Summer Looks
Summer outfits that carry you from beach days to after-dark plans without missing a step. Matching sets keep things streamlined, while maxis, sundresses, and rompers deliver an easy, pulled-together feel, balanced by sharper staples like hot shorts, denim mini skirts, halters, and tube tops. Textures and prints stay in focus—crochet, mesh, florals, polka dots, and graphic tees—finished with sandals for a clean daytime look or styled up for wherever the night leads. From sunlit days to warm nights out, this edit moves effortlessly through vacation getaways, festivals, concerts, and GNO, blending relaxed, sun-ready pieces with elevated options for after dark.
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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!
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Bloom With It Mini Dress
Get with this blooming floral mini dress! It features a sleeveless bodice, spaghetti straps that lead to a cross back, a V neckline, and a short, form hugging fit with a ruffle hem. The dress is composed of a crepe fabric that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0254
Category Name: Summer Looks
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crochet In Color Dress
This cute crochet dress is perfect for a day out! It features a V neckline, padded cups, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining. Dress is composed of a combination lace and gauze fabric that offers a relaxed fit with minimal stretch.*Also available in Plus.
Style Number/Barcode: 05102-3959
Category Name: Summer Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Botanical Beauty Midi Dress
This botanical print dress features a square ruffled neckline, elastic ruffle straps and a straight bodice. The backing of the dress has a hidden zipper and stretch smock detailing.This piece has a dark toned floral print and is mid-length with a smooth inner lining and a side slit.It is composed of a sheer chiffon-like material that offers a relaxed fit with minimal stretch. On a stroll through the park or a gals brunch date, this dress is bound to have heads turning!Model is 5'9" with a 32" bust, a 24" waist, and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0210
Category Name: Summer Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 toned midi dress has a skinny stripe pattern and is composed of a soft knit material that offers maximum stretch.
Style Number/Barcode: 05102-3992
Category Name: Summer Looks
Price: $8.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rainbow Wave Maxi Dress
You love color, so embrace the rainbow! All eyes will be on you in this vibrantly chic maxi dress, which features a multi-hued stripe pattern, spaghetti straps, scoop neck, pockets at either hip, and plenty of stretch. Don't forget to pair it with the matching head wrap!
Style Number/Barcode: 05102-0244
Category Name: Summer Looks
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready And Ruffled Mini Dress
Take on the day in pretty ruffles! This mini dress features a sleeveless bodice, a surplice wrap V-neckline with a mini snap button closure, a smocked waist and multi tiered ruffled mini length silhouette. Dress is composed of lightweight woven fabric that offers a relaxed fit with a minimal stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0327
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic In Chiffon Tiered Dress
Dynamite details make this midi truly must-have. Dress features delicate floral print flecked with metallic, adjustable spaghetti straps leading to a wrap-style, V neck bodice with a back zip and attached string ties, and a mid-rise skirt with three tiers of cascading ruffles at hem. Dress is lined and made from a lightweight chiffon-like material with minimal stretch.Style Number/Barcode: 05101-0261
Category Name: Summer Looks
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Wrap Knit Mini Dress
Guarantee that shine on your next night out in this chic mini!
Fits & Features
- Adjustable Spaghetti Straps
- V Neckline
- Zipper With Hook & Eye Closure
- Wrap-Effect Mini Skirt With Asymmetric Hem
- Smooth Woven Knit With Multi-Color Rhinestone Embellishments
- Curve Hugging Fit I Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0237
Category Name: Summer Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Knit Your Basic Midi Dress
This adorable casual midi is not your basic knit dress. It features a sleeveless bodice, adjustable spaghetti straps, a scoop neckline, a square back, and a curve hugging, mid-length fit. The dress is composed of a wide ribbed sweater knit fabric that offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0023
Category Name: Summer Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faith Formal Midi Lace Dress
Special Occasion
Make a graceful entrance in captivating lace! Faith features a bright yellow hue, an off the shoulder neckline with a scalloped lace trim, padded cups, a cinching ribbon belt and a midi length. Dress is composed of a lined fabric that offers a relaxed fit with a minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0193
Category Name: Summer Looks
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flowy Floral Mini Dress
This flowy floral dress is the perfect piece to transition into fall! It features a wrap front V neckline, a hidden back zipper and hook and eye closure, long sleeves with smocked cuffs, a faux button down front, a high waist seam, ruched detailing, and a flirty ruffle hem. The printed dress is composed of a sheer chiffon fabric with a stretchy knit lining.Style Number/Barcode: 05102-0303
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gorgeous In Glitter Mini Dress
You'll look oh so glitzy and beyond gorg in this glitter mini dress! Featuring ruched detailing to flatter your curves and a short, form-hugging fit, this dress is a must for date night. Simply add on some strappy heels for a stunning look.
Fits & Features
- Spaghetti straps
- Square neckline
- Ruched detailing to enhance curves
- Mini-length silhouette
- Sheer mesh fabric with full knit lining
- Form-hugging fit with moderate stretch
Style Number/Barcode: 05103-3603
Category Name: Summer Looks
Price: $6.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Live It Up In Linen Midi Dress
Live it up in this absolutely adorable ditsy floral printed midi! The dress features a sleeveless bodice, tie shoulder spaghetti straps, a sweetheart neckline with pleated detailing and a tie front, and a hidden back zipper and hook and eye closure. The dress is composed of a linen fabric with a shorter woven lining and has no stretch.Style Number/Barcode: 05102-0305
Category Name: Summer Looks
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Such A Flirt Skater Dress
Leave a flirty impression in this flowy little skater dress! It features a sleeveless bodice, spaghetti straps, a V neckline, flattering horizontal seams along the bust, a square back, a high waist seam, slanted side pockets, and a flowy skater skirt. The dress is composed of a nylon ponte knit fabric that offers moderate stretch.Style Number/Barcode: 05101-0158
Category Name: Summer Looks
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Life's A Beach Mesh Dress
Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print in turquoise, blue, and rust, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.Style Number/Barcode: 05102-0286
Category Name: Summer Looks
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Deep Dive Floral Scuba Dress
Dive right into this sweet scuba-style mini! Dress has a body con fit and features an all-over multi-color floral print against a black background, an off-the-shoulder neckline with micro sleeves. Dress is made to hit above the knee, slips on, and is made from a smooth woven material with moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0081
Category Name: Summer Looks
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer Cake X-Back Skater Dress
It's two times the fun in this flirty, flattering skater dress! It features double spaghetti straps leading to a looped X back, a seamed V neck bodice, and a double-layer, swing-y A-line mini skirt. Dress is lined and made from a medium-weight rayon blend with moderate stretch.Style Number/Barcode: 05101-0100
Category Name: Summer Looks
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Such A Beauty Mini Dress
Girl, you're such a beauty, and this classically chic mini dress will make for the perfect 'fit. It features a sleeveless bodice, a V-neckline with a tie ruched bust detail, adjustable spaghetti straps, a square back with a hidden zipper and hook and eye closure, a trendy waist front cutout with a tie ruched detail, and a flowy skirt with an adorable ruffled mini-length hem. The short dress is composed of a woven fabric with minimal stretch. Style with a cute pair of mules.
Fit & Features
- Sleeveless bodice, V-neckline, tie ruched bust
- Adjustable spaghetti straps
- Square back, hidden zipper, hook and eye closure
- Waist front cutout, tie ruched detail
- Flowy skirt, ruffled mini-length hem
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-0263
Category Name: Summer Looks
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Knit Mini Dress
You're always on it when it comes to style, and this basic knit mini will make for such a cute 'fit. The dress features a sleeveless bodice, tank-like shoulder straps, a square neck and back, and a short, form hugging fit. The dress is composed of a soft knit that offers plenty of stretch.Style Number/Barcode: 05102-0095
Category Name: Summer Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crocheted With Love Off Shoulder Dress
This dress is all about the loving things! So show some love with its endearing off shoulder neckline, long fitted sleeves, and a short bodycon fit. The dress is composed of a fully lined, crochet fabric that offers a 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: 05101-0104
Category Name: Summer Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fond Of Floral Skater Dress
You're one to be fond over floral, so this printed skater dress is so you. It features a sleeveless bodice, spaghetti straps that lead to a sheer lace back with an exposed zipper closure followed by a back cut out, a V neckline with vertical seam detailing down the bust, a high waist seam, and a flowy, high low skater skirt. The dress is composed of a scuba knit fabric that offers moderate stretch.
Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0069
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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: 05101-8831
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Florals And Lace Skater Dress
Make it a lacy affair in this must have floral mini dress! It features a sleeveless bodice, a V neckline, princess seams and spaghetti straps. The back features an unlined floral lace back that leads to a lower back keyhole. The slim fit bodice leads to a curve hugging mini length silhouette. Dress is composed of a lined crepe fabric that offers a moderate stretch.Style Number/Barcode: 05101-0079
Category Name: Summer Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendsetter In Tie Dye Mini Dress
Be a total trendsetter in this fun tie dye mini dress! It features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, a tie front accent, and a short, curve hugging fit. The dress is composed of a stretchy knit fabric.
Style Number/Barcode: 05102-0227
Category Name: Summer Looks
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance