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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Casual Cutie Linen Maxi Dress
Go for casual and cute in this taupe dress! It features a V neckline, adjustable narrow straps and a maxi length silhouette with hidden side pockets. Dress is composed of a double lined linen knit fabric that offers a relaxed fit 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: 05102-3966
Category Name: Summer Looks
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: 15102-0017
Category Name: Summer Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blooming Beauty Mini Dress
Have a cute brunch with your bffs as you bloom with beauty in this floral mini dress! It features an off the shoulder neckline with an overlay, a high waist seam, and a subtle ruffled seam at the hem. The black dress is composed of an unlined lightweight, flowy linen fabric with no stretch and showcases a pretty pink floral print.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-3981
Category Name: Summer Looks
Price: $10.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lovely Little Floral Dress
Look oh so lovely in this little floral printed mini dress! It features a sleeveless bodice, spaghetti straps, a square neckline, a lettuce edge trim, and a short, form hugging fit. The natural hued dress is composed of a smocked and stretchy linen fabric and showcases an adorable all over ditsy floral print.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3979
Category Name: Summer Looks
Price: $13.94 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Back In Basics Mini Dress
Fall back on basics for an effortlessly trendy look! This ivory mini dress features a sleeveless strapless bodice, a square neckline, and a short, curve hugging fit. The basic dress is composed of a sheer knit fabric with a full knit lining and offers plenty of stretch.Model is 5'7" with a 34" bust, 24" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3971
Category Name: Summer Looks
Price: $10.00 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Artist's Muse Chiffon Maxi Dress
Steal the show in this bold, abstract-print maxi dress. Dress features a deep V neckline, side cutouts, a spaghetti strap crisscross back with tie, and a full, gently pleated skirt with front slits. Dress is made from a lightweight, chiffon-like material and has moderate stretch at the back waist.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3953
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Denim For Days Mini Dress
We're living for denim this season! Slay any day in this cute denim dress that features a scoop neckline, adjustable narrow straps and a matching scoop back. The curve hugging mini length silhouette features faded accents to create a pretty contrast! Dress is composed of a double lined denim fabric that offers a moderate stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 05102-3952
Category Name: Summer Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Chic Maxi Dress
This black maxi dress is the perfect base piece to dress up or down for a casually chic look! Dress features a scoop neckline, adjustable spaghetti straps, and a comfortable slim fit. Dress includes a full lining and is composed of a soft, lightweight knit fabric that offers a moderate stretch.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3931
Category Name: Summer Looks
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cute As A Button Mini Dress
You'll look cute as a button in this pretty mini dress! The dress features a blue hue, a sleeveless bodice, a square neckline, adjustable narrow shoulder straps, a button down side seam and a mini length silhouette. Dress is composed of a linen fabric that offers a form hugging fit with minimal stretch.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3921
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blossom In Florals Maxi Dress
Let your natural beauty shine through in this pretty maxi dress! It features a taupe hue, a sleeveless bodice, a plunging V neckline, narrow straps that cross at the back and a maxi length skirt with a high side slit. The all over floral print features blue with pink hues that are complemented with a green foliage.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05102-3930
Category Name: Summer Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Button Knit Up Mini Dress
Button up in this adorable mini navy blue dress! It features a sleeveless bodice, spaghetti straps, a scoop neckline, a faux button down front, and a short, fitted look. The dress is composed of a ribbed knit fabric that offers plenty of stretch and a curve hugging style.
Style Number/Barcode: 05102-3915
Category Name: Summer Looks
Price: $10.00 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Walk The Line Skater Dress
Step out and line it out in stripes! This pretty light blue dress features a plunging V neckline, tank-like straps, a cinching tie waist accent and a flaring skater skirt. The all over striped design is all you need for the perfect spring time look! Dress is composed of a linen fabric with a knit lining.Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3843
Category Name: Summer Looks
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Paradise Maxi Dress
Transport yourself to the tropics in this pretty paradise ready maxi! The pink dress features a sleeveless bodice, adjustable spaghetti straps that cross in the back, a V neckline, a high waist seam, and a flowy maxi length with a sultry front slit. The dress is composed of a knit fabric with moderate stretch and a perfect all over floral and palm print.Model is 5'8" with a 33" bust, 24" waist, and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3886
Category Name: Summer Looks
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bohemian Feels Maxi Dress
Get those boho vibes going in this summer ready maxi dress! It features an ivory hue, a sleeveless bodice, a plunging V neckline, sexy waist cut outs and narrow adjustable straps that lead to an open back design. The back features a smocked elastic band and a tie back accent. The waist leads to a sweeping maxi length silhouette accented with a high side slit. The navy blue bohemian design is perfectly complemented with the ivory background. Dress is composed of lightweight woven fabric that offers a relaxed fit with 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: 05102-3878
Category Name: Summer Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Laced In Floral Maxi Dress
Lace yourself up in pretty florals! This blue maxi dress features a sleeveless bodice, a plunging V neckline and narrow straps that lead to an open back with lattice design. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over rose print features white and pink hues for a perfectly spring look! Dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 05102-3873
Category Name: Summer Looks
Price: $10.00 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Babe In Crochet Skater Dress
This babe is ready for summer in this flirty blue crochet dress! It features a crochet bodice with a plunging V neckline, adjustable shoulder straps that lead to a cute tie back detail, and a flattering wide empire waist panel that leads to a flowy gauze skirt. Includes a knit lining.Model is 5'8" with a 33" bust, 24" waist, and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3842
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spring Stunner Maxi Dress
Lace up in this pretty dress for those spring time vibes! It features a white hue, a sleeveless bodice, a V neckline, adjustable narrow straps, a tie back accent and a lower back keyhole. The waist features an unlined crochet floral detail and leads to a sweeping maxi floor length skirt. Dress is composed of a combination crochet and linen fabric that offers a form hugging fit with minimal stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0052
Category Name: Summer Looks
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Romantically Crochet Maxi Dress
Revel in romance this summer in this flowy purple maxi dress! It has a plunging neckline, narrow shoulder straps that lead to an open back paired with crochet panels, a gathered bust, a sheer crochet waist, and a flowy floor length skirt with a short lining. Includes a hidden back zipper closure.Model is 5'8 with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3835
Category Name: Summer Looks
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lovely Little Linen Dress
You'll look like a total beauty in this lovely little linen dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline created by a wrap front, a side tie detail, a back zipper and hook and eye closure, and a wrap skater skirt with a faux button down front. The olive green dress is composed of a linen fabric with a short linen lining and offers a flowy fit.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3831
Category Name: Summer Looks
Price: $10.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Why You Linen Skater Dress
No lie, this black button up skater dress will give you a casually classy look this summer! Dress features a V neckline that leads to a row of front buttons, short sleeves, a gathered high waist seam, front pockets, and a comfortable slim fit throughout. Dress is composed of a lined linen fabric with no stretch.Model is 5'8.5" with a 32" bust, 24" waist, and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3832
Category Name: Summer Looks
Price: $10.00 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Beautifully Buttoned Skater Dress
Beautifully button up your look with this adorable olive green skater dress! It features flowy short sleeves, a plunging V neckline, a high waistband, an open back with a tie closure with tassel details, a tie back accent, a hidden back zipper and hook and eye closure, and faux buttoned detailing. The dress is composed of a woven gauze fabric with a short lining, pretty pleats, and a flirty, flowy fit.Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3748
Category Name: Summer Looks
Price: $10.00 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral To The Maxi Dress
This gorgeous printed maxi dress is floral to the max! It features an off the shoulder neckline, short flutter sleeves, a square neckline, a stretchy smocked top, a tie front waist, and a high low wrap front. The mauve dress is composed of a woven fabric with a flowy fit.Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3742
Category Name: Summer Looks
Price: $17.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Fusion Midi Dress
Infuse your spring looks with pretty florals! This midi dress features a sleeveless bodice, a V neckline and narrow cross straps. Dress is composed of a smooth slate hued knit fabric adorned with a multi hued floral print. Garment offers a form hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Style Number/Barcode: 05102-3743
Category Name: Summer Looks
Price: $10.00 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Stunner Maxi Dress
Look at you stylish stunner! This berry hued maxi dress was made for you! It features a sleeveless bodice, tank-like shoulder straps, a deep V neckline and back, a high elastic banded waist with side cut out details, and a flowy, maxi length. The dress is composed of a linen fabric with no stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-3655
Category Name: Summer Looks
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance