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For a timeless style that treads the line between casual comfort and understated formality, polo shirts have been the guy's go-to outfit ally when a more laid-back look is called for. From striped designs to logo prints, effortless pairing with jeans, chinos, and shorts to match any season and made with 100% cotton fabric for a super-soft finish, the Timberland collection of men's polos and rugby shirts are made for year-round comfortable wear.

Looking for more options? Our best sellers and new arrivals offer plenty of styles.

With sizes up to XXL, you don't need a stretch polo to get a comfortable, regular fit. The short sleeve length gives you the classic polo silhouette in a range of muted colors that can match your wardrobe of pants and dress boots. Trade your t-shirt for a low collar polo in a classic fit that's great for all day. From golf polos to the perfect office wear, get the style you want.

When it comes to activewear, our pique polo shirts are ideal for a day out on the course or relaxing on deck. The 100% cotton blend fabric has the easy breathability and soft comfort of a jersey polo. The regular fit polo bends and moves with you, so it won't get in the way of your swing. Pull on a soft cotton polo shirt with the durability to last from a day at the office to an evening on the go.

Men's rugby shirts and polo shirts are great because they're versatile enough to go from comfy and casual to low-key classy. The color block stripes on a classic rugby shirt go great with a pair of jeans and some sneakers for a relaxed fit. If you're wearing a slim fit polo shirt instead, try pairing with some chinos or a pair of board shorts and some boat shoes.