2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • High Waist Tie Front Skinny Pants

    Keep it fancy in high waist skinny pants! Dress pants are perfect for dressing from the office to happy hour. The versatile pants feature a high rise waist, a center front v-shaped cutout, a tie waist belt, and a tapered skinny leg fit. Pants are composed of a woven fabric that offers a form-hugging fit with plenty of stretch. Complete your look with a mesh blouse and a dainty necklace.   

    Fit & Features

    • High rise waist
    • Tie front detail
    • Back zipper closure
    • Tapered, skinny pant legs
    • Woven fabric
    • Plenty of stretch

     

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 06402-0218

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sleek Finishes Cuff Bracelet

      Give that wrist a sleek finish with your style this cuff next to your watch! Complete your look with a cute midi dress and heels for a truly captivating outfit. 

      Fit & Features

      • Sleek finish
      • Hinge closure
      • Oval design

      Style Number/Barcode: 07003-0095

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $11.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Ribbed Off Shoulder Crossover Top

      Simply chic! Add this cute and casual top in your wardrobe. It's such an easy styling piece! 

      Fits & Features

      • Off The Shoulder 
      • Crossover Design at Center Front 
      • Ribbed Knit Fabric 
      • Form Hugging Fit
      • Ample Stretch 

      Style Number/Barcode: 06001-2392

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cross Charm Huggies Variety Five Pack

      Set up your look with trendy earrings that add the finishing touch to any look! The pack includes five pairs of earrings featuring a cross charm, huggies, and ear cuff design. Complete your look with a crop top and high waist jeans and you're ready to go! 

      Fit & Features

      • Includes five pairs of earrings
      • Huggie, cross charm and ear cuff design


      Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

      Style Number/Barcode: 07001-0411

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Special Price
    • Enchantment Dainty Butterfly Choker

      Throw it back to those early 2000's vibes when you add in a butterfly choker necklace to ur look! We are obsessed with this era, and tbh it's def making a comeback!

      Fit & Features

      • Dainty smooth chain
      • Small rhinestone butterfly fixed detailing
      • Adjustable lobster clasp closure

      Style Number/Barcode: 07002-0379

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Layer Me Up Chain Rhinestone Lariat 3 Pack

      Layer up your look babe! This is our fav way to amp up a graphic tee or a deep v!

      • Set of 3 necklaces
      • Multi chain designs
      • Drop rhinestone lariat 
      • Bar rhinestone detailing
      • Adjustable lobster clasp closure

      Style Number/Barcode: 07002-0374

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Faceted Gemstone Flower Stud Earrings

      These gemstone flower stud earrings will glam up your everyday 'fit! Featuring an intricate flower design of faceted gemstones, you can take these gorgeous earrings from the office to happy hour. Pair with some chic high rise paper bag pants and a cute blouse.

      Fit & Features

      • Extra-large flower design
      • Faceted gemstones

       

      Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

      Style Number/Barcode: 07001-0408

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Dainty Chain Choker and Star Charm Multi Pack

      Layer on with chic chokers to add a pop of glam to your casual looks! The multi-pack includes four dainty chain-link chokers, with one featuring a flat star charm. Layer on or wear chokers alone for a stunning look. Complete with a cozy loungewear set and chunky sneakers. 

      Fit & Features

      • Includes 4 chokers
      • Dainty chain-link
      • Flat star charm on one choker
      • Lobster clasp closure

      Style Number/Barcode: 07002-0378

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Two Pack Rhinestone Drop Necklaces

      Bring the shine with layered necklaces to dazzle up your look. This set includes two necklaces, one with a rhinestone drop design and the other with an open horn design. Complete your look with a basic midi dress and clear heels to create a date night ready outfit. 

      Fit & Features

      • Two necklaces
      • Rhinestone drop design
      • Open horn design
      • Lobster clasp closure

      Style Number/Barcode: 07002-0375

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Four Pack Dainty Heart Rings

      Showcase your love for styl with these adorable dainty heart rings!

      • Four pack
      • Varying heart shaped designs
      • Rhinestone embellishment

      Style Number/Barcode: 07004-0067

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Dainty Metal Leaf Headband

      Channel boho vibes in a headband that reflects this naturally gorgeous design! This headband perfectly matches with your favorite floral dresses! The headband features a sleek metal band and a 3D leaf design. 

      Fit & Features

      • Sleek metal band
      • 3D leaf design 

      Style Number/Barcode: 07006-0135

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stunning Sweetheart Ruched Mini Skirt

      Hey there sweetheart! Show off your stunning fashion sense in this trendy ruched mini skirt!

      Fit & Features

      • High rise elastic banded waist
      • Ruched sides | Drawstrings at hem
      • Short, curve hugging fit
      • Coated knit fabric | Moderate stretch

      Style Number/Barcode: 06501-0216

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Short Sleeve Tie Waist Utility Jumpsuit

      Step out in a chic utility jumpsuit. The statement jumpsuit features a plunging V-neckline, two utility pockets, short sleeves and a tie waist belt with loops. The relaxed fit waist leads to a straight leg fit that tapers to a skinny leg fit. The jumpsuit is composed of a utility cargo knit fabric that offers a relaxed fit with a slight stretch. Complete your outfit with extra-large hoops and stiletto heels.

      Fit & Features 

      • Plunging v-neckline
      • Short sleeves
      • Utility pockets
      • Tie waist belt with loops
      • Skinny leg fit
      • Cargo knit fabric 

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

      Style Number/Barcode: 06302-0100

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Step It Up Cargo Style Mini Skirt

      Step up your fashion game with this cargo style mini skirt! With its flattering form-hugging fit and faux cargo style pockets, it's an elevated basic that is sure to level up your wardrobe. Perf for a daytime date with bae, pair with a cute crop top and some chunky sneakers.

      Fit & Features

      • High rise elastic banded waist
      • Faux cargo style side pockets
      • Short, form-hugging fit
      • Crepe fabric with moderate stretch

      Style Number/Barcode: 06401-0193

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ready To Roll Tie Waist Jumpsuit

      They're not going to have to ask you twice! Slip into this jumpsuit and get dressed-up without all the fuss. Pair it with a chambray button-up and some white sneakers! 

      FIts & Features

      • Surplice V Neckline 
      • Short Sleeves I Rolled Cuffs
      • Belt Loops I Detatachable Tie Waist 
      • Slant Hand Pockets 
      • Tapered Pant Legs
      • Form Hugging Fit I Plenty Of Stretch 

      Style Number/Barcode: 06502-0297

      Category Name: 2026 Fall Outfit Trends

      Price: $11.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lucky You Knit Cropped Top

      Well well well, aren't they the lucky ones! To be in the presence of a true cutie! Let 'em know with this sweet cropped top. Pair with high waist denim and sneakers or booties and go out to celebrate St. Patty's!

      Fit & Features

      • Round neckline
      • Short sleeves with an embroidered trim
      • Cropped hemline with embroidered trim
      • Ribbed knit material | Moderate stretch
      • "Lucky You" embroidered script with four leaf clover

      Style Number/Barcode: 06002-0397

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Feeling Basic Ribbed Knit Top

      Get basic vibes going in this tee that goes with everything. From casual outings with the bestie or making a coffee run, this tee will become your go-to. The tee features a flattering V-neckline, short sleeves, and is composed of a ribbed knit fabric that gives curves a snatched look without sacrificing comfort. The top offers a relaxed fit with plenty of stretch. Pair this closet staple with a pair of high waist jeans or go for a pair of high waist pants with a bold print.

      Fit & Features

      • V-neckline
      • Short sleeves
      • Ribbed knit fabric, plenty of stretch
      • Relaxed fit
      • Runs true to size

      Style Number/Barcode: 06002-0504

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Lucky Day Shamrock Cropped Top

      First of all don't be the statistic, don't get pinched! Second of all, wear a little luck on ya on the day where anything could happen! Pair this cutie little top with high waist denim and sneaks, or dress up at night with a pair of heeled booties!

      Fit & Features

      • Round neckline
      • Short sleeves with an embroidered trim
      • Cropped hemline with embroidered trim
      • Ribbed knit material | Moderate stretch
      • Four leaf clover embroidery

      Style Number/Barcode: 06002-0396

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Double Breasted Cropped Blazer

      Bring your look to an executive level when you top it all off with a cropped blazer!

      Fit & Features

      • Collared neckline
      • Long sleeves
      • Cropped neckline
      • Double breasted design
      • Button closures
      • Moderate stretch
      • Polyester

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

      Style Number/Barcode: 06204-0425

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Feeling So Extra Filigree Large Hoops

      Feel so extra in these hoops that bring the drama. The hoops feature an extra-large hoop and a filigree design. Complete your outfit with a cute bustier and high waist pants. 

      Fit & Features

      • Extra-large hoops
      • Filigree design 

       

      Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

      Style Number/Barcode: 07001-0390

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $11.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Cosmopolitan Chic Belted Trench Coat

      Keep it cute and chic with a light weight trench coat! Not only perfect atop your work wear attire, but can also be dressed down with the right pair of denim and sneakers!

      Fit & Features

      • Collared neckline
      • Double breasted design
      • Button closures
      • Long sleeves
      • Tie waist belt | Long hemline
      • Lightweight material | No stretch
      • Relaxed fit | Cinched waistline

      Style Number/Barcode: 06204-0420

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Brushed Knit Basic Bodysuit

      We all love a basic bodysuit that goes with just about everything! This bodysuit's form-hugging fit is so flattering to show off curves. The bodysuit features a trendy square neckline and stretchy bungee straps that offer a comfortable fit on shoulders. Complete your outfit with plaid pants or keep it casual in jeans. 

      Fit & Features

      • Bungee spaghetti straps
      • Square neck and back
      • Thong bottom
      • Dual snap button closures
      • Brushed knit fabric
      • Form-hugging fit, plenty of stretch

      Style Number/Barcode: 06001-2368

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Electric Love Mesh Rhinestone Choker

      Bby ur style is euphoric, top it all of with the electric shine of rhinestones, and the edgy touch of mesh!

      • Thick mesh design
      • Rhinestone embellished
      • Adjustable lobster clasp closure
      • Black choker has charcoal rhinestones
      • Multi choker has iridescent rhinestones

      Style Number/Barcode: 07002-0367

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Destructed Rock Festival Cropped Tee

      Rock and roll baby!! Festival season is just around the corner, and we foresee a destructed tee trend so hop on it!

      Fit & Features

      • Crew neckline
      • Short sleeves
      • Heavily destructed design
      • Cropped hemline
      • "Rock N' Roll Music Festival" script
      • Cotton like material | 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: 06002-0383

        Category Name: 2026 Fall Outfit Trends

        Price: $9.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance