Mens Occasion Shirts

Elevate your wardrobe with our collection of men's occasion shirts, perfect for any event that calls for a touch of style and sophistication. Whether you're attending a wedding, a dinner party, or a special celebration, these shirts offer the ideal blend of comfort and timeless appeal. Crafted with quality materials and attention to detail, each piece is designed to ensure you look and feel your best. With a variety of styles and colors to choose from, finding the right shirt for your next occasion has never been easier. Step into any event with confidence and enjoy the lasting value these shirts bring to your closet.

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298 Items

Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

A wrinkle-free white cotton shirt with a traditional fit, offering a freshly pressed look without ironing.

Pros: High quality Perfect fit Wrinkle-free Professional look Versatile
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $69.99

A slim-fit chamois flannel shirt in forrest shade vintage ducks, made from 100% cotton flannel.

Pros: Beautiful design High quality Softness Warmth Comfortable fit
Men's SunSmart® Cool Weave Shirt Short-Sleeve

A green, lightweight, breathable shirt with UPF 50+ protection and moisture-wicking, quick-dry performance.

Pros: Cool-looking design Excellent for summer True to size Good quality material Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in Bering Blue check with moisture-wicking TrueCool® fabric.

Pros: Perfect fit Wrinkle-free Durable Comfortable Beautiful colors
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Price was from: $54.95 now: $44.99

A green check short-sleeve shirt made from wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Wrinkle-free and stays crisp Great fit and true to size Lightweight and breathable Attractive color and print Comfortable and soft fabric
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, 100% cotton shirt in crystal blue tattersall with a traditional, relaxed fit.

Pros: High quality Perfect fit Wrinkle-free Comfort Durability
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check

A blue checked cotton poplin shirt offering wrinkle-free performance, moisture-wicking comfort, and a slightly fitted style.

Pros: Attractive color and design Wrinkle-free and easy care Versatile and stylish appearance High-quality fabric and construction Comfortable fit
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99

A wrinkle-free, ultrasoft brushed cotton shirt in soft spruce, designed for a slightly fitted untucked look.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable fabric Beautiful color
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
Price was from: $89 now: $74.99

A slim-fit oxford shirt in camp green plaid, crafted from 100% Pima cotton for luxurious softness.
Men's Sunwashed Canvas Shirt, Traditional Fit

A prewashed, 100% cotton canvas shirt in bay leaf with a relaxed fit and durable double-needle stitching.

Pros: Durable Comfortable Good fit Nice color Well made
Men's Tropics Shirt, Short-Sleeve Print
Price was from: $49.95 now: $39.99

A breathable blue cotton shirt with a relaxed fit and weathered look, perfect for hot days.

Pros: Cool and breathable Durable quality Versatile style Attractive color and pattern Comfortable fit
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $74.95 now: $64.99

A deep blue, slightly fitted chamois shirt made from 7.5 oz. Portuguese cotton flannel for exceptional warmth.

Pros: Exceptional warmth Durable quality Comfortable wear Versatile use True to fit
Men's Organic Cotton Seersucker Shirt, Short-Sleeve, Slightly Fitted, Plaid
Price was from: $49.95 now: $39.99

A breathable blue plaid shirt made from 100% organic cotton seersucker with a slightly fitted design.

Pros: High quality Attractive color Breathable and lightweight Stylish design Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $69.95 now: $54.99

A goldenrod plaid oxford shirt with moisture-wicking cotton blend and stretch for comfort and ease of movement.

Pros: High quality fabric Perfect fit Comfort Wrinkle-free after washing Untucked design
Men's Maine Guide Shirt with PrimaLoft

A warm, durable PrimaLoft wool blend shirt with sturdy seams and generous cuffs, ideal for layering.

Pros: Great fit Durable construction Excellent quality Warm and comfortable Stylish appearance
Men's Maine Guide Shirt

A durable, 85% wool and 15% nylon plaid shirt, perfect for layering in red and black.

Pros: Great fit High quality Good quality Stylish Warm
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Long-Sleeve
Price was from: $59.95 now: $49.99

A breathable, no-iron plaid shirt in rose wash cotton poplin, designed for untucked wear.

Pros: Wrinkle-free Comfy and durable Perfect for multiple seasons Wide size availability Bright and refreshing color
Men's Washed Cotton Double-Knit Chamois Shirt, Long-Sleeve
Price was from: $69.95 now: $29.99

A versatile, slightly fitted shirt in midnight black heather, crafted from a soft cotton-nylon blend.

Pros: High durability Great color Classic style Quality stitching Excellent warmth
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit

A white cotton blend oxford shirt with moisture-wicking TrueCool® fabric and a slightly fitted untucked fit.

Pros: Good appearance High material quality Well-made Cute print Comfortable
Men's Comfort Stretch® Oxford, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
Price was from: $59.95 now: $49.99

A versatile goldenrod plaid short-sleeve oxford with moisture-wicking cotton blend and stretch for comfort.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $59.95 now: $49.99

A green cotton blend shirt with moisture-wicking fabric, designed for comfort and untucked wear.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged gray short-sleeve shirt in a soft, breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print

A breathable blue short-sleeve shirt with a soft hemp/cotton blend and vintage-inspired patterns.
Men's Brushed Jaspé Twill Shirt, Traditional Untucked Fit

A lightweight brown cotton shirt with a relaxed fit and richly textured jaspé yarns.

Mens Occasion Shirts

When it comes to men’s occasion shirts, there’s a certain satisfaction in finding one that not only looks right but feels right, too. Whether you’re headed to a summer backyard barbecue, a family reunion, a milestone birthday, or a casual outdoor wedding, the right shirt sets the tone for the day. Occasion shirts are built for moments both big and small—moments you’ll remember for years to come. They offer a balance of comfort and style, with thoughtful details that help you feel at ease from the first handshake to the last laugh of the evening. Many are crafted from soft, breathable fabrics that keep you cool under the sun, with just enough structure to look put together as you move from one activity to the next. The beauty of a well-made occasion shirt is its versatility; it can be dressed up with a pair of chinos or worn untucked with shorts, making it a reliable choice for a variety of gatherings. For those who spend their summers catching up with friends on the porch, enjoying a round of golf, or hosting a neighborhood cookout, a great shirt can quickly become a go-to favorite—one that’s easy to reach for and hard to put away.

Occasion shirts also make a thoughtful and practical gift, especially for birthdays, Father’s Day, or to celebrate a new job or special achievement. They’re a welcome addition to any wardrobe, appreciated by men who value lasting quality and timeless style. The best shirts are designed to hold up to repeat wear, wash after wash, so they’re ready for the next celebration or spontaneous adventure. Features like easy-to-roll sleeves, sturdy buttons, and relaxed collars make them as functional as they are comfortable. If you’re shopping for someone who enjoys spending time outdoors, consider options that offer added sun protection—perfect for long afternoons at the park or on the water. For those who prioritize staying cool and protected during sunny days, our collection of Men's UV Shirts is worth exploring. These shirts are designed to offer extra coverage without sacrificing comfort or style, so you can focus on enjoying every moment outside.

As July brings longer days and warmer temperatures, occasion shirts shine as the ideal layer for everything from spontaneous road trips to evening bonfires. The right shirt transitions seamlessly from daytime adventures to relaxed evenings, always offering the comfort you need and the look you want. With classic patterns, reliable construction, and a fit that feels just right, these shirts are made to be lived in—shared between generations, packed for vacations, and worn for countless memorable occasions. Whether you’re searching for a shirt that’s easy to care for, one that stands up to the rigors of outdoor fun, or simply something that feels good to wear, you’ll find plenty of options that deliver on quality and lasting value. Take your time, enjoy the process, and know that the right occasion shirt is out there, ready to help you make the most of every summer gathering and celebration.

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Mens Occasion Shirts