking to up your wrist game without tossing around a few grand---here are three solid timepiece options, each priced at less than $250.
Timex x J.Crew Timex Vintage Army Steel Watch ($232): Based on a vintage 1940s style from the Timex archives that was created for the US army, this is a simple and casual watch that's perfect for anything that doesn't involve a suit or tie.
Braun x Dieter Rams BN0042 Stainless Steel Watch ($190): Despite its modern look, this watch from Braun and Dieter Rams ultimately feels as classic as vintage-inspired timepieces. It's really thin and lightweight too, making it a comfortable and easy watch to wear regularly.
Uniform Wares 100 Series ($200): A minimalist design with an aerospace-grade stainless steel case. Less is really more---and this watch from Uniform Wares proves that. If Apple ever designed an "iWatch", it's same to say it might look something like this.