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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Smocked Stunner Mini Dress
Showcase the stylish stunner you are in this adorable smocked mini dress! It features a sleeveless bodice, thick smocked shoulder straps with ruffle detailing, a sweetheart neckline, a stretchy and smocked bust, a high waist seam with a ruffle trim, and a flowy skirt with a tiered ruffle hem. The dress is composed of a lightweight woven fabric with a woven skirt lining.
Style Number/Barcode: 05102-0230
Category Name: Summer Looks
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay All Day Mini Dress
Feel like you're on a vacay all day in this fun tropical printed mini! It features a sleeveless bodice, spaghetti straps, a scoop neckline, and a short, form hugging fit. The dress is composed of a scuba knit fabric that offers moderate stretch and showcases a vibrant print.
Style Number/Barcode: 05102-0008
Category Name: Summer Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked And Stylin' Mini Dress
This adorable floral printed mini is smocked and stylin'! The dress features a sleeveless bodice, tie shoulder spaghetti straps, a square neckline with a bust keyhole cut out, a square back, pleated details, and a stretchy and smocked fit. The dress is composed of a lightweight linen fabric that offers a form hugging fit.
Style Number/Barcode: 05102-0283
Category Name: Summer Looks
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Soft And Sweet Dress
Show off your soft sweet side baby girl! This off shoulder dress is the perfect ensemble for a day in the sun. Featuring a straight off-shoulder neckline and wooden buttons down the middle, this dress has a form fitting bodice and a ribbed knit material that will offer maximum stretch as well as a soft inner lining. Show off those shoulders girl!
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-4039
Category Name: Summer Looks
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Sprung On Florals Mini Dress
Get sprung on this too cute mini dress! It features an off the shoulder neckline with short cuffed sleeves, a trendy tie front with a keyhole cut out, seam detailing, a smocked back, and a short, form hugging fit. The dress is composed of a woven fabric with no stretch.
Style Number/Barcode: 05102-0099
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Not So Basic Mini Dress
Sure, you probably have your share of mini dresses. Now it's time for an of-the-moment upgrade! This ultra-chic mini features an off-the-shoulder elasticized neckline, gathered bodice and sleeves, a back zip, banded waist with back smocking, and pencil skirt with gather-drape detail. Dress is made from a mid-weight woven material with little to no stretch.
Style Number/Barcode: 05101-0165
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral In Love Midi Dress
Fall in love with this romantic floral midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline created by a knot front detail, a hidden back zipper and hook and eye closure, and an A-line mid-length fit with a front slit. The dress is composed of a lightweight woven fabric.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0209
Category Name: Summer Looks
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Heaven Sent Button Front Mini Dress
It's all about the details in this sweet, statement-making mini. Dress has a smocked bodice from bust to hem, an eye-catching button-down front, and eyelet trim at the shoulders, bust, and hem. Dress is made from a stretchy, medium-weight woven fabric.
Style Number/Barcode: 05102-0226
Category Name: Summer Looks
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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, 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: 05102-0159
Category Name: Summer Looks
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Chic Mini Dress
Add some floral chic to your pretty look with this adorable mini dress! It features a sleeveless bodice, tie shoulder spaghetti straps, a sweetheart neckline with a tie front detail, a square back with a hidden zipper and hook and eye closure, a high waist seam, and a flowy A-line skirt. The dress is composed of a woven fabric with a skirt lining, and offers no stretch.
Style Number/Barcode: 05102-0224
Category Name: Summer Looks
Price: $15.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flow With It Maxi Dress
Go with the flow of this pretty summer maxi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a stretchy smocked square back, a front crochet top with sheer insets at the waist, and a long, floor length flowy maxi skirt with a front high thigh slit. The dress is composed of a linen fabric with no stretch.
Style Number/Barcode: 05102-0085
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffled And Rowdy Dress
Dance around and get rowdy in ruffles! This adorable mini dress features a v-neckline with a snap and hook closure. The bodice of this dress is line with a ruffled trim, thick ruffled straps that lead to a low back, with a hidden zipper and a self tie bow. The skirt is adorned with a tiered ruffle effect. The dress is composed of a chiffon style material and offers no stretch yet, a flowy fit and includes a smooth inner lining. Now take a twirl!
Style Number/Barcode: 05102-0206
Category Name: Summer Looks
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Astrid Chiffon Floral Gown
Special OccasionA bold black background makes the florals on our chiffon Astrid gown positively pop! She features a surplice-style V back and bodice with adjustable spaghetti straps, a self-tie belt, and a gently pleated full skirt with back zip. Astrid is lined to approximately mid thigh and semi-sheer from mid thigh to hem. She is made from a lightweight, chiffon-like material with little to no stretch.
Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0099
Category Name: Summer Looks
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Loving Knit In Florals Maxi Dress
Create a look to fall for in charming florals! The dress features a V neckline, shoulder tie straps, an elastic waist and a sweeping floor length maxi length. Dress is composed of a stretchy smooth knit fabric that offers a form hugging fit.
Style Number/Barcode: 05101-0016
Category Name: Summer Looks
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Color Wheel Striped Mini Dress
Rendered in bright stripes, this mini makes an impact. Dress features a fitted bodice with off-the-shoulder neckline, contrast gently pleated, A-line skirt, and a gathered elasticized waist with decorative tie. Dress is made from a soft, lightweight woven material with stretch through the bodice and waist.
Style Number/Barcode: 05102-0000
Category Name: Summer Looks
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Connection Mini Dress
Make a sweet connection in florals! This must have mini dress features a sleeveless bodice, a cowl neck, spaghetti straps and a mini length silhouette to show glowing gams! The neutral tone is complemented with pretty florals throughout! Dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 05102-0086
Category Name: Summer Looks
Price: $13.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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New Leaf Linen Mini Dress
A lovely leaf print lends this green and white linen mini its easy sweetness. Dress features adjustable tie straps, a seamed bodice with ruffle trim and back zip, and a slight A-line skirt with ruffle hem. Dress is lined and made from a lightweight cotton blend with little to no stretch.
Style Number/Barcode: 05102-0266
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Things Up Satin Mini Dress
Make their hearts beat a little faster in this sexy light blue mini dress! It features a sweetheart neckline with a ruffle trim, narrow sleeves with a complementing ruffle trim, bustier style cups with underwire, a hidden back zipper closure, and a body-hugging silhouette. Dress is composed of a lined, satin knit fabric with minimal stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0071
Category Name: Summer Looks
Price: $10.00 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crochet Lace Skater Dress
This crochet lace skater dress will be your go-to spring 'fit! It features a sleeveless bodice, spaghetti straps, a V neckline, a back zipper closure, a high waist seam, and a short, flowy skater skirt. The blue dress is composed of a sheer crochet lace fabric with a full knit lining.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8649
Category Name: Summer Looks
Price: $10.00 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Matilda Double Tiered Floral Dress
Special OccasionHave a fun and flirty evening in our playful Matilda navy blue dress! She features a racer front bodice with narrow shoulder straps, a padded bust, a V back with a hidden zipper closure, sheer mesh insets on the sides, and a slim fit. Her short, A-line satin skirt has a double-tiered hem complete with a beautiful, large floral purple watercolor design. Matilda offers little to no stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4032
Category Name: Summer Looks
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Knotch It Up Mini Dress
This dress is a cute versatile a piece, dress it up with some strappy heels or throw on your favorite sneaks. This piece features a sleeveless bodice, with U shaped neckline, a knotch cut out at the center of the bust area. The dress has a smooth inner lining and is composed of a soft knit material that is ribbed for a casual style. The hem hits above mid thigh, and is form fitting with a moderate stretch.Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0107
Category Name: Summer Looks
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dark and Floral Dress
Sweep them away as your dress sweeps the floor you walk on queen. This maxi gown is comprised of a v neckline and v back line, spaghetti straps, lining in the upper chest area, and an attached self-tie bow in the back so that you may cinch it to your comfort.This floor length dress is composed a soft knit fabric with moderate stretch.
Style Number/Barcode: 05101-0015
Category Name: Summer Looks
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Catch The Bouquet Dress
This neutral ditsy flower pattern dress has us swooning! With a floral bouquet pattern it features a square neckline, ruffled stretchy spaghetti straps, a square back with a hidden zipper and double straight hem down the middle. This mini dressed has a ruched side detailing and an inner linen lining.
Style Number/Barcode: 05102-0207
Category Name: Summer Looks
Price: $9.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrapped In Beauty Mini Dress
Wrap yourself in this gorgeous mini dress to showcase your beauty! The dress features a sleeveless bodice, a wrap V neckline, a tie waist belt and an asymmetrical mini skirt. Dress is composed of an unlined crepe fabric that offers a form hugging fit with a moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0239
Category Name: Summer Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance