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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Stylin' In Straw Wedge Heels
Keep it stylin' this season in straw wedges. These must-have wedges are the perfect complement for your summer dresses or fab jumpsuits. The wedges feature an open toe with a single wide strap and a straw wedge.
Fit & Features
- Open almond toe
- Single wide strap over the toe
- Adjustable ankle strap
- Straw wedge heel
- Faux nubuck material
Style Number/Barcode: 07406-0062
Category Name: Summer Looks
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Rhinestones Wrap Sandals
Get wrapped in rhinestone sandals to create a glam vibe for your best outfits. These sandals feature a rhinestone embellished band and a matching rhinestone embellished wrap around strap. Complete your look with high waist shorts and a glam bustier.
Fit & Features
- Single rhinestone embellished strap
- Wrap around rhinestone strap
- Flat footbed
Style Number/Barcode: 07404-0662
Category Name: Summer Looks
Price: $12.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Walks On The Beach Espadrille Wedges
Take a beachside stroll in the perfect pair of summer wedges! Style with a midi skirt, or a flowing summer dress!
- Closed-toe
- Closed straw backing
- Ankle strap, adjustable pin buckle closure
- Faux suede outer
- Woven espadrille wedge
Style Number/Barcode: 07406-0056
Category Name: Summer Looks
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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One Band Faux Nubuck Slides
Step out in stylish slides to complete all your best outfits this season. These slides feature an open toe with a single wideband and easy slip-on design. Keep it casual in high waist shorts and a smocked top.
Fit & Features
- Flat footbed
- Open toe with a single wide strap
- Faux nubuck material
Style Number/Barcode: 07404-0298
Category Name: Summer Looks
Price: $12.97
Availability: Out of Stock
Product Badge:- Sale
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Clear PVC Rhinestone Slides
Keep it simply studded in rhinestone slides this season. These dazzling slides feature a wide clear PVC band, rhinestone embellishments, and a metallic flat footbed. Complete your look with a fab romper or gorgeous in a flowy maxi dress.
Fit & Features
- Clear PVC strap
- Rhinestone embellishments
- Metallic footbed
Style Number/Barcode: 07404-0526
Category Name: Summer Looks
Price: $10.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ditsy Floral Face Mask
Stay safe, but keep it cute with this printed mask!
- Ditsy Floral Print | Black Trim
- Wash Before and After Use is Recommended
- Not a Medical Grade Mask
- Final Sale
Style Number/Barcode: 07305-0104
Category Name: Summer Looks
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Two Tone Floral Face Mask
Stay safe, but keep it cute with this printed mask!
- Floral Print
- Wash Before and After Use is Recommended
- Not a Medical Grade Mask
- Final Sale
Style Number/Barcode: 07305-0103
Category Name: Summer Looks
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ditsy Print Smocked Peplum Tube Top
Spring into florals in this cute top. Head out for a coffee date in this fab top that features a charming floral ditsy print, a smocked bodice for a comfortable fit and a flirty peplum hem. Complete look with dainty hoop earrings and high waist jeans.
Fit & Features
- Sleeveless square neckline
- Smocked bodice
- Ditsy floral print
- Peplum hem
- Relaxed fit
- Moderate stretch
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0792
Category Name: Summer Looks
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Fusion Chiffon High Low Top
Bring a burst of florals in a fab top. Bring the charm for your next date night or brunch with the squad in this sweeping floral top that features a plunging v-neckline with button closure, a trendy high-low hem, and is composed of an airy chiffon fabric. Complete your look with light wash denim jeans and clear heels.
Fit & Features
- Plunging v-neckline with button closure
- Short flutter sleeves
- Floral print
- High-low hem
- Chiffon fabric
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0546
Category Name: Summer Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Moment Asymmetrical High Slit Midi Dress
Make a fab impression in a floral dress, perfect for a first date. The midi dress features a gorgeous floral print, a wrap V-neckline for a flattering fit, and an asymmetrical high slit. Complete your look with strappy heels and hoop earrings to complement this fab print.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Bodycon silhouette
- Asymmetrical high slit
- Midi-length hem
- Floral print, knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-0562
Category Name: Summer Looks
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zipper Key Hole Ribbed Knit Mini Dress
This ribbed mini dress features a zippered keyhole that adds an element of sexiness! We love to see you pairing this look with some booties or heels!
Fits & Features
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Ribbed Crew Neck
- Front Zipper Opens To Keyhole Cut Out
- Mini Length Silhouette
- Ribbed Fabric
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05102-0574
Category Name: Summer Looks
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Crew Neck
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Feline Fine Cat Eye Sunglasses
Stun on them all in cat-eye sunglasses! Keep your vacation look on point with a pair of cat-eye sunglasses that feature a flat top and dark tinted lenses that go with everything. Complete your look with a floral maxi dress or fab matching separates.
Fit & Features
- Cat-eye frame
- Hard plastic frame
- Dark-tinted lenses
Style Number/Barcode: 07008-0787
Category Name: Summer Looks
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Double Band Lucite Block Heels
Cleary stay on trend in lucite heels this season. The heels feature a double row of clear straps and a lucite block heel. Complete your look with floral matching separates or a flowy sundress.
Fit & Features
- Open almond toe
- A double row of clear PVC straps
- Lucite narrow block heel
- Narrow platform
Style Number/Barcode: 07401-2216
Category Name: Summer Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Everyday Faux Leather Low Block Heel
A pair of low block heels are a staple must to keep in rotation for all your best looks. These versatile heels are perfect for a night out or for that summer wedding. The heels feature a closed zipper back, an open toe with a single strap, and a no-fuss low block heel. Complete your look with a pretty sundress or a fab matching separates.
Fit & Features
- Open almond toe
- Single-band over the toe
- Wrap around the ankle strap
- Closed zipper back
- Low block heel
- Faux leather material
Style Number/Barcode: 07401-1031
Category Name: Summer Looks
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Open almond toe
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Tie Front Star Print Crop Top
Stand out in this star print top that is perfect for all your dreamy looks. This top features a plunging v-neckline with tie front ties, a cropped hem, and a star print design. Complete your look with high waist shorts and hoop earrings.
Fit & Features
- Plunging v-neckline
- Tie front bodice
- Short sleeves
- Star print
- Cropped hem
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0632
Category Name: Summer Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleeveless Dotted Wide Leg Jumpsuit
Keep it darling in a dotted jumpsuit. This charming jumpsuit is perfect for your next bridal shower or grabbing drinks for Sunday brunch. The jumpsuit features an elastic sleeveless square neckline for a comfortable no-slip fit, a pretty swiss dot pattern throughout, and flowy wide-leg pants. Complete look with sunglasses and wedges.
Fit & Features
- Sleeveless square neckline
- Drawstring tie waist
- Wide leg pants
- Swiss dot pattern
- Short length lining
- Relaxed fit
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06402-0262
Category Name: Summer Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Above The Fray Cropped Denim Jacket
Forget the drama in a denim jacket to layer with all your favorite looks. Step out for a casual night out or layer this jacket to create an edgy concert outfit. The denim jacket features an all-over light-medium acid wash, destructed detailing throughout and a cropped hem. Layer with a graphic tee and high waist shorts.
Fit & Features
- Collared neckline
- Two small chest pockets
- Button-down front
- Long sleeves with single-button cuff
- Cropped frayed hem
- Destructed detailing
- Light-medium wash denim fabric
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06203-0048
Category Name: Summer Looks
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Dye Twist Front Bell Sleeve Crop Top
Keep it trendy in a tie-dye crop top. Perfect for creating groovy vibes for a festival outfit this crop features a tie-dye print, a twist front bodice, and flowy bell sleeves. Complete this fab top with high waist shorts and fringe earrings.
Fit & Features
- Plunging v-neckline
- Twist-front bodice
- Tie-dye print
- Long bell sleeves
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-2566
Category Name: Summer Looks
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Floral Sleeveless Wide Leg Jumpsuit
Bring a tropical vibe in a floral jumpsuit this season. Throw on this jumpsuit for that vacation getaway. The jumpsuit features a vibrant floral print, ruched side seams, and a flowy wide leg pant. Complete your look with sunglasses and wedges.
Fit & Features
- Sleeveless square neckline
- Ruched side seams at the bodice
- Floral print
- Flowy wide leg pant
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06502-0386
Category Name: Summer Looks
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Bliss Smocked Mini Dress
Bring out the floral prints and wave those gloomy winter-blues goodbye! Radiate that early springtime energy in this cute mini dress!
Fits & Features
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Adjustable Spaghetti Straps
- Lettuce Edge Trim At Square Neckline & Hem
- Smocking Throughout
- Mini Length Silhouette
- Curve Hugging Fit
- Ample Stretch
Style Number/Barcode: 05102-0519
Category Name: Summer Looks
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adjustable Spaghetti Straps
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Crochet Lace Fringe Cover Up
Cover up in crochet lace when relaxing poolside this season. This must-have cover-up features a crochet lace throughout and a fringed hem. Complete your look with a trendy bikini and wedges.
Fit & Features
- Crochet lace
- Fringed hem
- Unlined
Style Number/Barcode: 07305-0077
Category Name: Summer Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Double Strap Clear Lucite Block Heel Mules
Keep it chic in strappy mules to complete all your favorite looks. These versatile mules feature an open back, a double-row strap design, an almond toe with strap accent, and lucite block heel. The mules are composed of faux leather material. Complete your look with a gorgeous sundress or a sleek jumpsuit.
Fit & Features
- Double-row strap design
- Almond toe with single strap accent
- Open back
- Clear lucite block heel
- Faux leather material
Style Number/Barcode: 07401-2370
Category Name: Summer Looks
Price: $23.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Distressed Denim Long Line Jacket
This edgy long line denim jacket is a stylish revamp to a classic staple! It features a collared neckline, long sleeves with button cuffs, chest patch pockets and slanted hand pockets, a complete button-down front, and a relaxed fit. The denim fabric features moderate distressing on the front and back. Layer this jacket over a cute top and a faux leather mini skirt.
Fit & Features
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Collared neckline
- Long sleeves, button cuffs
- Chest patch pockets with button closures, slanted hand pockets
- Button-down front
- Long line hem, relaxed silhouette
- Denim fabric, distressed detailing
- Little to no stretch
- Runs true to size
Style Number/Barcode: 06203-0062
Category Name: Summer Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Collared neckline
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Everyday Basic Denim Jacket
Every Fashionista knows a denim jacket is a wardrobe staple! Pair this basic jacket with cute sundresses this summer.
Fit & Features
- Button Down Front
- Collard Neckline
- Medium Wash Denim Fabric
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06203-0064
Category Name: Summer Looks
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance