27 Fall Outfits for Women, Built Head to Toe for Cool Days and Cold Snaps
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These fall outfits for women are built head to toe, so you never have to guess what goes with that new sweater. Each look pairs a knit, shirt or blouse with a bottom, a pair of shoes and one finishing piece. They run from crisp October weekends straight through the first real cold snap of winter.
You will find easy errand outfits, office looks, Thanksgiving dinner ideas, date night pairings and a few holiday party options. The color stories stay simple, like tonal camel, navy with cream, brown with burgundy and olive with rust. Every piece comes from a brand you already know and can shop online today.
1. The Pumpkin Patch Weekend: A Camel Sweater With Cream Wide Leg Jeans

Rails made the Helly Sweater from a soft blend of wool, organic cotton and cashmere, cut relaxed and a little cropped. That shorter length lands right at the high waist of the Reformation Bex jeans in Fior Di Latte, a creamy wide leg with generous stretch. Camel over cream is the easiest fall color story there is, and it looks expensive every time.
Steve Madden's Jones ankle boots in chocolate brown suede deepen the palette without breaking it up. Add the Quince Esme shoulder bag in whiskey suede for a weekend brunch or a slow Saturday of errands. Tuck just the front of the sweater so the wide leg keeps its long line.
Sweater: Rails Helly Sweater in Heather Camel · Jeans: Reformation Bex Super Stretch High Rise Wide Leg Jeans in Fior Di Latte · Boots: Steve Madden Jones Ankle Boot in Chocolate Brown Suede · Bag: Quince Esme Suede Shoulder Bag in Whiskey
2. The Cozy Library Date: A Navy Roll Neck With Brown Cords and Oxblood Loafers

Boden's Camilla Roll Neck gives you plenty of warmth without bulk, and the brand designed it to tuck into jeans or a skirt. Navy looks sharp against the AG Saige Wide Leg Corduroy Pant in Wood Brown, a warm brown cord with tonal stitching. The pairing feels classic and a little preppy, which suits fall so well.
Dolce Vita Baxen loafers in oxblood leather bring in a third rich color with a pointed toe and pleated detail. Tie the Boden Elisabeth silk square scarf in navy tartan around your bag handle for a hint of plaid. Wear this one to the office on a Friday or to a museum date on Sunday.
Sweater: Boden Camilla Roll Neck Sweater in Navy · Cords: AG Jeans Saige Wide Leg Corduroy Pant in Wood Brown · Loafers: Dolce Vita Baxen Loafers in Oxblood Leather · Scarf: Boden Elisabeth Silk Square Scarf in Navy, Tartan
3. The Everyday Uniform: A Grey Cashmere Crew With Black Jeans and Ankle Boots

FRAME's Cashmere Crewneck Sweater in Gris is 100% cashmere and as easy to throw on as a sweatshirt. It sits on top of FRAME's Le Sleek Straight in black, a high rise jean with a relaxed straight leg that stops at the ankle. Grey and black is the city version of fall dressing, simple and very polished.
Black leather Feya booties from Dolce Vita have a block heel and a lifted mid-calf shaft that meets the hem cleanly. The Tory Burch Mini Fleming soft hobo, with pintucked leather and a chain strap, holds a phone, wallet and small beauty products. Wear it for dinner downtown and add a long camel coat when the wind picks up.
Sweater: FRAME Cashmere Crewneck Sweater in Gris · Jeans: FRAME Le Sleek Straight in Black · Booties: Dolce Vita Feya Booties in Black Leather · Bag: Tory Burch Mini Fleming Soft Hobo Bag in Black
4. The Fall Color Story: A Rust Turtleneck With Olive Wide Leg Pants

Jenni Kayne's Cashmere Porter Turtleneck is fluffy 100% cashmere with an oversized look, a lightweight feel and a dolman sleeve. Rust is one of the best fall colors, and it glows against the Jenni Kayne Demi Pant in Olio, a drapey pull-on wide leg in a muted olive khaki. Olive and rust together look like turning leaves in the best way.
Thursday Boots' Duchess Chelsea boot in walnut is hand-finished full-grain leather with a low 1.25 inch heel. Carry the Tory Burch Perry Tote in deep brown, which comes with a removable laptop pouch for workdays. Push the sleeves up a bit so the turtleneck volume does not swallow you.
Turtleneck: Jenni Kayne Cashmere Porter Turtleneck in Rust · Trousers: Jenni Kayne Demi Pant in Olio · Boots: Thursday Boots Duchess Chelsea Boot in Walnut · Tote: Tory Burch Perry Tote in Deep Brown
5. The Weekend Errand Run: A Navy Half Zip With Comfy Wool Sneakers

Travel days call for Everlane's Half-Zip Sweater in Luxe Merino, which is 100% extra-fine wool with a tall, wide collar and full ribbed cuffs. It pairs with the Everlane Lightweight Loose Wide-Leg Jean in medium indigo, a slouchy mid-rise in organic cotton denim. Navy over blue denim reads tidy and relaxed at the same time.
Allbirds Wool Cruisers in natural grey have an upper made from recycled wool and polyester, and they keep the whole look comfortable from the curb to the gate. The Loeffler Randall Mira tote in navy nylon has a laptop sleeve and a back panel that slides over a suitcase handle. Zip the collar up on the plane and open it once you land.
Half-zip: Everlane The Half-Zip Sweater in Luxe Merino in Navy · Jeans: Everlane Lightweight Loose Wide-Leg Jean in Medium Indigo · Sneakers: Allbirds Women's Wool Cruiser in Natural Grey (natural White Sole) · Tote: Loeffler Randall Mira Everyday Tote in Navy
6. The Thanksgiving Table: An Ivory Cable Turtleneck With a Pleated Chocolate Skirt

The Jenni Kayne Cable Nell Turtleneck has a slouchy neck, wide sleeves and a boxy hip-length shape. Jenni Kayne pairs it with its own Pleated Skirt, and the chocolate version makes the ivory cable look even creamier. It is a soft, grown-up outfit that feels special without trying hard.
Dolce Vita's Kinzy knee boots in dark brown suede add a gold buckle at the ankle and a slim stiletto heel. Finish with the chunky Quince Globe Boho Hoops in gold vermeil so they peek out under your hair. This is the look for Thanksgiving dinner at someone else's house, polished but cozy enough to sit for hours.
Turtleneck: Jenni Kayne Cable Nell Turtleneck in Ivory · Skirt: Jenni Kayne Pleated Skirt in Chocolate · Boots: Dolce Vita Kinzy Narrow Calf Boots in Dk Brown Suede · Earrings: Quince Globe Boho Hoops in Gold Vermeil
7. The Apple Orchard Outing: A Red Plaid Shirt With Rugged Chelsea Boots

A plaid button-up belongs in every fall rotation, and Rails' Hunter Shirt is one of the softest around. It is made from rayon with a loose twill weave that the brand compares to cashmere, and the Champion Crimson plaid is a bold, cheerful red. Wear it with FRAME's Le Sleek Straight in Rinse, a dark high rise jean with an ankle length leg.
Blundstone's Thermal 584 Chelsea in rustic brown has a Thinsulate lining and a sheepswool footbed for chilly mornings outside. Pull on Jenni Kayne's Cashmere Cable Beanie in oatmeal marl for apple picking or a pumpkin patch run. Leave the shirt untucked and roll the cuffs twice for an easy weekend feel.
Shirt: Rails Hunter Shirt in Champion Crimson · Jeans: FRAME Le Sleek Straight in Rinse · Boots: Blundstone Women's Thermal #584 in Rustic Brown · Beanie: Jenni Kayne Cashmere Cable Beanie in Oatmeal Marl
8. The Moody Dinner Out: An Oxblood Turtleneck With Matching Heeled Booties

Quince's Lightweight Baby Alpaca Turtleneck in Oxblood Red keeps your neck warm without the bulk, thanks to a fine 14 gauge knit. Tuck it into Vince's Elsa High-Rise Crepe Straight-Leg Trouser in black, with its soft crepe and creased legs. Deep red with black looks sharp at the office and just as good at dinner afterward.
Match the sweater to Dolce Vita's Nesly booties in oxblood leather, which have a sculpted 2 inch heel and a tapered toe. Layer the Tory Burch Gemini Link Delicate Necklace over the turtleneck for a fine line of gold. Keeping the sweater and boots in the same shade makes your legs look longer.
Turtleneck: Quince Lightweight Baby Alpaca Turtleneck in Oxblood Red · Trousers: Vince Elsa High-Rise Crepe Straight-Leg Trouser in Black · Booties: Dolce Vita Nesly Booties in Oxblood Leather · Necklace: Tory Burch Gemini Link Delicate Necklace in Light Brass
9. The Ski Lodge Coffee Run: A Fair Isle Sweater With Sheepskin Mini Boots

Fair Isle is the pattern of the season, and Boden's Chunky Fair Isle Sweater mixes wool, cotton and alpaca in a relaxed drop shoulder shape with full cuffed sleeves. The Chinchilla Melange colorway is a soft beige with a dark pattern, so it never feels too festive for November. Citizens of Humanity's Zurie Straight in Helia, a dark indigo high rise, keeps the bottom half clean.
UGG's Classic Ultra Mini boot in chestnut has sheepskin uppers and a plush wool blend footbed for real cold snap comfort. Pull on the Quince Cashmere Lined Leather Gloves in chocolate, which have touch-screen friendly fingertips. Wear it for a frosty farmers market morning or a road trip to see family.
Sweater: Boden Chunky Fair Isle Sweater in Chinchilla Melange, Fair Isle · Jeans: Citizens of Humanity Zurie Straight in Helia · Boots: UGG Classic Ultra Mini Boot in Chestnut · Gloves: Quince Cashmere Lined Leather Gloves in Chocolate
10. The Polished Office Day: A Cinnamon Satin Blouse With Olive Trousers

Silky cupro gives Rails' Beatrix Shirt in Cinnamon a polished sheen, and scalloped embroidery on the collar plus softly flared cuffs make it feel special. Tuck it into the Jenni Kayne Demi Pant in Olio, the same drapey wide leg that looks so good with rust. Warm brown and soft olive make an office outfit that feels far more interesting than black and grey.
Steve Madden's Janine in tan leather has a slingback strap, a cutout design and a steady 3 inch block heel. Add the Quince 14K Gold 2mm Tube Hoops for a little shine that never competes with the collar. Bring a camel coat or a chocolate cardigan for the walk in.
Blouse: Rails Beatrix Shirt in Cinnamon · Trousers: Jenni Kayne Demi Pant in Olio · Slingbacks: Steve Madden Janine in Tan Leather · Earrings: Quince 14K Gold 2mm Tube Hoops in Yellow Gold
11. The Holiday Party Pop: A Cherry Red Cardigan With a Black Velvet Skirt

Holiday red does not get much better than Rails' Matilda Cardigan in Cherry, a cropped cashmere blend knit. It is cute enough to wear buttoned up on its own, and it looks rich against Reformation's Helen Velvet Skirt in black. That skirt is a slim column midi in soft velvet with a medium pile.
Steve Madden's Bri slingback pumps in black suede have a grosgrain strap and a small bow at the side. Tory Burch's Pierced Pave Doorknocker Earrings add sparkle with pave on opposite hoops for a subtle mismatched look. Wear the set to an office holiday party or a friend's Christmas dinner and skip the necklace.
Cardigan: Rails Matilda Cardigan in Cherry · Skirt: Reformation Helen Velvet Skirt in Black · Pumps: Steve Madden Bri Slingback Pump in Black Suede · Earrings: Tory Burch Pierced Pave Doorknocker Earrings in Light Brass / Crystal
12. The Long Country Walk: A Forest Green Fisherman Sweater With Suede Loafers

Spun in a heavier gauge, Everlane's Cashmere Fisherman Crew gives you real warmth and texture from soft cashmere. Dark Forest is a deep green that acts like a neutral next to denim. Pair it with FRAME's Le Sleek Straight in Rinse for a clean dark wash under all that knit.
Dolce Vita's Tiggy loafers in mahogany suede sit on a chunky 90s-era lug sole that gives the look some weight. Throw Boden's oversized tartan Wool Blanket Scarf over your shoulders when the afternoon turns chilly. This is the outfit for a football Saturday, a bookstore stop and a warm drink after.
Sweater: Everlane Cashmere Fisherman Crew in Dark Forest · Jeans: FRAME Le Sleek Straight in Rinse · Loafers: Dolce Vita Tiggy Loafers in Mahogany Suede · Scarf: Boden Wool Blanket Scarf in Tartan
13. The Downtown Gallery Day: A Black Turtleneck With Toffee Corduroys

Fine-ribbed Supima cotton with stretch makes Everlane's Luxe Rib Turtleneck snug and smooth, with a fold-over neck and long fitted sleeves. Its slim fit tucks neatly into the Everlane Stretch Corduroy Cigarette Pant in Toffee, a high rise straight leg in fine wale cord. Black with toffee brown has a 1970s feel in the best way.
Steve Madden's Twain knee-high boots in black have a stable 4 inch block heel and an inside zipper. Add Tory Burch's Icon Huggie Hoop Earrings, small gold hoops with a Double T drop. Wear it to a gallery opening or a weeknight dinner and toss on a black blazer if the room runs cold.
Turtleneck: Everlane The Luxe Rib Turtleneck in Black · Cords: Everlane Stretch Corduroy Cigarette Pant in Toffee · Boots: Steve Madden Twain Boot in Black · Earrings: Tory Burch Icon Huggie Hoop Earrings in Tory Gold
14. The Cabin Weekend: A Brown Cable Knit With Cream Jeans and Riding Boots

Made with RWS-certified merino wool, Everlane's Relaxed Cable-Knit Crew in Cocoa has a longer cut that ends at the low hip. That length looks great over the Reformation Bex jeans in Fior Di Latte, with plenty of cream showing below. Chocolate brown and cream are a classic fall pairing that never looks fussy.
Thursday Boots' Crown riding boot is dark brown full-grain leather with a 16 inch shaft, and it slides easily under a wide leg. Keep your hands free with the Loeffler Randall Mallory crossbody in chocolate woven leather. Everlane suggests layering the sweater over a collared shirt, so try a white button-down underneath for the office.
Sweater: Everlane Relaxed Cable-Knit Crew in Luxe Merino in Cocoa · Jeans: Reformation Bex Super Stretch High Rise Wide Leg Jeans in Fior Di Latte · Boots: Thursday Boots Crown Riding Boot in Dark Brown · Bag: Loeffler Randall Mallory Woven Leather Crossbody in Chocolate
15. The Denim on Denim Win: A Dark Denim Shirt With Wide Leg Jeans

Denim on denim works best with two different washes, and Jenni Kayne's Colt Shirt brings the dark one. It has a broad collar, flap pockets and a touch of Western detailing, and the brand even styles it as a Canadian tuxedo. The Everlane Lightweight Loose Wide-Leg Jean in medium indigo adds the lighter half.
Cinch the shirt with Boden's Classic Leather Belt in tan, which has a round gold-tone buckle. Steve Madden's Jones ankle boots in chocolate brown suede carry the brown down to your feet. Wear the look to a casual lunch or a fall festival, and roll the sleeves to the forearm.
Denim shirt: Jenni Kayne Colt Shirt in Dark Denim · Jeans: Everlane Lightweight Loose Wide-Leg Jean in Medium Indigo · Boots: Steve Madden Jones Ankle Boot in Chocolate Brown Suede · Belt: Boden Classic Leather Belt in Tan
16. The Big Meeting Outfit: A Charcoal Tie Neck Sweater With Black Trousers

Part sweater and part scarf, Boden's Lydia Tie Neck Knitted Sweater has a built-in neckerchief and a touch of alpaca. Charcoal and black are an easy office pair, and the Everlane Straight-Leg Trouser in Tailor Twill keeps it sharp. Those trousers have a slim straight leg, button tabs at the waist and a wool blend with a little stretch.
Dolce Vita's Ramzie loafers in black leather have softly scrunched leather and a low 0.8 inch heel for long days. The Tory Burch Perry Tote in deep brown fits a laptop up to 13 inches and warms up all that grey. Tie the neckerchief loose and slightly off center for a relaxed take.
Sweater: Boden Lydia Tie Neck Knitted Sweater in Charcoal Melange · Trousers: Everlane Straight-Leg Trouser in Tailor Twill in Black · Loafers: Dolce Vita Ramzie Loafers in Black Leather · Tote: Tory Burch Perry Tote in Deep Brown
17. The Cider Mill Afternoon: An Oatmeal Fisherman Sweater With a Red Cord Skirt

Best-selling for good reason, Jenni Kayne's Cashmere Fisherman Sweater is 100% Mongolian cashmere with a boxy shape and the brand's signature fisherman rib. The oatmeal color softens Boden's Val Button Cord Midi Skirt in Red Earth, a plush cord skirt with pockets and a button front. Red and oatmeal feel warm and festive without going full holiday.
Dolce Vita's Kinzy knee boots in dark brown suede fill the gap between hem and ankle. Belt the sweater at the waist with Jenni Kayne's Classic Belt in chocolate nappa leather so the boxy knit has shape. It makes a great Thanksgiving outfit because the floaty skirt leaves room for second helpings.
Sweater: Jenni Kayne Cashmere Fisherman Sweater in Oatmeal · Skirt: Boden Val Button Cord Midi Skirt in Red Earth · Boots: Dolce Vita Kinzy Narrow Calf Boots in Dk Brown Suede · Belt: Jenni Kayne Classic Belt in Chocolate
18. The Date Night Midi: An Olive Cashmere Crop With a Satin Skirt and Knee Boots

STAUD updated its best-selling Cropped Hampton Sweater in a chunky cashmere knit, and the Olive version has a zip collar you can wear open or closed. The cropped length is made for a high waist like the Rails Anya Skirt in Espresso, a satin crepe midi with a pull-on elastic waist. Chunky knit against shiny satin is the kind of texture mix that makes a simple outfit look styled.
Dolce Vita's Kinzy boots in dark brown suede pick up the espresso and add height with a stiletto heel. Carry the STAUD Maude Shoulder Bag in espresso, an east-west shape in polished leather with long straps. Wear it for date night and keep the jewelry small so the textures do the talking.
Sweater: STAUD Cashmere Cropped Hampton Sweater in Olive · Skirt: Rails Anya Skirt in Espresso · Boots: Dolce Vita Kinzy Narrow Calf Boots in Dk Brown Suede · Bag: STAUD Maude Shoulder Bag in Espresso
19. The Cozy Commute: A Stone Cashmere Half Zip With Charcoal Wool Pants

Built for lounging and travel, Jenni Kayne's Cashmere Half Zip is 100% Mongolian cashmere in a relaxed, boxy shape. Undyed Stone is a soft oatmeal shade that looks lovely with the Jenni Kayne Chalet Pant in Charcoal. Those pants are a felted wool blend with an elastic drawstring waist, so they feel like sweatpants and look like trousers.
Allbirds Wool Cruisers in natural grey echo the charcoal and keep the outfit soft underfoot. Add Everlane's Chunky Ribbed Beanie in taupe melange, made from hemp and RWS-certified wool with a tall folded cuff. Wear this on a long drive home for the holidays or a slow Sunday of coffee and errands.
Half-zip: Jenni Kayne Cashmere Half Zip in Undyed Stone · Trousers: Jenni Kayne Chalet Pant in Charcoal · Sneakers: Allbirds Women's Wool Cruiser in Natural Grey (natural White Sole) · Beanie: Everlane Chunky Ribbed Beanie in Taupe Melange
20. The Evening Event: An Ivory Silk Blouse With Black Flare Pants

Silk with a hint of stretch makes Quince's Washable Stretch Silk Split Neck Blouse easy to wear, and the cut lands somewhere between a polo and a blouse. Tuck it into Banana Republic's High-Rise Flare Italian Flannel Pant, a warm wool blend flannel with a wide flared leg. Ivory silk and black flannel are a simple formula for holiday parties and year-end dinners.
Cole Haan's Go-To Shayla pumps have a 1.7 inch block heel and a cushioned, molded footbed, so you can mingle in comfort. Carry Loeffler Randall's Brit clutch in champagne lame, which has a removable gold chain strap. Add a red lip and you are ready for the office party or New Year's Eve.
Blouse: Quince Washable Stretch Silk Split Neck Blouse in Ivory · Trousers: Banana Republic High-Rise Flare Italian Flannel Pant in Black · Pumps: Cole Haan Go-To Shayla Block Heel Pumps in Black · Clutch: Loeffler Randall Brit Flat Pleated Clutch in Champagne
21. The Weekend Plaid: A Camel Flannel Shirt With Dark Jeans and Chelsea Boots

Double-brushed organic cotton makes Everlane's Flannel Shirt extra soft, and a neat stand collar keeps it looking crisp. The Heather Camel and Hot Fudge plaid is all warm browns, so it pairs with any dark denim. Citizens of Humanity's Zurie Straight in Helia gives you a high rise and a clean straight leg in deep indigo.
Thursday Boots' Duchess Chelsea in walnut leather picks up the brown in the plaid. Tuck the shirt in and add Jenni Kayne's Classic Belt in chocolate, an Italian nappa leather belt with brass hardware. Wear it on a weekend road trip or to a bonfire with a puffer vest on top.
Flannel: Everlane Flannel Shirt in Heather Camel/hot Fudge · Jeans: Citizens of Humanity Zurie Straight in Helia · Boots: Thursday Boots Duchess Chelsea Boot in Walnut · Belt: Jenni Kayne Classic Belt in Chocolate
22. The Holiday Cocktail Hour: A Wine Satin Cowl Top With Slingback Heels

Date night starts with Rails' Loretta Top in Wine, which has a silky sheen, a cowl neckline, cap sleeves and a buttoned keyhole cutout at the back. Pair it with Vince's Elsa trousers in black crepe for a long, sleek line from waist to floor. Deep wine is one of the most flattering fall colors after dark.
Dolce Vita's Gessia slingback heels in oxblood crinkle patent repeat the wine shade at your feet. Layer Tory Burch's Delicate Icon Necklace, an adjustable gold chain inspired by the Double T. Wear this for an anniversary dinner and throw a black coat over your shoulders on the way out.
Top: Rails Loretta Top in Wine · Trousers: Vince Elsa High-Rise Crepe Straight-Leg Trouser in Black · Heels: Dolce Vita Gessia Heels in Oxblood Crinkle Patent · Necklace: Tory Burch Delicate Icon Necklace in Tory Gold
23. The Snow Day Snuggle: A Toast Turtleneck With Brown Cords and Sheepskin Boots

Oversized and ribbed, Everlane's Cocoon Turtleneck in Toast is a wool and recycled cashmere blend that hits just below the low hip. Toast is a soft khaki that sits nicely next to the AG Saige Wide Leg Corduroy Pant in Wood Brown. A long knit over wide cords makes a cozy outfit that still has shape.
UGG's Classic Ultra Mini boots in chestnut keep your feet warm on the coldest morning of the week. Wrap Quince's Mongolian Cashmere Tartan Scarf in neutral tartan around your neck once you put your coat on. This is the cold snap look for school drop-off, the grocery run and a late lunch with a friend.
Turtleneck: Everlane Cocoon Turtleneck in Wool Cashmere in Toast · Cords: AG Jeans Saige Wide Leg Corduroy Pant in Wood Brown · Boots: UGG Classic Ultra Mini Boot in Chestnut · Scarf: Quince Mongolian Cashmere Tartan Scarf in Neutral Tartan
24. The Christmas Brunch: A Red Cashmere Sweater With a Green Silk Skirt

Christmas colors look grown-up in Quince's Mongolian Cashmere Crewneck in Varsity Red, a Grade A cashmere that is soft enough to wear on its own. It meets the Quince Washable Silk Skirt in Basil Green, a bias cut midi in mulberry silk satin with a hidden elastic waist. Deep red and green feel festive without a single sequin.
Dolce Vita's Feya booties in black leather give the silk a bit of edge with a structured shape and block heel. The Loeffler Randall Rayne clutch in gold pleated lame, finished with a big bow, is the party piece. Tuck the front of the sweater into the skirt so the bias cut can swing when you walk.
Sweater: Quince Mongolian Cashmere Crewneck Sweater in Varsity Red · Skirt: Quince 100% Washable Silk Skirt in Basil Green · Booties: Dolce Vita Feya Booties in Black Leather · Clutch: Loeffler Randall Rayne Bow Clutch in Gold
25. The English Countryside: A Brown Cable Sweater With a Check Midi Skirt

Pure wool and a classic cable pattern make Boden's Collared Cable Knit Sweater in Raw Umber especially warm, and the oversized shape keeps it relaxed. The collar gives it a preppy feel that suits the Boden Wool Blend Slip Skirt in Brown Check. That skirt is cut on the bias, so it skims your hips and drapes into a soft midi.
Thursday Boots' Crown riding boot in dark brown full-grain leather fills the space under the hem with a low 1.25 inch heel. Sling the Quince Esme suede shoulder bag in whiskey on your shoulder for a lighter brown accent. Wear this tonal brown outfit to Thanksgiving, a holiday market or a long lunch with friends.
Sweater: Boden Collared Cable Knit Sweater in Raw Umber · Skirt: Boden Wool Blend Slip Skirt in Brown Check · Boots: Thursday Boots Crown Riding Boot in Dark Brown · Bag: Quince Esme Suede Shoulder Bag in Whiskey
26. The Preppy Layer: A Green Sweater Vest With Cream Jeans and Loafers

Chunky ribbing and a slightly cropped, tapered fit make Everlane's Ribbed V-Neck Vest in Hunter Green easy to layer. Wear it over a white long sleeve tee or a crisp button-down for a fresh fall look. The Reformation Bex jeans in Fior Di Latte keep the outfit light and let the green stand out.
Oxblood Baxen loafers from Dolce Vita give the outfit a preppy finish with a pointed toe. Carry the Tory Burch Perry Tote in deep brown if you are heading to class or the office. Green, cream and oxblood is a color story that works from September all the way to the first frost.
Sweater vest: Everlane Ribbed V-Neck Vest in Everyday Cotton in Hunter Green · Jeans: Reformation Bex Super Stretch High Rise Wide Leg Jeans in Fior Di Latte · Loafers: Dolce Vita Baxen Loafers in Oxblood Leather · Tote: Tory Burch Perry Tote in Deep Brown
27. The Easy Friday: A Grey Cashmere Cardigan With Dark Jeans and Loafers

Knit in a Milano stitch, Quince's Mongolian Cashmere Structured V-Neck Cardigan has warmth and a tailored shape. Button it all the way and wear it as a top with Citizens of Humanity's Zurie Straight in Helia. Heather grey with dark indigo denim is a calm pairing that works almost anywhere.
Soft, scrunched black leather and a durable rubber sole make Dolce Vita's Ramzie loafers an easy everyday shoe. The Tory Burch Mini Fleming hobo in black adds a chain strap and diamond pintucks for a little polish. Wear it to work on a casual Friday or out to a holiday movie night.
Cardigan: Quince Mongolian Cashmere Structured V-Neck Cardigan in Heather Grey · Jeans: Citizens of Humanity Zurie Straight in Helia · Loafers: Dolce Vita Ramzie Loafers in Black Leather · Bag: Tory Burch Mini Fleming Soft Hobo Bag in Black
What are the best fall outfits for women?
The best fall outfits for women start with a good knit, a bottom in a deeper fall color and a pair of boots or loafers. Tonal looks like camel with cream or brown with burgundy are the easiest to pull off. Add one accessory, such as a suede bag or a cashmere beanie, and the outfit feels finished.
How do I turn a fall outfit into a winter outfit?
Keep the same base and swap in warmer pieces as the temperature drops. Trade loafers for lined boots, add a cashmere scarf and gloves, and put a wool coat on top. Thicker knits like fisherman and Fair Isle sweaters carry the same color stories straight into winter outfits for women.
What shoes go with fall and winter outfits?
Brown suede ankle boots, knee boots and loafers cover most fall outfits, from jeans to midi skirts. When it gets icy or snowy, switch to lined boots like Blundstone Thermals or UGG minis. Block heel pumps and slingbacks handle holiday parties and dressier dinners.






