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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Ruffled Romance Off The Shoulder Maxi Dress
Spark romance in a ruffled dress that is too gorgeous! The maxi dress is perfect for your next date night with bae. The dress features an alluring off the shoulder neckline, a ruffled bodice, and a tiered ruffle maxi length silhouette. Complete your stunning date night outfit with clear heels and duster earrings.
Fit & Features
- Off the shoulder neckline
- Ruffled bodice
- Off the shoulder straps that cascade shoulders
- Tiered maxi length silhouette, partially sheer
- Mini skirt length knit lining
- Lightweight woven fabric
- Relaxed fit, minimal stretch
Style Number/Barcode: 05102-1007
Category Name: Summer Looks
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Radiant Rhinestone Tube Hoop Earrings
You'll be the center of attention in these gorgeous rhinestone tube hoop earrings! Featuring a rhinestone-encrusted hoop, these will sparkle and make you all the more radiant. Pair with a sleek mini dress for date night.
Fit & Features
- Tube hoop design
- Mini rhinestone embellishments
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-0583
Category Name: Summer Looks
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smocked Floral Fusion Tube Scarf Top
Keep it cute in this scarf-styled tube top! The floral top features a sleeveless straight neckline, a floral patterned bodice, a smocked back, and a cropped hem with a triangular-shaped hem. Complete your look with a pair of high waist jeans and a dainty necklace.
Fit & Features
- Sleeveless straight neckline
- Floral print
- Smocked back
- Cropped hem
- Lightweight woven fabric
Style Number/Barcode: 06003-1027
Category Name: Summer Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Babe High Slit Maxi Skirt
Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges.
Shop Matching Top: Tropical Babe Tie Front Crop Top
Fit & Features
- High rise waist
- Lightly pleated
- Tropical palm leaf print
- High side slit
- Lightweight woven fabric
- 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: 06301-0049
Category Name: Summer Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Slay All Day In Snake Print Duster
Rise up and slay all day in trendy snake print with this must have duster!
Fit & Features
- Long fitted sleeves
- Open front
- Tie front belted waist
- High side slits
- All over snake print
- Knit fabric | Moderate stretch
Style Number/Barcode: 06202-0071
Category Name: Summer Looks
Price: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruched To The Maxi Knit Dress
This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back cutouts
- Ruched dealing
- Maxi length silhouette
- Knee-high slit
- Form hugging fit, stretchy knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0886
Category Name: Summer Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brighter Vibes Lace-Up Chiffon Maxi Dress
Bring on brighter vibes in this maxi dress that brings a burst of color this season. The maxi dress features a plunging v-neckline, sexy waist cutout to show off a hint of skin, a lace-up back, and a high side slit. Complete your look with fab cork wedges and sunnies for those ultimate summer vibes.
Fit & Features
- Sleeveless v-neckline with spaghetti straps
- Waist cutouts
- Lace-up back
- High side slit
- Maxi length silhouette
- Chiffon fabric
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0505
Category Name: Summer Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Skirt Skirt Skater Dress
This dress will be the center of all the tea at your next afternoon soiree.
Fits & Features
- Deep Sweetheart Neckline I Princess Seams
- Dual Spaghetti Straps That Cross At The Back
- High Waist Seam
- Flattering Skater Skirt
- Thick Knit Composition
- Plenty Of Stretch
Style Number/Barcode: 05101-7961
Category Name: Summer Looks
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Late Night Fantasy Dress
Live your wildest dreams in this dress! Bring the wow factor to your date-night outfit in this flirty skater dress. The dress features a flattering v-neckline, spaghetti straps that offer support, sheer lace back detail with a lower back keyhole to show off a hint of skin and a flowy skater silhouette with double-tiered hem. The dress is composed of a form-hugging ponte knit fabric that offers a moderate stretch. Complete your impressive look with rhinestone duster earrings and sleek stiletto heels.
Fits & Features
- V neckline
- Spaghetti straps
- Sheer lace back with zipper
- Exposed lower back
- Wide waistband
- Flowy skirt with a double-tiered hem
- Ponte knit composition, moderate stretch
Black Dress: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Ivory Dress: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Burgundy & Red Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Navy Dress: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Mauve Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
*Also available in Plus
Style Number/Barcode: 05101-7048
Category Name: Summer Looks
Price: $6.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Babe Biker Shorts
Stay on-trend in biker shorts to create some stylish outfits girl! The shorts feature an elastic high rise waist fit and a mid-thigh length. The shorts are composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with an over-sized graphic tee and chunky dad sneakers.
Fit & Features
- Elastic high rise waist
- Mid-thigh length
- Stretchy knit fabric
- Relaxed fit
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06503-0148
Category Name: Summer Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Eyelet Mini Skirt
Create an effortless everyday look in this eyelet mini skirt that is a must have for your summer vibe. Perfect paired with the matching crop top for a chic photoshoot in your backyard! The adorable skirt features a flattering high waist and a curve hugging fit. Complete your cute outfit with some classic gold hoops and trendy wedges.
Shop Matching Top: Effortless Eyelet Puff Sleeve Crop Top
Fit & Features
- High rise waist
- Short, form hugging fit
- All over eyelet detail
- Lined
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0271
Category Name: Summer Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Knot So Basic Crop Top
This knot front crop top is a wardrobe essential. Team it with high waist distressed denim and heels for an easy on trend look.
Fits & Features
- Knot Front
- Short Sleeves
- Soft Cotton-Blend Material
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0454
Category Name: Summer Looks
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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One Shoulder Ribbed Crop Top
Show off in a bold one-shoulder top that is fit for a fashionista like you. Hit up that next backyard BBQ in this top that features a one-shoulder neckline, a sweetheart bust, and a twist front accent. Complete look with a pair of high waist pants and hoops for a chic look.
Fit & Features
- One-shoulder neckline
- Wide single strap
- Sweetheart bust
- Twist front accent
- Ribbed knit fabric
- Cropped hem
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-1021
Category Name: Summer Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crepe Knit Spaghetti Strap Bow Crop Top
Seal your look with a bow crop top. This effortlessly chic crop top features a sweetheart neckline with a large bow accent, spaghetti straps, and a cropped hem. The top is composed of a crepe knit fabric that offers a relaxed fit with a moderate stretch. Complete your sassy look with high waist jeans and mules.
Fit & Features
- Sweetheart neckline
- Bow at the bodice
- Spaghetti straps
- Cropped hem
- Crepe fabric
- Relaxed fit
- Moderate stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06003-0868
Category Name: Summer Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Babe Tie Front Gauze Crop Top
Channel vacay vibes in a tropical top that is perfect for days spent underneath a cabana. The top features a tropical palm leaf print, a tie front accent at the center of the bodice, and a cropped hem. Complete your look with the matching skirt and sleek hoop earrings.
Shop Matching Skirt: Tropical Babe High Slit Maxi Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Tie front accent
- Tropical palm leaf print
- Adjustable spaghetti straps
- Cropped hem
- Smocked back
- Composed of a gauze knit fabric
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06003-0619
Category Name: Summer Looks
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Tie Strap Bodysuit
You can never go wrong with a simple bodysuit! This bodysuit features cute tie shoulder straps, an on-trend square neckline, and a thong bottom with dual snap button closures. The lightweight ribbed knit fabric offers plenty of stretch. Style this bodysuit with high-rise jeans and mules for a sleek look.
Fit & Features
- Tie shoulder straps
- Square neckline
- Thong bottom with dual snap button closures
- Ribbed knit fabric
- Plenty of stretch
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-3038
Category Name: Summer Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rhinestone Butterfly Charm Necklace
Keep it fluttery in this necklace that brings the charm! Step out for a coffee run in this necklace that features a single dainty chain with beaded detail and three mini butterfly charms embellished with mini rhinestones. Complete your look with a fab matching set.
Fit & Features
- Dainty chain link
- Beaded detail
- Mini butterfly charms
- Mini rhinestones
Style Number/Barcode: 07002-0540
Category Name: Summer Looks
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Palm Leaf Tube Top
Get set for the tropics in this top that will transport you to an island fantasy. This vacation-ready tube top features a straight neckline and a tropical palm-leaf print. Complete your Insta-ready look with the matching skirt and statement earrings.
Shop Matching Maxi Skirt: Tropical Palm Leaf High Slit Maxi Skirt
Fit & Features
- Sleeveless straight neckline
- Tropical palm leaf print
- Cropped hem
- Smooth knit fabric, form-hugging fit
- Runs true to size
- Matching skirt sold separately
Style Number/Barcode: 06001-3491
Category Name: Summer Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kailey High Rise Bermuda Shorts
Oasis by Eunina
Channel chic vibes in shorts that are anything but basic! The shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, and a Bermuda length. Complete look with a sleek bodysuit and strappy sandals.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Bermuda length with fringed hem
- Light-medium acid wash
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06603-0144
Category Name: Summer Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Denim Diva Sleeveless Tie Waist Jumpsuit
Dare to impress in a denim jumpsuit that stuns for your next date night! The jumpsuit features a sleeveless plunging scoop neckline, a zippered front, a tie waist belt with belt loops and a straight leg fit with a flared hem. Complete your look with fringe earrings and wedge heels.
Fit & Features
- Sleeveless scoop neckline
- Tank-like shoulder straps
- Zippered front
- Tie-waist belt with belt loop
- Slant pockets
- Straight-leg fit with a flared hem
- Form hugging denim fabric, 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: 06602-0196
Category Name: Summer Looks
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Floral Polka Dot Mini Dress
Create a flirty first impression in this pretty floral polka dot mini dress! It features a cowl neckline, a flowy mini length silhouette, and a fun floral print on a polka dot woven fabric. For a cute day date look, layer on a denim jacket and pair with some clear heels.
Fit & Features
- Adjustable spaghetti straps
- Cowl neckline
- Flowy mini length fit
- Floral print
- Polka dot woven fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0914
Category Name: Summer Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall For Floral Woven Midi Dress
Fall head over heels for this adorable ditsy floral midi dress! Featuring a trendy cowl neckline and a flowy mid-length silhouette, this dress would pair perfectly with some simple gold hoops and clear mules. Wear to your next brunch with your girls and you'll receive all the compliments.
Fit & Features
- Adjustable spaghetti straps
- Cowl neckline
- Flowy mid-length fit
- Ditsy floral print
- Woven fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0882
Category Name: Summer Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple And Sleek Tie Shoulder Slip Dress
Simple and sleek, this slip dress is a gorgeous piece you need to have in your closet. Featuring tie shoulder straps and a flowy mid-length silhouette, it can so easily be dressed up with some clear mules or down with chunky sneaks. Wear to your next date with bae and you'll leave a lasting impression.
Fit & Features
- Tie shoulder straps
- Slight V neckline
- Square back
- Flowy mid-length fit
- Woven fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0895
Category Name: Summer Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Falling For You Floral Mini Skirt
They will be falling for you hard when you step out in this smocked mini skirt. Don’t forget to pick up the matching crop top to complete the look!
Shop the Matching Top: Falling For You Floral Crop Top
Fits & Features
- Ditsy Floral Print
- Smocked
- Ruffle Hem
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06301-0040
Category Name: Summer Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance