You’re a man in your mid-30s. It’s time to retire the smartwatch. Budget: $100. Here are three watches that bring timeless style to your wrist without straining your wallet.

Timex Waterbury Classic Chronograph 40 mm

A refined leather-strapped chronograph that blends vintage charm with functional flair. The 40mm stainless case and sunray dial maintain a dressed-up feel, while the subdials add a subtle sporty touch. Frequently discounted to around $90.

Who it’s good for: Men who want classic chronograph style without chronograph pricing.

Casio Edifice EFB-108D-1AV

A sharp stainless-steel chronograph with a sapphire crystal and 100 m water resistance. It brings a mechanically-inspired look without the mechanical price—at or just under $100 on Amazon.

Who it’s good for: Men who appreciate a sporty, clean chronograph design that works for casual weekends and smart looks alike.

Casio A168WA-1

A stainless steel solar-powered watch with a clean black dial, luminous markers, and a date display. At 42 mm, it has solid wrist presence without being oversized, and the 100 m water resistance makes it versatile for weekend activities. Often priced around $85–$95 from major retailers, it brings the benefit of solar tech at a budget-friendly price.

Who it’s good for: Men who want an affordable, grab-and-go weekend watch with zero battery changes and a balanced sport/casual design.

Ian’s Pick of the Week

Seiko Solar SNE487P1 (Diver-Inspired Quartz) — Solar-powered, 100 m water resistance, and durable construction make this Seiko a strong weekend performer. Its clean dial and robust build give it versatility from casual wear to active days.

Who it’s good for: Men who want a grab-and-go weekend watch with durability and premium feel at an approachable price.

Closing Thought

At $100, you can own watches that feel like a deliberate choice, not a compromise. From heritage-inspired chronographs to sapphire-equipped sport pieces to timeless digital icons, affordable luxury is about selecting the right watch for your style and wearing it with confidence.

Which of these sub-$100 watches would you wear most on the weekend?

A great weekend watch should fit your plans, your style, and your budget. Which one’s your pick this week?

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