Holiday Dresses

Holiday dresses bring a special kind of joy to every celebration, making it easy to step into the season with confidence and comfort. Whether gathering with loved ones or heading out for festive events, you’ll find styles designed for lasting value and timeless appeal. From classic silhouettes to cheerful prints, each dress is thoughtfully crafted to help you look and feel your best all season long. Embrace every occasion with holiday dresses that are as versatile as they are comfortable—perfect for creating memorable moments year after year.

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Women's VentureStretch Seersucker Dress
Price was from: $79 now: $54.99

A lightweight orange seersucker dress made from stretchy, moisture-wicking recycled polyester with UPF 50+ protection.
Women's Cloud Gauze Short-Sleeve Shift Dress

A breezy white shift dress made from lightweight 100% cotton gauze with a crinkled texture.
Women's Cloud Gauze Midi Dress, Stripe
Price was from: $89 now: $74.99

A lightweight green cotton midi dress with a crinkled gauze texture, colorful stripes, and adjustable waist.
Women's Signature Camp Shirt Dress, Button-Front
Price was from: $119 now: $89.99

A slightly fitted, breathable cotton shirt dress with roll-tab sleeves and a removable belt in faded olive camo.

Pros: Simple yet chic Timeless appeal Elegant Stylish design High-quality fabric
Women's Signature Camp Flannel Shirt Dress, Button-Front
Price was from: $119 now: $89.99

A knee-length, slightly fitted shirt dress in royal red, made from 100% cotton flannel with chest pockets.
Women's Cloud Gauze Midi Dress
Price was from: $79 now: $44.99

A breezy blue cotton midi dress with a relaxed fit, perfect for poolside or casual outings.
Women's L.L.Bean Heritage Corduroy Shirt Dress
Price was from: $99 now: $74.99

A relaxed-fit corduroy shirt dress in coal dust, featuring on-seam pockets and a button-front placket.
Women's Heritage Mariner Dress, Stripe
Price was from: $79 now: $54.99

A soft cotton jersey dress with classic nautical stripes, front pockets, and three-quarter-length sleeves.
Women's Cloud Gauze Midi Dress

A lightweight green cotton midi dress with a crinkled gauze texture, V-neckline, and adjustable waist.
Women's Beech Point Dress, Print
Price was from: $79 now: $54.99

A blue printed dress with UPF 50+ protection, crafted from a soft cotton-TENCEL™-spandex blend.
Women's Signature Castine Cotton Popover Dress
Price was from: $119 now: $89.99

A soft, blue cotton popover dress with a fit-and-flare silhouette and convenient side seam pockets.
Women's Beech Point Dress
Price was from: $69.95 now: $44.99

A green, slightly fitted A-line dress with UPF 50+ protection, made from a soft cotton blend.
Women's L.L. Bean Heritage Washed Denim Shirt Dress, Garment-Dye

A versatile deep olive denim shirt dress with a relaxed fit, tulip hem, and front patch pockets.
Women's L.L. Bean Heritage Washed Denim Shirt Dress

A versatile medium blue denim shirt dress with a relaxed fit, tulip hem, and front patch pockets.
Women's Signature Camp Flannel Midi Dress
Price was from: $129 now: $109

A purple cotton midi shirt dress featuring soft flannel, herringbone texture, and a removable tie belt.

Holiday Dresses

The holiday season brings with it a special kind of excitement—a time when gatherings with family and friends fill the calendar, and every event seems to call for a little extra comfort and cheer. Holiday dresses often become part of treasured memories, whether it’s the laughter shared around the dinner table or the sparkle of lights at a neighborhood party. When choosing a holiday dress, it’s worth considering not just the style but also the feeling it brings. Look for soft, easy-to-wear fabrics that move with you, whether you’re reaching for another cookie or joining in on a spontaneous dance. Details like gentle draping, subtle textures, and timeless patterns can add a festive touch without sacrificing comfort. Many people appreciate dresses that layer well—a cozy cardigan or a favorite scarf can turn a dress into an all-day outfit, from a crisp morning walk to an evening by the fire. Holiday dresses make thoughtful gifts, too, especially for those who enjoy celebrating with a bit of tradition or simply love having something special for the season. Giving a dress can feel like sharing a piece of the holiday spirit itself, something that will be worn and remembered for years to come.

As November settles in and the air turns brisk, it’s easy to picture the simple joys that come with wearing a holiday dress. There’s the warmth of a well-made fabric, the ease of a design that lets you move freely, and the confidence that comes from knowing you’re ready for whatever the day brings. For some, a holiday dress is the go-to for family portraits, chosen for its classic look and lasting value. For others, it’s about versatility—being able to dress it up for a festive dinner or keep it casual for a cozy night at home. The best holiday dresses are those that feel just right for the occasion, with details that reflect both the season and the wearer’s personality. When shopping, consider practical features like easy care, durable construction, and timeless appeal—qualities that mean a dress will be enjoyed long after the last ornament is packed away. If you’re looking for more inspiration or want to see how to bring different pieces together for every celebration, explore our curated ideas at Outfits For The Holidays. With the right holiday dress, every moment feels a little more memorable, and every gathering a little more joyful.

FAQs

Holiday dresses are often crafted from soft, comfortable fabrics like cotton blends, velveteen, jersey, or brushed twill. These materials offer warmth and a gentle feel against the skin, making them ideal for festive gatherings and long evenings spent with family and friends.

A holiday dress can be easily styled up or down depending on the occasion. Pair it with cozy sweaters or cardigans and boots for a relaxed look, or add a statement necklace and classic flats for a more polished ensemble. Layering with scarves or tights can also add warmth and a personal touch.

Holiday dresses make wonderful gifts, especially for those who enjoy seasonal festivities or appreciate having a special piece for gatherings. Their timeless designs and comfortable fits mean they’re likely to be worn and enjoyed for many seasons to come.

Look for dresses with quality stitching, durable fabrics, and easy-care instructions. Timeless patterns and classic designs also help ensure the dress remains a favorite year after year, making it a versatile addition to any wardrobe.

Absolutely. Many holiday dresses feature classic styles and subtle patterns that transition well into other occasions, such as family gatherings, casual outings, or even everyday wear. Their comfort and durability make them a versatile choice throughout the year.

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