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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Wrap Around My Heart Dress
You're looking like hot stuff this evening, babes! This dress has a wrap bodice with a deep V neckline, spaghetti straps, and ruching on the side. A wrap skirt creates an asymmetrical hemline for a party perfect ensemble. Dress is composed of an unlined crepe fabric that offers 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: 05103-3609
Category Name: Summer Looks
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Janisa Formal Open Back Ruffle Dress
Special Occasion
Bring the romance in ruffles! Janisa charms with her all over floral print, a wide rounded neckline with racer bust and a bold open back. Her back is accented with a lower back bow and dreamy ruffles.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0295
Category Name: Summer Looks
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eliana Formal Plunging Wrap Dress
Special Occasion
Take the plunge in romantic florals! Eliana features a plunging wrap V neckline, long bishop sleeves with single button cuff and a high waist that leads to a sweeping A-line silhouette. Her all over airy chiffon fabric is semi-sheer and adored with a trendy floral print. She includes a mini skirt length knit lining. Dress offers a relaxed fit with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0297
Category Name: Summer Looks
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spotlight Sequin Mini Dress
Own the spotlight with only the best style in this sequin adorned mini dress! It features a sleeveless bodice, a high neck with a back zipper and hook and eye closure, a sheer mesh top with a knit lining, and a crepe skirt with pleated details. The top showcases an intricate sequin scroll pattern.
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0173
Category Name: Summer Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buttoned Beauty Ribbed Mini Dress
Button up in this cute mini for the perfect day out! It features an off the shoulder neckline, a multi button down front, fitted long sleeves and a mini length silhouette. Dress is composed of a lined ribbed knit fabric that offers a curve hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0272
Category Name: Summer Looks
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic And Spotted Mini Dress
Get a chic and spotted look in this adorable trendy little mini! The dress features an off the shoulder neckline with short cuffed sleeves with ruffle trim detailing, a front keyhole cut out with a tie closure, a stretchy smocked back, and a short, form hugging fit. The dress is composed of a lightweight woven fabric with a cute all over animal print.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0342
Category Name: Summer Looks
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle It Up Smocked Midi Dress
Play up your look with this adorable ruffled and smocked midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a square neck and back with a ruffle hem, ruffle tiers, and a stretchy smocked body with a mid-length form hugging fit. Dress is composed of a lightweight woven fabric.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0341
Category Name: Summer Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Charm Them All Midi Dress
Charm them all in this casual yet so cute printed midi! The dress features a sleeveless bodice, spaghetti straps, a rounded neckline, and a mid-length, curve hugging fit. The dress is composed of a knit fabric with plenty of stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small.
Style Number/Barcode: 05102-0252
Category Name: Summer Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ravishing Ruched Mini Dress
This dress is a daytime delight. It features ruffled sleeves, a hidden back zipper closure, an adjustable drawstring skirt. It's made of a lightweight linen fabric with zero stretch and full lining.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0243
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fab In Floral Lace Back Mini Dress
Look your absolute best in this fab floral mini dress! It features a plunging V neckline, spaghetti straps that lead to a partially exposed lace back with a zipper closure, and a form hugging bodycon fit. Dress is composed of a scuba knit fabric with a moderate stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0156
Category Name: Summer Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Necessary Basic Midi Dress
Because we all need this necessary basic midi in our closet! The dress features a sleeveless bodice, spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. The smooth knit fabric offers plenty of stretch for comfortable wear.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0256
Category Name: Summer Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plus Crochet In Color Dress
This cute crochet dress is perfect for a day out! It features a V neckline, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining.
Style Number/Barcode: 15102-0018
Category Name: Summer Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Into The Florals Dress
Immerse yourself in all the floral print you can take! This flower bomb features a cowl neck, adjustable narrow straps that create an X back, and a slim fit. Dress is composed of a casual knit fabric with a lightweight feel that offers plenty of stretch. Dress is unlined.Style Number/Barcode: 05102-3105
Category Name: Summer Looks
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zest Lace-Up Midi Dress
Fresh and sweet, this satin midi slip dress will make you shine. Dress features a cowl neck, crisscross spaghetti straps with lace-up ties, and a slim skirt with back zip. Dress is made from a smooth, satin-like material with a touch of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0288
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Anja Printed Halter Party Dress
Feel flirty in the Anja dress. This spaghetti strap dress features adjustable straps, a back zipper closure, padded chest and side seam pockets. It's made of a satin fabric with no stretch - the perfect dress for your next festivity!Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0178
Category Name: Summer Looks
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Strappy Styles Midi Dress
Strappy and stylish, this midi dress will freshen up your wardrobe. It features a sleeveless bodice, spaghetti straps, a wrap front V neckline, an open back with bar strap details, and a mid-length, form hugging fit. The dress is composed of a crepe fabric, offering moderate stretch, and includes a knit lining.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05103-0278
Category Name: Summer Looks
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Don't You Want Me Dress
They're gonna want you AND your dress! This tank dress features adjustable shoulder straps with a back tie closure and ruched sides. It's structured with a bodycon fit and hits at the mid-thigh. Fully lined and made of a comfy, textured jersey knit fabric for dressing up or down.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0258
Category Name: Summer Looks
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple And Stunning Midi Dress
Simply stunning is what you are in this trendy knit midi dress.
Fits & Features
- Bungee Spaghetti Straps
- Square Neckline
- Curve-Hugging Fit
- Midi Length Silhouette
- Soft Brushed Knit Composition | Fully Lined
- Offers Plenty Of Stretch
Hunter & Mauve: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0175
Category Name: Summer Looks
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Over You Sleeveless Midi Dress
Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0189
Category Name: Summer Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweetheart In Satin Mini Dress
You're such a sweetheart and always have the best style, so you'll love this trendy mini! The dress features short flowy ruffle sleeves, a sweetheart neckline with a ruched tie front, a low scoop back with a continued ruffle detail and a top tie back closure, a high waist seam, and a short mid-thigh length. The dress is composed of a smooth lightweight satin-like fabric with no stretch.Style Number/Barcode: 05101-0272
Category Name: Summer Looks
Price: $18.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tied To Style Mini Dress
Make sure your look is totally tied to style with this adorable mini! The dress features a sleeveless bodice, tie shoulder spaghetti straps, a partial wrap front V neckline, vertical seam detailing down the bust, a square back, a high waist seam, and a short, form hugging fit. The dress is composed of a crepe fabric that offers moderate stretch and includes a knit lining.Style Number/Barcode: 05101-0183
Category Name: Summer Looks
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Flirtatious Maxi Dress
Feeling flirty? We see you Miss flirtatious! This piece features a square neckline and thin straps that lead to a square back. The maxi dress has a cut out detailing under the chest area, cup lining, as well as a knot front at the hip. The high side slit shows off a little leg but not too much with the skirt style hem underneath! This gorgeous dress is composed of a ribbed soft knit material 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: 05101-0210
Category Name: Summer Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Golden Glow Mini Dress
Get your glow on girl! Radiate golden hour in this perfect mini. The dress features a sleeveless bodice, adjustable spaghetti straps, an adorable tie front V neckline, a square back, a waist front cut out, a hidden side zipper and hook and eye closure, and a flowy skirt with a ruffle hem. The dress is composed of a lightweight woven fabric with a sheer skirt lining and has no stretch.Style Number/Barcode: 05101-0262
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty And Posh Mini Dress
Be the it girl of your squad in this pretty and posh mini! The dress features a sleeveless bodice, a rounded neckline, a square back, and a short, form hugging fit. The dress is composed of a stretchy knit fabric with a full knit lining and showcases a trendy all over plaid print.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0193
Category Name: Summer Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance