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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Crochet Beauty Skater Dress
Showcase your stunning beauty in this crochet lace skater dress! It features a fresh ivory hue, a sleeveless bodice, tank-like shoulder straps, a flattering top cut out followed by a lined bust and a mesh inset at the waist, a back zipper closure, a high waist seam, and a flowy skater skirt. Dress is composed of a combination crochet and unlined mesh fabric that offers a form hugging 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: 05101-8740
Category Name: Summer Looks
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Add Some Flair Skater Dress
Add some flair to your style with this adorable lace skater dress! It features an off the shoulder neckline with a sheer lace overlay, a high waist seam, and a flowy skater skirt with a high low hem. The dress is composed of a sheer lace fabric with a full knit lining and has moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
*Also available in Plus
Style Number/Barcode: 05101-8732
Category Name: Summer Looks
Price: $18.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Days Skater Dress
Make today a gorgeous one in charming florals! This ivory dress features a plunging wired V neckline with lined padded cups, a double row of narrow straps, a lattice back design and a flared skater skirt. The all over floral print features blush pink and lavender hues. The dress is composed of a scuba knit fabric that offers 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: 05101-8706
Category Name: Summer Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spring With Florals Maxi Dress
Step out this season in pretty florals to make a charming impression! The ivory maxi dress features an off the shoulder neckline with the off the shoulder strap accents, a straight bust, a cinching tie waist belt and maxi length silhouette with a high side slit. The back features a lower back keyhole. The all over floral print features pink hues. Dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Includes an additional mini skirt length lining.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-8699
Category Name: Summer Looks
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Talk Lace Midi Dress
This gorgeous lace midi dress will sweet-talk its way into your closet! It features a scalloped lace body, a sleeveless bodice, adjustable spaghetti straps for a customized fit, a V neckline with padded and lined cups for support, a high waist seam, and a small front slit. Complete a sweet date-night outfit with clear heels and a sleek envelope clutch.
Fit & Features
- Sleeveless bodice
- V-neckline with padded cups
- Adjustable spaghetti straps
- High waist seam
- Midi length silhouette with small front slit
- Fully-lined scalloped lace and mesh fabric
- Form hugging fit
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8691
Category Name: Summer Looks
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Skye Chiffon High Low Skater Dress
Special OccasionSkye is airy, angelic, and will feel like you're walking on cloud 9! She features a slim fitting bodice with a V neckline, narrow shoulder straps that lead to a sheer lace back and a gold zipper closure, a banded waist, and a flowy, wrap, high-low skater skirt with a short skirt lining. Skye is composed of a light blue chiffon fabric with no stretch.
Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.Style Number/Barcode: 05101-8679
Category Name: Summer Looks
Price: $10.00 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spring Vibes Floral Skater Dress
This ivory skater dress is a perfect, soft vision of spring. It features a square neckline, adjustable spaghetti straps that lead to a sheer lace back and zipper closure, a high waist seam, and a fitted bodice that leads to a short flowy skirt. Dress is composed of a stretchy scuba fabric with an all over ivory and blush floral 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: 05101-8683
Category Name: Summer Looks
Price: $10.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Day Dream Midi Dress
You'll be too good to be true in this gorgeous light blue midi dress. It features a V neckline, spaghetti straps that lead to a cowl back, a knit lining, a form hugging silhouette and a below the knee length. Knit fabric features a pink hued floral print, and 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: 05101-8667
Category Name: Summer Looks
Price: $10.00 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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What's Up Buttercup Maxi Dress
You're lookin' like a ray of sunshine in this mustard yellow maxi dress! It has an off the shoulder neckline with draped ruffle sleeves, a high waist seam with a tie belt and back cut out, and a flowy, floor-length wrap skirt that creates a high leg slit. Dress is composed of a gauze fabric. Includes exposed back zipper closures and a short knit lining.Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8658
Category Name: Summer Looks
Price: $10.00 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitter & Lace Bodycon Dress
Our two favorite things! This blush pink bodycon mini dress has a flattering V neckline paired with a lightly padded bust and our always sexy, lace back featuring a low cut out and exposed silver zipper. The fitted dress is composed of a glitter lace fabric paired with a smooth knit lining that offers a moderate stretch.Model is 5'7" with a 34" bust, a 24" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8627
Category Name: Summer Looks
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wrapped In Pleats Midi Dress
Wrap yourself in pretty pleats to make a gorgeous appearance! The mini dress features a sage green color, a wrap V neckline, narrow shoulder straps and an asymmetrical wrap silhouette. Dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-8615
Category Name: Summer Looks
Price: $10.00 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crochet Beauty Mini Dress
You're a total beauty, so showcase your stunning style in this crochet mini dress!
Fits & Features
- Adjustable Spaghetti Straps
- V Neckline & Back
- Scalloped Hem
- Fully Lined, Sheer Crochet Composition
- Form Hugging Fit
- Plenty Of Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8534
Category Name: Summer Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitz & Glam Lace Skater Dress
This fun skater dress is all about glitz and glam!
Fits & Features
- Plunging V Neckline I Padded Bust
- Spaghetti Straps
- Sheer Lace Back With Zip Closure
- High Waist Seam
- Short Flowy Skirt With Double-Tiered Hem
- Glitter Lace Composition I Fully Lined
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8507
Category Name: Summer Looks
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Feels Skater Dress
Get all the floral feels with this gorgeous printed skater dress! It features a sleeveless bodice, spaghetti straps that lead to a sheer lace back with an exposed gold zipper closure, a back cut out, and a flowy high low hem. The navy blue dress is composed of a scuba fabric with moderate stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8471
Category Name: Summer Looks
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty And Picturesque Skater Dress
Hello gorgeous! You'll look pretty and picturesque in this floral printed skater dress! It features an off the shoulder sweetheart neckline, short sleeves, a back zipper and hook and eye closure, a high waist seam, and a flowy skater skirt. The mauve dress is composed of a knit fabric with moderate stretch and a fitted and 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: 05101-8221
Category Name: Summer Looks
Price: $10.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chasing Dreams Ruffle Dress
Chase your dreams in this flowy blue ruffle dress! It features an off the shoulder neckline with a ruffle pop over, a fitted bodice with a high waist seam and tie belt detail, a hidden side zipper closure, and a flowy skirt with a double-tiered, high-low hem. Dress is composed of a woven fabric with no stretch.Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-8202
Category Name: Summer Looks
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Passionate About Florals Maxi Dress
Show your passion for pretty florals in this captivating maxi dress! It features a navy blue hued smocked bodice with a sweetheart neckline and leads to a sweeping maxi length silhouette. The skirt features a head turning floral print with coral and blue hues that contrast with the ivory hued background. Dress is composed of a combination smock and chiffon knit fabric that offers a relaxed fit.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8178
Category Name: Summer Looks
Price: $10.00 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Painted In Florals Midi Dress
Radiate a romantic aura in soft water colored florals! This midi length dress has an off the shoulder neckline with an elastic hem and short sleeves. Paint yourself in the gorgeous blue and mauve colored blossoms that are complimented with green foliage. Dress is composed of a soft the touch sturdy knit fabric that offers a curve hugging fit with moderate stretch.Model is 5'7 with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-7384
Category Name: Summer Looks
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruffle My Feathers Mini Dress
Channel effortless warm-weather style in this fun, flirty dusty pink mini dress. Dress has thick straps, a sweetheart neckline with a small V, side smocking, a hook-and-eye zip closure, and a flared hem. Dress is made from a linen-like fabric with generous stretch at sides.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0090
Category Name: Summer Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweetly Chic Midi Dress
Have a sweetly chic look with this gray houndstooth print midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a hidden back zipper and hook and eye closure, a high waist seam, a front slit with a drawstring, and an asymmetrical hem. The dress is composed of a sheer lightweight woven fabric with a short white knit lining.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0040
Category Name: Summer Looks
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Liz Formal Floral Two Piece Dress
Special OccasionCreate a twirl worthy moment in florals! Liz features a royal blue crop top with an off the shoulder neckline, a wired sweetheart bust, padded cups and short sleeves. Her matching satin skirt features a high rise waist, hidden side pockets and a pink hued floral print. Top is composed of a form hugging fit crepe fabric that offers a moderate stretch. Skirt includes a petticoat and offers a minimal stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size smallSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05006-0520
Category Name: Summer Looks
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fleur Floral Chiffon Dress
Special OccasionKeep the romantic florals going in our navy blue Fleur chiffon dress. She features a plunging V neckline, a plunging V back that leads to a hidden zipper closure, a high waist seam with a tie back belt, and a wrap bodice. Long, floor-length skirt offers a flowy fit and includes a short skirt lining. Dress is composed of a semi-sheer floral chiffon fabric with no stretch.
Model is 5'6.5 with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6767
Category Name: Summer Looks
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leanna My Sunshine Floral Dress
Special OccasionLeanna simply radiates and you'll be the light at your next special occasion! She features a plunging neckline, adjustable narrow straps that create an X back, pleating in the bodice, and a high waist band. Skirt has a flowy, A-line silhouette for an ethereal and romantic look. Leanna has a knit short skirt lining and is comopsed of a semi-sheer floral chiffon fabric with no stretch. She includes an exposed back zipper closure.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6769
Category Name: Summer Looks
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tami Formal Wrap Chiffon Dress
Special OccasionWrap yourself in elegance as you make an entrance in our captivating Tami dress! She features a hunter hue, a plunging wrap V neckline with pleated detailing, a double row of narrow straps and a narrow tie waist belt. Her slim fit bodice leads to a sweeping floor length A-line silhouette accented with a high slit. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size smallSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6643
Category Name: Summer Looks
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free