Twill Shirts

Twill shirts are a versatile wardrobe staple, perfect for any occasion. Crafted with quality and durability in mind, these shirts offer a timeless style that seamlessly blends comfort and practicality. Whether you're heading to the office or enjoying a casual weekend outing, twill shirts provide lasting value and ease of use. Their classic appeal and range of colors make them an ideal choice for anyone looking to enhance their everyday look with effortless style.

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298 Items

Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $74.99
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Women's 1912 Overshirt
Price was from: $89 now: $74.99
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99
Women's Feather-Soft Twill Shirt, Long-Sleeve
Price was from: $69.95 now: $29.99
Men's Maine Guide Lightweight Merino Wool Field Shirt, Plaid
Men's Field Trip Shirt Jac
Price was from: $99 now: $84.99
Men's Lakewashed Twill Shirt, Traditional Untucked Fit
Price was from: $69.95 now: $54.99
Men's Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79 now: $64.99
Men's Maine Guide Wool Field Shirt
Women's Whisperweight Flannel Popover Shirt
Price was from: $59.95 now: $49.99
Women's Soft-Washed Utility Shirt
Price was from: $79 now: $64.99
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
Women's 1912 Field Flannel Shirt
Price was from: $79 now: $54.99
Men's BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99
Men's Brushed Jaspé Twill Shirt, Traditional Untucked Fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Men's Katahdin Performance Flannel Shirt, Slightly Fitted
Price was from: $89 now: $74.99
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid

Twill Shirts

Twill shirts have long held a special place in closets for their unmistakable blend of comfort, durability and timeless appeal. Crafted from a unique diagonal weave, twill fabric feels soft to the touch yet stands up to years of wear, making these shirts a go-to choice for everyday adventures and relaxed gatherings alike. As summer unfolds and days stretch long, twill shirts offer an easygoing layer that transitions seamlessly from cool mornings to sun-drenched afternoons, whether you're heading out for a weekend hike, setting up camp by the lake, or simply enjoying a backyard barbecue with friends and family. The subtle texture of twill not only adds depth and character to each shirt, but also helps resist wrinkles and drapes comfortably, so you can focus on making the most of every moment outdoors. With a variety of colors and classic patterns to choose from, it's easy to find a twill shirt that fits right in with your personal style—whether you’re reaching for a favorite plaid to wear with jeans or a solid hue for a more polished look.

Thoughtfully designed twill shirts make a practical and thoughtful gift for anyone who appreciates clothing that works as hard as they do. They're a welcome addition to any wardrobe, perfect for dads who enjoy weekend projects, siblings heading off to college, or friends who love to explore the woods or spend time on the water. Thanks to their versatility, twill shirts can be worn buttoned up for a crisp, put-together appearance, or layered open over a tee for a more relaxed feel. Many people find themselves reaching for their twill shirts not just for outdoor activities, but also for casual Fridays at the office, family picnics, or even as an extra layer on a breezy evening walk. The lasting value of twill means these shirts often become well-loved favorites, chosen again and again for their easy care and enduring good looks. If you're looking to round out your closet or give a gift that will be appreciated for seasons to come, consider pairing a twill shirt with other essentials—like a sturdy pair of Twill Men's Pants—for a combination that’s as comfortable as it is reliable.

When choosing a twill shirt, it’s worth considering the details that matter most to you, such as the weight of the fabric, the type of collar, and the presence of practical touches like chest pockets or easy-to-roll sleeves. Some twill shirts are designed with added stretch for extra freedom of movement, while others feature classic details that never go out of style. Whether you prefer a crisp, structured shirt for layering under a sweater or a lighter, more relaxed option for warm summer days, there’s a twill shirt ready to meet your needs. With their proven durability and comfort, twill shirts are a natural choice for anyone who values clothing built for real life—ready to be worn, washed, and worn again, all season long.

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