Casual Dresses

Explore the array of casual dresses perfect for brunch with your besties to stroll around the farmers market on the weekends. Discover a variety of casual fabrics like ribbed knit, denim, mesh, linen, or cotton gauze. Browse the variety of skater dresses, sundresses, t-shirt dresses, and boho-inspired maxis. Look out for off-the-shoulder mini dresses, tropical print shift dresses, and tie-dye ribbed dresses perfect for a laid-back vibe but always with a chic aesthetic.


Cute Work Dresses

Women's Boots & Booties

Floral Print Dresses

Everyday Casual Dresses That Are Essential For Summer

The beginning of the year is the perfect time to blend a cozy and stylish look with casual dresses from Windsor. Whether you're heading to the mountains for photos, getting together with your besties for brunch, or just want to refresh your summer 2024 wardrobe, our collection of trendy casual dresses has got you covered.

When it comes to summer 2024 fashion, opt for casual dresses in light and warm colors like pastel pink, yellow, or sage green. These hues are perfect for capturing the summery vibes of the season. Choose dresses made from comfortable and lightweight fabrics like knit, jersey, or satin to keep you cool as the temperatures rise. If you prefer a more casual and relaxed vibe, go for a T-shirt dress. This easy-to-wear style is perfect for running errands or hanging out with friends. Dress it up with a wide-brimmed hat, tall boots, and a jean jacket for an on-trend summer 2024 look.

Looking for a versatile dress that can take you from day to night? Consider casually chic sweater dresses. These versatile and polished styles are effortlessly chic and can be dressed up or down depending on the occasion. Pair your casual dress ensemble with ankle booties and a faux leather jacket for a cool and edgy look you can take from day to night.

Long casual dresses are also a great option for 2024. Opt for casual maxi dresses in smooth contouring styles in a lightweight knit. Choose from neutral colors like taupe and brown or go for a classic black color for the most versatile ensemble. Style your long casual dress with an oversized denim jacket, chunky sneakers, and a shoulder purse for the perfect #OOTD look.

Whether you're heading to your summer vacation or just want to update your 2024 wardrobe, casual dresses are a must-have. They're comfortable, versatile, and perfect for any occasion. Refresh your wardrobe with chic casual dresses from Windsor and stay on-trend this year.

What Makes A Dress Casual?

Aside from special occasion dresses and gowns, dresses can be casual depending on how you style them. Fabrication and design can also innately make a dress casual so choose knits and cotton blends or ditsy florals or neutral tone prints, like a snake print dress, as everyday basics. Knit and sweater dresses, updated regularly here, are stylish choices for work or date night. Avoiding heels and heeled mules, and pairing sneakers and lug boots instead come in handy to make any dress look more laid back. Layering knits like cardigans, sweaters, or even classic jean jackets that are naturally casual over any dress is an easy way to instantly dress down the look. Casual dresses with drawstrings and tie or button fronts are details that can give those laid-back vibes too. Like with shoes, often it’s what you wear with the dress that “dresses down” your look so style hair accessories, makeup, and jewelry accordingly.

How Do I Style A Dress Casually?

Style a dress casually by choosing to complement apparel and accessories that are naturally casual like jean jackets, t-shirts, scrunchies, dainty or basic jewelry, simple crossbody bags, and casual shoes like strappy sandals or combat boots. Take a ruched form-hugging mini dress and add on a simple lariat necklace and chunky sneakers for a cool and casual look. Layer on a denim jacket over a basic knit midi dress and pair it with slides for a casual-chic feel. For road trips or weekend getaways, maxi and midi dresses can be layered any time of year with graphic tees and sandals or cropped sweaters and combat boots to create that laid-back vibe. Windsor has the best-selling selection of casual dresses and accessories to pair them with for that must-have chill look. Need some help? Our in-store stylists are always ready to help you find your perfect outfit. Come shop with us!