Summer Looks

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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!

  • Fun in The Sun Swim Top

    It’s time to have some fun in the sun and look good while doing it! Don’t forget to get the matching bottoms to complete the look.

    Shop Matching Bottoms: Fun in The Sun Swim Bottoms

    Fits & Features

    • Halter Tie Straps 
    • Ties At The Back | Cutout Back Detail
    • Center Front Knot 
    • Molded Cups 
    • Floral Print
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0433

    Category Name: Summer Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hot for Summer Swim Top

    Sit pretty poolside in this red-hot bikini top. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Hot for Summer Swim Bottoms

    Fits & Features

    • O-Ring Front Detail
    • Adjustable Straps | Tie Back
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0436

    Category Name: Summer Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Ruffle Swim Bottoms

    Ruffles and polka dots? We can’t think of a better combo. Pair this with the matching top and a kimono and you will be pool party ready! 

    Shop the Matching Top: Polka Dot Ruffle Swim Top

    Fits & Features

    • Ruffle Side Detail
    • Hipster Fit
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0585

    Category Name: Summer Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Good Lace Up Bodysuit

    You’re definitely going to need this bodysuit in every color! This summer staple looks amazing dressed up or down. Style it with denim shorts and sandals for a chill day date.

    Fits & Features

    • Lace Up Back
    • Square Neckline

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2512

    Category Name: Summer Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Ruffle Swim Top

    Ruffles and polka dots? We can’t think of a better combo. Pair this with the matching bottoms and a kimono and you will be pool party ready!

    Shop the Matching Bottoms: Polka Dot Ruffle Swim Bottoms

    Fits & Features

    • Ruffle Front Detail
    • Adjustable Straps
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0437

    Category Name: Summer Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Get Away Swim Bottoms

    This tropical print bikini is just what you need for your next vacay! Pair it with the matching top and sunnies for the perfect beach look.

    Shop the Matching Top: Let’s Get Away Swim Top

    Fits & Features

    • Tie Sides
    • Tropical Print
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0587

    Category Name: Summer Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling It Rainbow Bikini Top

    Add some fun color to your bikini collection! Don’t forget to puck up the matching bottoms to complete your fun summer look.

    Shop the Matching Bottoms: Feeling It Rainbow Bikini Bottoms

    Fits & Features

    • Tie Front & Back Detail
    • Adjustable Straps
    • Under Wire Molded Cups

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07104-0435

    Category Name: Summer Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me to the Tropics Swim Top

    You’ll be ready to lay on a beach in paradise in this tropical bikini. Don’t forget to pick up the matching bottoms to complete the look.

    Shop Matching Bottoms: Take Me to the Tropics Swim Bottoms 

    Fits & Features

    • Ruffle Strap Detail
    • Criss Cross Tie Back
    • Tropical Print
    • Matching Bottoms Sold Separately 

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0434

    Category Name: Summer Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Get Away Swim Top

    This tropical print bikini is just what you need for your next vacay! Pair it with the matching bottoms and sunnies for the perfect beach look.

    Shop the Matching Bottoms: Let’s get Away Swim Bottoms

    Fits & Features

    • Cutout Tie Front Detail
    • Adjustable Straps
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0439

    Category Name: Summer Looks

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun in The Sun Swim Bottoms

    It’s time to have some fun in the sun and look good while doing it! Don’t forget to get the matching top to complete the look. 

    Shop Matching Top: Fun in the Sun Swim Top

    Fits & Features

    • Hight Waist
    • Scrunch Tie Side Detail
    • Floral Print
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0581

    Category Name: Summer Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me to the Tropics Swim Bottoms

    You’ll be ready to lay on a beach in paradise in this tropical bikini. Don’t forget to pick up the matching top to complete the look.

    Shop Matching Top: Take me to the Tropics Swim Top

    Fits & Features

    • Ruffle Front Detail
    • Tie Sides
    • Tropical Print
    • Matching Top Sold Separately 

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0582

    Category Name: Summer Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot for Summer Swim Bottoms

    Sit pretty poolside in this red-hot bikini. Complete the look with the matching top.

    Shop the Matching Top: Hot for Summer Swim Top

    Fits & Features

    • O-Ring Sides Detail
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0584

    Category Name: Summer Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling It Rainbow Bikini Bottoms

    Add some fun color to your bikini collection! Don’t forget to puck up the matching top to complete your fun summer look.

    Shop the Matching Top: Feeling It Rainbow Bikini Top

    Fits & Features

    • Tie Side Detail
    • Hipster Fit

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07105-0583

    Category Name: Summer Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Florals Smocked Mini Dress

    Charm them all with this sweet and enchanting mini dress! Layer some gorge jewelry and slip into your nude wedges for a fab brunch look! 

    Fits & Features

    • Sweetheart Neckline I Tie At Center Bust
    • Short Sleeves I Ruffle Trim At Cuffs I Off Shoulder Neckline 
    • Fully Smocked Back 
    • Mini Length Silhouette 
    • Woven Fabric I Unlined 
    • Form Hugging Fit I Plenty Of Stretch 

     

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0810

    Category Name: Summer Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Enough Floral High Waist Pants

    Make a statement in these floral tie waist pants! Dress them up with a basic bodysuit and heels.

    Fits & Features

    • High waist fit
    • Tie waist accent
    • Straight leg
    • Featuring a pop of color floral print
    • Moderate stretch
    • Form fitting down to a relaxed hemline

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0372

    Category Name: Summer Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Fray Demin Shorts

    You can never have too much denim. These denim shorts can be dressed up are down and are a wardrobe staple.

    Fits & Features

    • High Rise Waist
    • Frayed Hem
    • Slight destructed detailing on front and back

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06603-0110

    Category Name: Summer Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day Dreamin’ Eyelet Mini Dress

    Get ready for a sweet summer day in this eyelet dress. Pair it with wedges and a cute mini bag.

     Fits & Features

    • All Over Eyelet Pattern
    • Puff Sleeves
    • Lace Up Detailing
    • Ruffle Hem  

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0678

    Category Name: Summer Looks

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Main Girl Ruffled Mini Dress

    You are our main girl in a mini dress! Whether you're searching for a bridal piece, or white is just ur color this mini dress is a sweet addition to your closet! Pair with neutral heels and simple earrings!

    Fit & Features

    • Square neckline
    • Spaghetti straps
    • Form fitting silhouette| Flattering vertical seams
    • Mini hemline with a ruffle trim
    • Stretchy woven material
    • Hidden zipper center back

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0621

    Category Name: Summer Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Affair Tie Front Top

    Stay sweet in this floral tie front top. Dress it up with heels and shorts for brunch with the girls!

    Fits & Features

    • All Over Floral Print
    • Tie Front Detail

    Style Number/Barcode: 06204-0388

    Category Name: Summer Looks

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelet Dreams Romper

    So dreamy! Pair this sweet romper with strappy sandals and gold jewelry for a cute spring look.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Tie waist
    • Eyelet detail woven fabric

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0092

    Category Name: Summer Looks

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Good Floral Shorts

    You’ll look as good as you feel in these embroidered high waist shoprts. Don’t forget to pick up the matching crop top for a fire look!

    Shop the Matching Top: Feeling Good Tie Front Top

    Fits & Features

    • High Waist
    • Spaghetti Straps
    • Embroidered Detailing
    • Matching Crop Top Sold Separately  

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0085

    Category Name: Summer Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Pretty Tie Front Top

    Simply Pretty, you’re going to look bomb this bubble sleeve top. Team it up with denim shorts and sandals for a fresh summer look.

    Fits & Features

    • Bubble Sleeves
    • Tie Front Detail

    Style Number/Barcode: 06204-0005

    Category Name: Summer Looks

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brunch Babe Floral Mini Dress

    We know you love to get cute for brunch with the girls! Style this smocked floral mini dress with white heels and gold accessories.

    Fit & Features

    • Tie front detail
    • Front cut out
    • Stretchy smocked body
    • Short, form hugging fit
    • Ditsy Floral print
    • Adjustable Spaghetti Straps

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0744

    Category Name: Summer Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Feels Ruffle Mini Dress

    Get all those floral feels in this adorable printed ruffle mini dress! Perf to wear to a spring wedding!

    Fit & Features

    • Strapless sweetheart neckline
    • Elastic banded back
    • Hidden back zipper | Hook and eye closure
    • Ruched detailing
    • Tiered ruffle hem
    • Floral printed woven fabric | Knit lining

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0632

    Category Name: Summer Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance