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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Tropical Palm Leaf High Slit Maxi Skirt
Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.
Shop Matching Crop Top: Tropical Palm Leaf Tube Top
Fit & Features
- High rise waist
- Tropical floral print
- Maxi length silhouette
- High side slit
- Matching top sold separately
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06501-0225
Category Name: Summer Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Double Row Tie Front Ribbed Crop Top
Stand out babe in this chic crop top. Head out for a beach day in this trendsetting crop top that features a plunging V-neckline, a double-row tie front accent to create a customized fit, and a cropped hem. Complete your look with your favorite high waist jeans and stunning sunglasses.
Fit & Features
- Plunging v-neckline
- Spaghetti straps
- Double-row tie front accent
- Cropped hem
- Ribbed knit fabric
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2685
Category Name: Summer Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For You Floral Crop Top
They will be falling for you hard when you step out in this smocked crop top. Don’t forget to pick up the matching skirt to complete the look!
Shop the Matching Bottoms: Falling For You Floral Mini Skirt
Fits & Features
- Ditsy Floral Print
- Smocked
- Spaghetti Straps
Style Number/Barcode: 06003-0531
Category Name: Summer Looks
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Simplicity Bodysuit
Fall into fab simplicity in a bodysuit that brings you back to basics. This top is perfect for layering with your favorite pieces on those lazy days or meeting up with the girls for a casual lunch date. The bodysuit has a flattering V-neckline and sleek bungee spaghetti straps for a seamless look. Composed of a soft knit material that offers a form-hugging fit with a moderate stretch. Style with a pair of high waist jeans and a blazer.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Adhesive bra recommended
- Form-hugging silhouette
- Seamless design for comfort
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-1641
Category Name: Summer Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Wide Leg Dress Pants
Keep it professional in high waist pants. A versatile pair of high rise dress pants are chic and work-friendly. This pair features a high waist with a tie waist belt, a straight leg fit with a wide leg hem, and composed of a comfortable knit fabric. Easily pair these dress pants with a blouse and blazer combination for a total boss babe look.
Fit & Features
- High rise waist
- Tie waist belt
- Straight leg fit
- Flared wide-leg hem
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06502-0375
Category Name: Summer Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Walk in the Park Floral Mini Dress
Take a stroll in style wearing this sweet floral dress! Pair it with sandals and a straw bag.
Fit & Features
- Ribbed Fabric
- Off the Shoulder Puff Sleeves
- Tie Front Detail
- Mini Length
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0447
Category Name: Summer Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Jude Mid Rise Distressed Skinny Jeans
Oasis by Eunina
Spice it up in the Jude mid-rise skinny jeans perfect for your next social plans! These light wash denim jeans feature a classic mid-rise waist, trendy distressed accents, a skinny-leg design, and a tapered ankle-length hem. Complete your look with trendy clear heels.
Fit & Features
- Mid-rise waist
- Distressed accents
- Skinny-leg design
- Five-pocket with belt loop design
- Front button with hidden zipper closure
- Light wash denim fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06602-0066
Category Name: Summer Looks
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tacos & Tequila Cropped Tee
Tacos & tequila, our fav combo! Get cute on a Tuesday and style this graphic tee with a mini skirt and heels.
Fits & Features
- Drawstring Side
- Cropped Hem
- Jersey Fabric
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0478
Category Name: Summer Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise Distressed Acid Wash Denim Shorts
These cut off acid wash denim shorts are a must-have in your wardrobe! They feature a high rise waist and a majorly distressed hem with a cheeky bottom. Pair with a crop top and some heeled booties for a cute day date look!
Fit & Features
- High rise waist
- Front button closure
- Traditional five pocket and belt loop design
- Majorly distressed hem
- Cheeky bottom
- Acid wash denim fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06603-0143
Category Name: Summer Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strapless Tube Tie Dye Midi Dress
Make a splash in a tie-dye dress that brings some serious summer vibes! Step out for that backyard bbq with the squad in this colorful midi dress. The dress features a strapless tube neckline, a tie-dye print, and a curve-hugging midi-length silhouette. Complete your summer outfit with clear heels.
Fit & Features
- Sleeveless tube neckline
- Tie-dye pattern
- Midi length silhouette
- Form hugging knit fabric
- Moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0831
Category Name: Summer Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Every Day Tube Midi Dress
Step out in this staple dress to wear any day for any occasion! This midi dress is perfect for dressing up with heels to create a night out outfit or dressing down with sneakers for a casual coffee date. The dress features a sleek tube neckline and a midi length silhouette with a mini side slit.
Fit & Features
- Sleeveless straight tube neckline
- Midi length silhouette
- Mini side slit
- Knit fabric
- Form hugging fit
- 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: 05102-0827
Category Name: Summer Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paige Formal Off-The-Shoulder Scalloped Lace Dress
Special Occasion
Enchant in our captivating Paige dress that brings elegance and grace to your special events! Perfect for the bride-to-be's Bridal Shower, Paige's scalloped lace fabric brings the charm. Paige features an off-the-shoulder neckline with scalloped lace trim, sheer short sleeves, a ribbon tie-waist belt, and a midi-length silhouette. Complete look with radiating rhinestone earrings.
Fit & Features
- Off-the-shoulder neckline with lace trim
- Sheer short sleeves
- Strapless or adhesive bra recommended
- Tie-waist ribbon belt
- Midi-length silhouette
- Floral lace pattern
- Relaxed fit
- Runs true to size
Style Number/Barcode: 05001-0441
Category Name: Summer Looks
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Everyday Ruched Knit Mini Dress
Get an effortless everyday 'fit in this adorable ruched knit mini dress! It features trendy ruched detailing with drawstrings and can be worn as a mini or midi. Dress it up with clear mules for a date night or keep it casual with some chunky sneakers for a shopping trip.
Fit & Features
- Tank-like shoulder straps
- High rounded neckline
- Ruched detailing
- Drawstrings at hem
- Form-hugging fit
- Ribbed knit fabric
Style Number/Barcode: 05102-1018
Category Name: Summer Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trip To The Tropics Strapless Jumpsuit
Feel like you're taking a relaxing trip to the tropics in this bold strapless jumpsuit! Featuring a simple strapless top and palm leaf printed flowy pants, you'll feel like you're on a getaway vacay. Perf for a nice dinner with bae, pair with some statement earrings and clear heels.
Fit & Features
- Strapless square neckline
- High waist pants
- Tie front belt
- Flowy pant legs with palm leaf print
- Knit fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0427
Category Name: Summer Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Spotted Polka Dot Tie Front Top
Get spotted in this cute top this season! Step out to grab your favorite iced coffee or for a casual lunch date. The top features a plunging v-neckline with a tie front accent to create a customized fit, long sleeves, and a swiss polka dot pattern. Complete your look with a lacey bralette and door knocked earrings.
Fit & Features
- V-neckline
- Tie front accent
- Long sleeves with elastic cuff
- Swiss polka dot design
- Cropped hem
- Lightweight woven fabric
- Relaxed fit, minimal stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0600
Category Name: Summer Looks
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Is Better Crew Neck Crop Top
Sometimes basic is better, like this adorable crop top! Featuring a crew neckline and ribbed fabric, this top can be worn with all your cute 'fits. Style with your favorite pair of high rise jeans and a chic crossbody bag for grabbing lunch with your girls.
Fit & Features
- Crew neckline
- Short sleeves
- Cropped
- Ribbed fabric with plenty of stretch
Style Number/Barcode: 06002-0539
Category Name: Summer Looks
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kara Super High Rise Destructed Shorts
Oasis by Eunina
The Kara Super High Rise Destructed Shorts will be your fave of the season for sure! This black denim pair features trendy distressing and a flattering cuffed hem. Wear to go hang with the squad, paired with a chic cropped blouse and sleek heeled ankle booties.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
- Destructed detailing
- Rolled cuffed hem
- Denim fabric with moderate stretch
Style Number/Barcode: 06603-0046
Category Name: Summer Looks
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Season of Stripes Cutout Gauze Mini Dress
Keep it sassy in a striped dress this season to keep on-trend! Make a stunning impression for that upcoming date in a dress that features a plunging V-neckline, sexy bar waist cutouts, and a trendy striped design. Complete look with wedges and fringe earrings to channel bohemian vibes.
Fit & Features
- Sleeveless V-neckline
- Smocked waist
- Bar waist cutouts
- Striped pattern
- Mini length silhouette
- Gauze-linen fabric
- Form hugging fit, minimal stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0414
Category Name: Summer Looks
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Open Back High Slit Floral Dress
Show off your affinity for florals in a dress that creates major head-turning appeal! Step out for brunch with your squad in this pretty in pink dress! The dress features a high round neckline, cap sleeves, a lower back keyhole, and a high side slit. Complete look with clear heels and mini purse.
Fit & Features
- High round neckline
- Cap sleeves
- Lower back keyhole
- Floral print
- High side slit
- Midi-length silhouette
- Lightweight woven fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0834
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Fresh In Floral Ruffle Hem Mini Dress
Get a fresh look in this gorg floral ruffle hem mini dress! It features woven tie shoulder straps and cute ruffle detail at the hem for a fun and flirty vibe. A must-have for your next backyard bbq, style it up with clear slide on mules and sleek gold hoop earrings.
Fit & Features
- Tie shoulder straps
- Slight sweetheart neckline
- Partially smocked back with a hidden zipper closure
- Short ruffle hem
- Floral print
- Woven fabric
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0833
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Open Back Flared Skater Romper
Bring the flare in this fab romper and throw on this romper for your next GNO with the squad. The romper features a bold open back with tie back ties, spaghetti straps, and wide-leg shorts with a flared overlay that creates a skater silhouette. Complete your look with wedges and extra loop hoops.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back with tie back ties
- Wide-leg shorts
- Flared skater overlay
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06403-0128
Category Name: Summer Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Straw Floppy Hat
Step out this season with a floppy hat to give your sunkissed looks plenty of flair and style! The hat features a traditional floppy hat design with a wide brim and composed of light straw material. Complete your look with a floral sundress and cork wedges.
Fit & Features
- Traditional oversized floppy design
- Wide brim
- Straw material
Style Number/Barcode: 07302-0209
Category Name: Summer Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Nubuck Basic Short Block Heels
These basic short block heels are a must-have for any wardrobe! They will complete your work from home ensemble with their sturdy block heel and sleek nubuck material. Pair with your fave blouse and curve hugging pencil skirt to further level up your look!
Fit & Features
- Open almond toe | Toe strap
- Around the ankle thin strap
- Closed back | Zipper closure
- Sturdy short block heel
- Nubuck material
Style Number/Barcode: 07401-0976
Category Name: Summer Looks
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hello Sunshine Choker
Bring a burst of sunshine in a choker that is oh so trendy! The choker features a chain link with mini sun charms. Go for a bohemian vibe with flared high waist pants and a crochet top.
Fit & Features
- Chain-link
- Mini sun charms
Style Number/Barcode: 07002-0376
Category Name: Summer Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free