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.

  • Cute Muse Bow Stud Earrings

    A pair of bow earrings with post-back closures perfect for dressing up your everyday style.

    Fit & Features

    • Bow stud earrings
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2098

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On-Point Plaid Faux Wool Shacket

    Fit & Features

    • Faux wool fabrication with knit lining
    • Plaid pattern
    • Collared neckline
    • Button-down front
    • Chest pockets with flap closure
    • Long sleeves with single button cuff
    • Oversized fit

    Style Number/Barcode: 06204-1876

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Allure Curved Open Hoop Earrings

    These alluring curved open hoop earrings create a unique and undeniable style! Complete the look with a cute sweater top and jeans.

    Fit & Features

    • Open-hoop
    • Double-row curved metal design
    • Post-back closure, rubber stopper


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2100

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Crush Ribbed Knit Tie-Front Cardigan

    You'll crush hard for this rib knit tie-front cardigan with fitted long sleeves and a flirty open front design that flaunts your figure. Pair with a mini skirt.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • V-neckline
    • Long fitted sleeves
    • Open tie-front design
    • Lettuce-edge trim
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-0491

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Cutie Heart and Lock Charm Necklace

    Charm your cute status with this heart and lock charm necklace secured with a lobster clasp closure. Pair with earrings.

    Fit & Features

    • Chain link
    • Heart charms
    • Lock charms
    • Lobster clasp closure 

    Style Number/Barcode: 07002-1907

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Comfy Ribbed Knit Fitted Hoodie

    Feel comfy and look cute in this ribbed knit fitted hoodie designed with a drawstring hoodie neckline to help keep you cozy and covered while the flattering seam detailing accentuates your figure. Pair with the matching pants for a complete look!

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Drawstring hooded neckline
    • Long fitted sleeves
    • Zip-front closure
    • Front vertical seams
    • Fitted mid-length hem
    • Runs true to size 

     

    Shop Matching Bottoms: Feelin' Comfy Ribbed Knit Flare Pants

    Style Number/Barcode: 06202-0490

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Triple Hoop Earrings

    Bring it back to basics with a cute hoop to complete your outfit! The earrings feature a triple hoop design with a secure post-back closure. Complete with a plaid skirt and cardigan! 

    Fit & Features

    • Mini
    • Triple-hoop design 
    • Post-back closure

    Style Number/Barcode: 07001-2095

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set The Bar Mini Hoop Three-Pack Earrings Set

    Set the bar for iconic style with these three-pack earrings set! This set includes one pair of sleek mini hoops, one pair of twist mini hoops, and one pair of texture mini hoops to add versatility to your fashion looks. Complete the look with block heels.

    Fit & Features

    • Three-pack earrings set
    • One pair of sleek mini hoops, post-back closure
    • One pair of twist mini hoops, post-back closure
    • One pair of texture mini hoops, post-back closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-2099

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Six Pack Ring Set

    Embolden your look with this six-pack ring set featuring various styles and designs that flatter and add a unique touch! Complete the look with cute heels for any occasion.

    Fit & Features

    • Six pack ring set
    • Various styles and designs

    Style Number/Barcode: 07004-0409

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bow Hair Tie Three Piece Set

    This bow hair tie three-piece set includes two solid colored hair bows and one leopard print hair bow. Perfect for everyday wear.

    Fit & Features

    • Bow hair tie three piece set
    • Two solid colored hair bows
    • One leopard print hair bow

    Style Number/Barcode: 07006-0558

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cross My Heart Pendant Necklace

    Stun in a necklace that features a dainty chain and an etched heart pendant. Complete with a drop-waist dress and flat shoes.

    Fit & Features

    • Dainty chain link
    • Etched heart pendant
    • Lobster clasp closure 

    Style Number/Barcode: 07002-1906

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Platinum Status Door Knocker Hoop Earrings

    A pair of statement earrings featured in a door knocker hoop design is perfect for elevating every look. 

    Fit & Features

    • Door knocker hoop design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2094

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Deluxe Stackable Nine-Pack Ring Set

    A deluxe nine-pack ring set featuring various designs and styles perfect for styling all together or separately to elevate your look.

    Fit & Features

    • Nine-pack ring set
    • Various designs and styles

    Style Number/Barcode: 07004-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Sweetheart Long Bow Twin Pack

    Fit & Features

    • Twin pack
    • Long bow design 
    • Ribbon material
    • Clip-on 

    Style Number/Barcode: 07006-0554

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Comfy Ribbed Knit Flare Pants

    Feel comfy and look cute in these ribbed knit pants designed with a flattering hihg-rise waist and hip-hugging fit that leads to the trendy flare hem. Pair with the matching hoodie for a complete look!

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • High-rise elastic banded waist
    • Hip-hugging fit
    • Form-hugging fit through the legs
    • Flared hem
    • Pants in size small have a 12" front rise with a 34" inseam
    • Runs true to size 

     

    Shop Matching Top: Feelin' Comfy Ribbed Knit Fitted Hoodie

    Style Number/Barcode: 06502-2541

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Glamour Rhinestone Bow Necklace

    This rhinestone bow necklace adds cute glamour to your favorite looks. 

    Fit & Features

    • Rhinestone bow necklace
    • Lobster clasp closure

    Style Number/Barcode: 07002-1896

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Out Loud Faux Pearl Heart Earrings

    These earrings feature a dainty chain with beading and faux pearl heart charms. Perfect for styling with sleek faux leather heels.

    Fit & Features

    • Dainty chain with beading
    • Faux pearl heart charms
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-2085

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Greatest Gift Rhinestone Bow Pleated Ponte Romper

    Give yourself the gift of style with this sleeveless ponte romper featuring a gorgeous rhinestone bow along the sweetheart neckline, a trendy drop waist design, and a short pleated fit-and-flare silhouette for a flirty flair. Perfect for a school dance or party.

    Fit & Features

    • Ponte knit fabric with minimal stretch
    • Sweetheart neckline with rhinestone bow detail, padded bra cups
    • Spaghetti straps
    • Drop waist
    • Mini-length pleated fit-and-flare silhouette
    • Romper in size small is 29" shoulder to hem with an 8.5" front rise and a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1209

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blushing Beauty Two Pack Lace Ribbon Bows

    A two pack set of layered lace ribbon bows that give every hairstyle an adorable finish. Pair with a crop top and jeans.

    Fit & Features

    • Set of two lace ribbon bows
    • Clip closures

    Style Number/Barcode: 07006-0549

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Accent Chain-Link Duster Earrings

    Give your outfit a sleek accent with these chain-link duster earrings. Style the earrings with a sleek moto jacket.

    Fit & Features

    • Linear chain-link design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2086

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Look Ribbed Knit Flare Pants

    These ribbed knit flare pants feature a flattering high-rise waist with a hip-hugging fit, leading to a form-hugging fit through the legs and a trendy flared hem. The lightweight ribbed knit fabric offers plenty of stretch for ultra-comfortable wear. Create the perf laidback look with a crop top and sneakers to grab coffee!

    Fit & Features

    • Stretchy ribbed knit fabric
    • High-rise elasticized waist
    • Form-hugging fit
    • Flared-leg hem
    • Pants in size small have an 11.5" front rise with a 31" inseam
    • Runs true to size

    Style Number/Barcode: 06502-2538

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Charm Plaid Trench Coat

    Shop Matching Bottoms: Classic Charm Plaid Wrap Skort

    Fit & Features

    • Faux wool fabrication with smooth woven lining, no stretch
    • Plaid pattern
    • Collared neckline, double-breasted button closure
    • Long sleeves with buttoned straps
    • Lined slant pockets
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 06201-0507

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Pose High-Rise Plaid Mini Skort

    A plaid mini skort features a flattering high-rise waist and bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, smooth knit stretchy fabric, shorts lining
    • High-rise waist
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1207

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Close To Your Heart Charm Necklace

    This necklace features a heart charm on a beaded dainty chain secured with a lobster clasp closure. Style with any outfit for the perfect look.

    Fit & Features

    • Heart charm
    • Beaded dainty chain
    • Lobster clasp closure

    Style Number/Barcode: 07002-1892

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free