Summer Looks

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Summer Outfits That Shine from Dawn to Dusk

This season’s must-have summer outfits carry you from sunrise to sunset in effortless style. Head-turning sets in bold matching prints make you the center of attention at day parties and night scenes. Brunch-ready dresses—flirty minis, midis, and maxis in breezy linen, airy cotton, and floaty chiffon—are made for café hangs and sunset selfies. Polished day-to-night vibes come through crisp linen rompers and tailored crop-and-skirt combos, keeping you sharp at the office and effortlessly chic for after-hours. Effortless essentials like graphic tees with lace shorts or lightweight crop tops paired with denim deliver stress-free style on those “too busy to think” days.

Star-spangled pieces in red, white, and blue lend a festive touch to your 4th of July looks and Labor Day outfits. For laid‑back holiday weekends, playful rompers and skorts channel joyful backyard party vibes, while tropical-print matching sets and mesh-panel tanks slide seamlessly into vacation and resort wardrobes.

Curated for vacations, getaways, and holiday trips, don't miss the latest updates to 2026 summer dress trends! Statement accessories—faux leather wedges or strappy sandals—provide the perfect finishing flourish, and Windsor’s latest summer formal dress collection offers elevated options for sunlit soirées.

Finish every look with strappy sandals or espadrille wedges and find fresh seasonal colors like coral, sage, and sky blue. Finding what to wear is even easier with Windsor's fashion blog with the latest tea on the best summer party looks!

These summer outfits flow from bright mornings to balmy evenings, making every moment inherently style‑worthy. Ready to build your ultimate warm‑weather wardrobe? Explore Windsor’s full edit of summer outfits—online, in‑app, or at your nearest Windsor store. Your new go‑to look awaits!

  • Such A Babe Button Down Midi Dress

    Yes babe, you'll totally work it in this chic button down midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, lined and padded cups, flattering horizontal seam detailing along the bust, a hidden back zipper closure, a high rise paper bag waist with a tie front belt, faux button detailing, and a mid-length skirt that offers a form hugging fit. The top is composed of a ribbed linen fabric and the skirt is made from a stretchy knit.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0245

    Category Name: Summer Looks

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Mini Dress

    This mini dress is composed of a very soft knit material. It is form fitting, hugs your curves and has a maximum stretch, and the hem meets mid thigh. It features a round neckline and spaghetti straps that lead to a round back. This dress will pair well with sneakers and a jean jacket or a leather jacket and heels! Play dress up with it, it goes with everything!

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0232

    Category Name: Summer Looks

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take The Plunge Floral Maxi Dress
    Add a hint of island-inspired chic to your wardrobe with this gauzy sleeveless maxi dress. Dress features a deep V at front and back, a shirred banded waist, and an all-over floral print. Dress is composed of a rayon fabric and has plenty of stretch in the waist and moderate stretch throughout the rest.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-4050

    Category Name: Summer Looks

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Va Va Venom Knit Dress

    You don't bite, but you're ready to pounce! Channel your wild side in this bold mini. Dress slips on, has a curve-hugging fit, and features spaghetti straps and a scoop neck. Dress is made from a ultra-soft brushed knit fabric with a fair amount of stretch. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0169

    Category Name: Summer Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Girl Mini Dress

    Show us your sweet side with this eyelet-detailed mini dress! It features a V neckline, ruffled cap sleeves, single-button closure with keyhole at back, an empire waist, and a short A-line skirt with pockets leading to a wavy hemline. Dress is lined, made from cotton, includes a linen short underlay. 

    Style Number/Barcode: 05102-0310

    Category Name: Summer Looks

    Price: $16.97 $47.60

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovely Little Linen Skater Dress

    Leave a flirty impression in this lovely little linen skater dress! It features long fitted sleeves with ruffled elastic cuffs, a deep V neckline with a ruffle trim, a hidden back zipper and hook and eye closure, ruffle detail seams, and a flowy skater skirt. The dress is composed of a lightweight linen fabric with a woven lining and has no stretch.

    Style Number/Barcode: 05102-0300

    Category Name: Summer Looks

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunner In Floral Mini Dress

    Look at you stunner! Radiate effortless gorgeous looks in this floral mini! The dress features a sleeveless bodice, spaghetti straps, a wrap front V neckline, a square back, a front waist cut out, and a short, curve hugging fit. The dress is composed of a scuba knit fabric that offers moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0092

    Category Name: Summer Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Beauty Eyelet Mini Dress
    Showcase your effortless beauty in this beyond gorgeous eyelet mini dress! It features a square neck and back, short sleeves with ruffle detailing, a hidden back zipper and hook and eye closure, mini side cut outs at the waist seam, and a short, mid-thigh length. The dress is composed of a woven fabric with a full lining and has no stretch.

    Style Number/Barcode: 05102-0150

    Category Name: Summer Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Born To Ride Graphic Tee

    You were born to ride baby! This hot graphic tee features a classic crew neck, short sleeves, an edgy vertical slash, and a front script that reads " California Born To Ride" along the fitted knot accent hem. Complete the look in distressed jean shorts.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Vertical front slashes
    • A front script that reads " California Born To Ride"
    • Fitted hem, knot accent
    • Jersey knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 06002-0151

    Category Name: Summer Looks

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bodycon Bite Dress
    Say it with snake—this bodycon style has serious bite. Dress comes in a curve-hugging mini cut and features spaghetti straps and a rounded neckline. Dress is made from a soft brushed knit with a fair amount of stretch.

    Style Number/Barcode: 05103-0230

    Category Name: Summer Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Steal The Scene Skater Dress
    Steal the scene and turn heads in this captivating skater dress! It features a sleeveless bodice, spaghetti straps that lead to an open cross back and lattice details, vertical seams that run down the bust, a high waist seam, and a flowy high low skater skirt. The dress is composed of a crepe fabric that offers moderate stretch.

    Style Number/Barcode: 05101-8832

    Category Name: Summer Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh And Flirty Mini Dress

    Leave a flirty first impression in this fresh and fun mini! The dress features a sleeveless bodice, adjustable spaghetti straps that lead to a cross back, a V neckline with scalloped detailing, vertical seams down the bust, a high waist seam, a back zipper and hook and eye closure, and a short, form hugging fit. The dress is composed of a sheer lace fabric with a knit lining and offers moderate stretch for comfortable wear.

    Style Number/Barcode: 05101-0017

    Category Name: Summer Looks

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Solid Stunner Ruched Tube Dress
    We'll keep it brief: this mini is made for for your next night out! Tube-style dress features a curve-hugging cut, strapless neckline, and all-over strategic ruching detail. Don't forget to pair it with the matching duster! Dress slips on and is made from a smooth, solid woven material with moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0165

    Category Name: Summer Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffled And Ruched Mini Dress
    Flaunt your curves and serve stunning looks in this ruffled and ruched mini! The dress features an off the shoulder sweetheart neckline with a ruffle hem, long fitted sheer sleeves, a lattice detail, and a short, form hugging fit. The dress is composed of a mesh fabric with all over ruched detailing and a stretchy knit lining.

    Style Number/Barcode: 05103-0013

    Category Name: Summer Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Midi Striped Dress

    Hey there miss midi, we see you! and we are on the same page too, filling our closet with midi dresses this season. This piece features a  v-neckline, attached dark neutral marbled buttons, and adjustable spaghetti straps that lead to a square back. This red toned midi dress has a skinny stripe pattern and is composed of a soft knit material that offers maximum stretch. 

    Style Number/Barcode: 05102-3994

    Category Name: Summer Looks

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Thrill Of Knit Ribbed Dress

    Toe the perfect line between casually chic and sultry-on-trend in this off-the-shoulder mini. Dress features all-over medium-width ribbing, a scoop neck, decorative wood-like buttons and a full lining. Dress is made from a soft, heavier-weight cotton blend with a fair amount of stretch. 

    Style Number/Barcode: 15102-0035

    Category Name: Summer Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Ride Skater Dress

    Keep it cool in this breezy-beautiful skater dress! It features adjustable spaghetti straps, a seamed V neck bodice, tiers of ruffle trim at the bust, waist, thigh and hem, and an A-line skirt with back zip. Dress is fully lined and made from a lightweight Tencel-blend with natural crinkle-effect and little to no stretch.

    Style Number/Barcode: 05102-0329

    Category Name: Summer Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Donna Chiffon Deep V Gown
    Special Occasion

    You never shy away from statement dressing—and our gorgeous Donna gown proves no exception! Rendered in a bold, black and marigold abstract print, Donna features adjustable spaghetti straps leading to a cross back, a deep V bodice with pleat detail at bust, a banded waist with back zip and hook-and-eye closure, and an A-line skirt. Dress is partially lined and made from a float-y, chiffon-like material with little to no stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0164

    Category Name: Summer Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Yelena Chiffon Slit Gown
    Special Occasion

    Elegant and ethereal, our chiffon Yelena gown is simply stunning. She features adjustable spaghetti straps, a V neck surplice bodice, back zip with hook-and-eye closure, and a full, wrap-style skirt with front slit. Yelena is fully lined and made from a lightweight woven material with little to no stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0011

    Category Name: Summer Looks

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stun And Snap Mini Dress
    Stun in this snap-worthy LWD (Little White Dress)! The sweater dress features a sleeveless bodice, spaghetti straps, a V neckline, a gold faux snap button front, and a short, curve hugging fit. The black dress is composed of a ribbed knit fabric that offers plenty of stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0175

    Category Name: Summer Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seductive And Slinky Maxi Dress
    Get seductive in this slinky maxi dress. This black dress features a round neckline , a sleeveless bodice and an attached belt with a gold detail. This long dress is comprised of a ribbed material that offers moderate stretch and side slit.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0107

    Category Name: Summer Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hourglass Sleeveless Sweater Dress
    An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0174

    Category Name: Summer Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smocked In Ruffles Mini Dress

    Keep it adorable and sweet in ruffles! This dress features a square neckline, sheer ruffled short sleeves and a mini length skirt with a ruffled hem. The all over print adds to this vibrant mini! Dress is composed of a stretchy smocked fabric that offers a form hugging fit. Includes a smooth knit lining.

    Style Number/Barcode: 05102-0298

    Category Name: Summer Looks

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacation Mode Jumpsuit
    We are in vacation mode with this palm print jumpsuit! The jumper features a v neckline, spaghetti straps that cross in the back, as well as a colorful palm leaf pattern. The jumper is has a wide leg hem and is composed of a soft knit material and smooth inner lining at the cup area that offers moderate stretch. Time for a Pina Colada! 

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0096

    Category Name: Summer Looks

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance