Plus Size Henleys

Plus size henleys bring together timeless style and everyday comfort, making them a favorite for any season. With their classic buttoned placket and versatile design, these shirts are easy to layer or wear on their own—perfect for everything from relaxed weekends to casual outings. Explore a variety of colors and patterns to find the right fit for your wardrobe, all crafted with the lasting quality you expect. Whether you’re heading out or staying in, plus size henleys offer an easygoing look that always feels just right.

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264 Items

Women's L.L.Bean V-Neck Henley, Long-Sleeve

A blue, slightly fitted V-neck henley made from ultrasoft, pill-resistant 100% cotton.
Women's Waffle-Knit Henley

A soft, charcoal heather waffle-knit henley made from stretch cotton with ribbed neckline and cuffs.

Pros: Great for layering Quality Warmth True to size Cozy
Women's Camden Hills Tee, Three-Quarter-Sleeve

A relaxed-fit sea green henley tee with a soft Tencel blend, featuring three-quarter sleeves and smocking accents.
Women's Signature Rangeley Cotton Tee, Henley
Price was from: $54.95 now: $39.99

A gray heather cotton henley tee with a flattering close fit, perfect for layering.

Pros: Flattering stripe placement Feels good and great warmth Perfect winter weight Great appearance Comfortable fit
Women's Midweight Cotton Slub Sweater, Henley Short-Sleeve Stripe
Price was from: $59.95 now: $49.99

A short-sleeve striped henley sweater in cotton slub yarns, perfect for cool comfort in warm weather.
Women's Signature Slub Tee, Short-Sleeve Henley
Price was from: $49.95 now: $34.99

A relaxed-fit, short-sleeve henley tee in white, made from 100% cotton slub jersey.
Women's Signature Slub Tee, Short-Sleeve Henley Novelty
Price was from: $59.95 now: $44.99

A relaxed fit, 100% cotton slub Henley tee with a buttoned split neckline in sailcloth or navy.
Women's Restorative Sleepwear, Long-Sleeve Henley Print
Price was from: $69.95 now: $39.99

A soft, lightweight long-sleeve sleep top in sailcloth stripe, made from a 50% pima cotton and 50% modal blend.

Plus Size Henleys

There’s something about a well-made Henley that makes it a true staple in any wardrobe, especially when it comes to plus size options. The timeless design—characterized by its buttoned placket and relaxed silhouette—brings together comfort and versatility in a way few other shirts can match. For many, a Henley is the perfect layer to reach for when the air turns crisp in October, ideal for everything from leaf-peeping strolls to cozy evenings by the fire. The soft, breathable fabric feels just right against the skin, while the easygoing style pairs effortlessly with jeans, leggings, or your favorite lounge pants. Whether you’re heading out for a weekend hike, gathering with friends for a backyard campfire, or simply looking for a comfortable top to wear around the house, a plus size Henley adapts beautifully to your plans. The button-front detail adds just the right touch of interest, while the classic cut ensures you always feel at ease—never restricted.

When shopping for plus size Henleys, it’s worth considering the details that make all the difference in long-lasting wear and all-day comfort. Look for shirts crafted from durable, substantial fabrics that hold up to repeated washing and wear, yet remain soft and inviting. Thoughtful touches like reinforced seams, tagless labels, and generous sleeve lengths can turn an ordinary shirt into a favorite you’ll reach for again and again. Henleys also make wonderful gifts, especially as the holiday season approaches. They’re a thoughtful, practical choice for anyone who appreciates clothing that’s as comfortable as it is versatile—perfect for family members, friends, or anyone who enjoys spending time outdoors. With a wide range of colors and sizes, it’s easy to find a style that suits every personality and preference. For even more options in cozy, classic shirts, take a look at our collection of Plus Size Cotton Shirts, where you’ll find plenty of choices to round out your wardrobe or share with someone special.

As autumn settles in, there’s an undeniable appeal to layering up in clothing that feels both familiar and fresh. The Henley’s enduring popularity comes from its ability to straddle that line—offering a look that never goes out of style, with the durability and comfort that outdoor enthusiasts and homebodies alike appreciate. Whether you’re heading out for a brisk morning walk, enjoying a leisurely weekend breakfast, or packing for a fall getaway, a plus size Henley is a go-to piece that promises lasting value and dependable comfort. It’s this combination of practicality and timeless design that makes the Henley a favorite year after year, and a must-have for anyone looking to build a wardrobe that’s ready for anything the season brings.

FAQs

A Henley shirt stands out for its distinctive buttoned placket at the neckline, typically featuring two to five buttons, and its collarless design. This style offers a relaxed, timeless look that’s easy to dress up or down, making it a versatile choice for everyday wear and layering.

Absolutely! Henley shirts are a fantastic layering piece for cooler temperatures. Their breathable fabric and comfortable fit make them easy to wear under sweaters, vests, or jackets, providing extra warmth without bulk. They’re also great on their own when you’re indoors or when the weather is milder.

Henleys are incredibly versatile and can be styled in countless ways. Pair them with jeans and boots for a casual outing, layer under a flannel or fleece for a day outdoors, or tuck into a skirt for a cozy, put-together look. Their classic design ensures they work well for both relaxed weekends and casual get-togethers.

Henley shirts are most often made from soft, breathable materials like cotton or cotton blends. Some styles may also incorporate modal, linen, or performance fabrics for added stretch or moisture-wicking properties. These materials ensure comfort and durability for everyday wear.

Henley shirts make excellent gifts thanks to their timeless style and universal appeal. Their comfortable fit and classic look suit a wide range of personal styles, making them a thoughtful choice for friends or family who appreciate practical, easy-to-wear clothing.

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Plus Size Henleys