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 Vibes Only Plaid Long Shacket

    Channel only the cutest vibes in this trendy plaid long shacket! It features a collared neckline, long sleeves, a complete button-down front, a single chest pocket, and a long-line hem with a relaxed fit. The plaid printed lined woven fabric has a minimal amount of stretch. Complete the look with the matching skort and over-the-knee boots.

    Shop Matching Bottoms: Cute Vibes Only Plaid Envelope Skort

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Button-down front
    • Chest pocket
    • Long-line hem, relaxed fit
    • Plaid print, lined woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1660

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Chic Ear Jacket Stud Earrings

    These modern chic ear jacket stud earrings will effortlessly elevate your everyday jewelry! They feature a small round rhinestone stud and a curved ear jacket post-back closure with a hanging cuff design with dainty rhinestone embellishments. Style these simply glam stud earrings with a rhinestone choker necklace.

    Fit & Features

    • Small round rhinestone stud
    • Curved ear jacket post-back closure
    • Hanging cuff design, mini rhinestones
    • Rubber stopper


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

    Style Number/Barcode: 07001-1781

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe 14K Gold Plated Cubic Zirconia Stud Earrings

    Enchantingly sophisticated and chic, you'll love how these 14K gold plated cubic zirconia stud earrings light up your face with every wear! Handcrafted with a post-back closure, these stunning studs feature a large cubic zirconia stone dipped in a 14K gold plating. Complete the look in a chic cocktail dress for a dressy dinner celebration or party.

    Fit & Features

    • 14K gold plated
    • Cubic zirconia stone
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1794

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Modern Sterling Silver Plated Cubic Zirconia Stud Earrings

    Sparkle everywhere you go in these modern sterling silver plated cubic zirconia stud earrings. Crafted in glam sterling silver plating and adorned with a dazzling cubic zirconia stone, these earrings will turn heads and offer a post-back closure for a secure fit. Complete the look in statement high heels for a semi-formal or special occasion!

    Fit & Features

    • Sterling silver plated
    • Cubic zirconia stone
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1793

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Attitude Three-Pack Hoop Earrings Set

    Capture a bold attitude in this three-pack hoop earring set! The set features various and stylish designs perfect for elevating your casual to dressy outfits and each pair has a secure omega-back closure. Style with a sleek bracelet.

    Fit & Features

    • Three-pack hoop earrings set
    • Various and stylish designs
    • Omega-back closure

     

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

    Style Number/Barcode: 07001-1803

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fine Luxury Sterling Silver Plated Hoop Earrings

    Make an unforgettable impression with these stunning sterling silver plated hoop earrings. With their textured design and post-back closure crafted from sterling silver plating, they'll add a touch of luxury to any look. Complete the look with chic stiletto heels for a cocktail party.

    Fit & Features

    • Sterling silver plated
    • Textured design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1790

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fine Luxury 14K Gold Plated Hoop Earrings

    Make an unforgettable impression with these stunning 14K gold plated hoop earrings. With their textured design and post-back closure crafted from 14K gold plating, they'll add a touch of luxury to any look. Complete the look with chic stiletto heels for a cocktail party.

    Fit & Features

    • 14K gold plated
    • Textured design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1791

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Bliss 14K Gold Plated Cubic Zirconia Chain Necklace

    Wear the perfect finishing touch with this dainty 14K gold plated chain necklace! Made with a dainty chain link dipped in 14K gold plating complemented with a cubic zirconia embellished bar charm, and secured with a lobster clasp closure, this necklace is both elegant and timeless. Complete the look with a ring set for a party or date night!

    Fit & Features

    • 14K gold plated
    • Dainty chain link
    • Bar charm, cubic zirconia embellishments
    • Lobster clasp closure

    Style Number/Barcode: 07002-1619

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Unique Chic 14K Gold Plated Hoop Earrings

    Add a unique and chic touch with these 14K gold plated hoop earrings. Crafted from 14K gold plating with an omega closure, these twisted hoops provide a modern twist on a classic look that's sure to turn heads. Complete the look with a trendy denim jacket for a daytime outing!

    Fit & Features

    • 14K gold plating
    • Small twisted hoops
    • Omega closure


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

    Style Number/Barcode: 07001-1789

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated 14K Gold Plated Dual Hoop Earrings

    Experience next-level elegance with these hoop earrings. Crafted with a mini twisted hoop and sleek hoop intertwined dipped in 14K gold plating, these earrings will give your look a timeless flair. Complete the look in a chic midi dress for a dinner date!

    Fit & Features

    • 14K gold plating
    • Mini twisted hoop
    • Sleek hoop intertwining
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1787

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rise To The Occasion Layered Charm Necklace

    Rise to the occasion that calls for this layered charm necklace! Make your fashion statement in this necklace featuring one sleek snake chain layer, chainlink layer, dainty linear bar layer, and chain link layer with a circle charm with rhinestone embellished trim. Complete the look in a trendy crop jacket for a birthday dinner!

    Fit & Features

    • Layered necklace
    • One snake chain layer
    • One chainlink layer
    • One linear bar layer
    • One chain link layer with a circle charm, rhinestone trim
    • Clip closure

    Style Number/Barcode: 07002-1622

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Classic Hoop Earrings

    These stylish hoop earrings are an elevated classic pair you need to add to your collection! The sleek open-ended hoop earrings feature a wider design at the center with a thinner design at the ends. Include a post-back closure. Wear with a dainty layered necklace.

    Fit & Features

    • Open-ended hoop earrings
    • Medium size
    • Wider design at the center
    • Thinner design at the ends
    • Post-back closure


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

    Style Number/Barcode: 07001-1796

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Sleek Satin Cargo Joggers

    Look sleek in the city wearing these satin cargo joggers to elevate your style! They feature a flattering high-rise waist, hidden side pockets, a relaxed fit, cargo flap pockets with pull tabs, and an elasticized drawstring cuff. Complete the look in a long sleeve crop top for grabbing cocktails and appetizers!

    Fit & Features

    • High-rise waist, back elasticized band
    • Hidden side pockets, cargo flap pockets, pull tabs
    • Relaxed fit
    • Elasticized drawstring cuff
    • Front button and hidden zipper closure, belt loop accents
    • Smooth satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1360

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweater Weather Baseball Cap

    This adorable baseball cap is a must-have for all the fall-obsessed girlies! The hat is designed with a classic curved brim and a front embroidered script that reads, "Sweater Weather." Style with a cozy plaid scarf and your favorite sweater of course!

    Fit & Features

    • Traditional baseball cap design
    • Classic curved brim
    • The embroidered script, "Sweater Weather"
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1535

    Category Name: 2026 Fall Outfit Trends

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Funday Baseball Cap

    The perfect baseball cap to show your gameday energy! It features a classic curved wide brim and a front embroidery that reads, "Sunday Funday" with a football. Complete the look in a trendy denim jacket to root for your team in style!

    Fit & Features

    • Classic baseball cap design
    • Curved wide brim
    • Front embroidery reads, "Sunday Funday" with a football
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1537

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Reputation Rhinestone Snake Earrings

    Showcase your chic reputation with these edgy glam rhinestone snake earrings essential for a night out. They feature a short coiled snake design with mini rhinestone embellishments for that cool sparkle. Include a post-back closure. Style with a statement ring set.

    Fit & Features

    • Coiled snake design
    • Mini rhinestone embellishments
    • Post-back closure


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

    Style Number/Barcode: 07001-1774

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab Find Rhinestone Small Hoop Earrings

    These glitzy rhinestone hoop earrings are a total fab find to dress up your night-out looks. They feature a small chunky tube hoop design with all-around sparkling rhinestone embellishments for that luxe sparkle. Include a post-back closure. Style these hoops with a radiant rhinestone ring set.

    Fit & Features

    • Small chunky tube hoop design
    • All-around rhinestone embellishments
    • Open-ended, metal accents
    • Post-back closure


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

    Style Number/Barcode: 07001-1776

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plush Perfection Faux Fur Handbag

    Fit & Features

    • Mini rectangular-shaped body
    • Top handles
    • Single strap accent with metal hardware
    • Upper faux leather material
    • Faux fur material
    • Metal purse feet
    • Detachable faux leather shoulder strap

    Style Number/Barcode: 07203-1928

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunningly Twisted Hoop Earrings

    Stunning for any outfit, these statement earrings are a must this season! They feature a mini hoop trio connected to a twisted hoop with a secure post-back closure. Style with a chunky sweater for casual day or night plans.

    Fit & Features

    • Mini hoop trio
    • Twisted hoop
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1767

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All About The Drama Extra-Large Hoop Earrings

    With these sleek extra-large hoop earrings, it's all about the drama! They feature an extra-large hoop design and include an omega closure. Style these statement hoops with a simple snake chain necklace to let the focus be on your trendy earrings!

    Fit & Features

    • Extra-large hoop design
    • Omega closure

     

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

    Style Number/Barcode: 07001-1769

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Impression Drop Hoop Earrings

    Leave a stylish impression everywhere you go in these chic drop hoop earrings. They feature a thin vertical bar post connected to a large thin hoop. Include a post-back closure. Pair these earrings with a dainty necklace for the perfect casual glam vibe.

    Fit & Features

    • Vertical bar post
    • Connected large hoop design
    • Post-back closure


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

    Style Number/Barcode: 07001-1768

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Glamour Gemstone Charm Layered Necklace

    Showcase dainty glamour with this on-trend gemstone charm layered necklace. It features a two-row layered design, the short layer featuring a dainty chain with a round gemstone charm, and the longer layer featuring a dainty paper clip chain with a round sleek coin charm. Style this necklace with hoop earrings for a chic elevated look.

    Fit & Features

    • Two-row layered design
    • Short layer, dainty chain, round gemstone charm
    • Long layer, dainty paper clip chain, round coin charm
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1612

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In My Pumpkin Spice Era Baseball Cap

    Sip on a PSL in this baseball cap perfect for autumn girlies! The hat is designed with a classic curved brim, a front embroidery that reads, "In My Pumpkin Spice Era" and an adjustable back strap with metal clip closure. Complete the look with a plaid shacket for a trip to the pumpkin patch!

    Fit & Features

    • Traditional baseball cap design
    • Classic curved brim
    • Front embroidered, "In My Pumpkin Spice Era"
    • Adjustable back strap with metal clip closure

    Style Number/Barcode: 07302-1532

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Never Lost A Tailgate Baseball Cap

    Sport this cute baseball cap for weekend game days! It features a traditional baseball cap design with a round top, a curved brim, a back adjustable strap, and a fun embroidered script that reads, "Never Lost A Tailgate." Style with a basic tee in your team's color and boyfriend jeans.

    Fit & Features

    • Traditional baseball cap design
    • Round top, curved brim
    • Back adjustable strap, clasp closure
    • Embroidered script: "Never Lost A Tailgate"

    Style Number/Barcode: 07302-1534

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale