Olivia Palermo's cold-weather style is one I come back to when someone wants to look polished but not plain. Her best fall looks lean on tailored coats, clever layering, rich textures, sleek boots and accessories that look chosen rather than piled on. Colorful outerwear, midi skirts, over-the-knee boots and sharp tailoring show up again and again, often mixed with something casual. None of that requires her exact pieces. What I take from it is a set of habits: balance proportions, mix dressy with relaxed, and let one strong item lead. The twenty outfits below turn those habits into formulas you can adapt to your own budget, shape and schedule.
Reading a Street-Style Photo for Its Formula
When someone brings me a celebrity outfit they love, I don't start shopping for the pieces. I break the photo down into a few decisions that can be copied with almost any wardrobe.
- Find the lead piece. Usually it's the coat, the boots or the print. Everything else in the photo is there to support it.
- Note the silhouette. Is it loose on top and slim below, or fitted on top with volume below? That ratio matters more than any item.
- Count the colors. Most polished outfits use two main colors and one accent, often in the bag or scarf.
- Look at the hems. Where the coat, skirt and boots end in relation to each other is what makes the outfit look deliberate.
- Swap like for like. Replace each piece with something in your closet that has the same shape and color weight, even if the fabric differs.
Doing this on paper first saves money. You'll often find you own four of the five pieces and only need the lead item, or that a coat you already have can stand in for it.
1. Olivia Palermo Camel Coat Outfit
Camel over black is the simplest formula on this list, and the one I'd teach first. A fitted black turtleneck and slim ankle pants keep the line long, and a tailored camel coat sits on top. Straight-leg trousers work if you want more room. Pointed black ankle boots, a structured top-handle bag and big sunglasses make it city-ready. A knee-length coat is the most versatile; longer gives more warmth but needs a slimmer leg underneath so the hem doesn't drown you. A narrow belt over the closed coat adds a waist. Small gold earrings and a low ponytail keep attention on the coat.
2. Olivia Palermo Colorful Coat Outfit
A bright coat does the most work on a gray day, so everything under it should step back. Cobalt, deep red, emerald or burgundy over a fine black sweater, dark skinny jeans and sleek over-the-knee boots is the formula. If tall boots feel like too much, fitted knee-highs with a low block heel are easier. I'd carry a black or tan bag rather than one that matches the coat, since a matched set looks stiff. A patterned silk scarf at the neck adds one more layer. Before buying a colored coat, hold it up to your face in daylight; a strong color is right next to your skin and either brightens you or drains you.
3. Olivia Palermo Military Jacket Outfit
A military jacket brings structure through the shoulders, which is why it pairs so well with fuller bottoms. Wear an olive, navy or black jacket over a light turtleneck with cropped leather culottes or wide-leg trousers. The fitted top half balances the volume below and creates a waist. Pointed pumps dress it up; slim ankle boots are for walking. Brass buttons and sharp lapels already supply detail, so jewelry can stay minimal. A compact crossbody or structured clutch avoids bulk. I'd check that the jacket closes over the turtleneck without pulling across the buttons. It's a good mild-weather swap for a wool coat.
4. Olivia Palermo Trench Coat Outfit
A trench, a white shirt and cropped black trousers is the outfit I'd pack for almost any fall trip. A trench that falls below the knee looks the most graceful. I knot the belt loosely at the back or front rather than buckling it, which keeps the coat from looking like a uniform. Black loafers are comfortable; pointed ankle boots sharpen it. Add a structured tote, tortoiseshell sunglasses and a simple watch. On cooler days, a fine-knit sweater goes between shirt and coat, with the collar pulled out over the neckline. Every piece earns its place, which is the core of her approach.
5. Olivia Palermo Blazer And Midi Skirt Outfit
A blazer and a midi skirt are my favorite alternative to fall trousers. Start with a slim turtleneck or silk blouse and a softly pleated, printed or textured skirt. The blazer should end near the hip, so it gives structure without stopping the skirt from moving. Knee-high leather boots that disappear under the hem create an unbroken line. A narrow belt helps if you wear the blazer open. Keep the bag structured and medium-sized to steady the soft shape. Sharp tailoring, fluid fabric and sturdy boots sound like three competing ideas, yet together they look calm because each one covers a different part of the body.
6. Olivia Palermo Plaid Coat And Jeans Outfit
A plaid coat turns jeans and a sweater into an outfit people remember. Look for brown, gray, camel or muted red checks in a tailored cut, then wear it with a cream sweater and straight-leg jeans. Dark denim looks dressier; a faded wash relaxes it. I pick the boot color from the darkest line in the plaid, usually chocolate or black. A solid leather bag keeps the pattern count to one. Wrap a plain cashmere scarf at the neck and leave the lapels showing. It's the gentlest way to try her pattern mixing, because the plaid is the only print in play.
7. Olivia Palermo All-Black Fall Outfit
All black only looks rich when every layer has a different surface. A soft cashmere turtleneck, cropped leather pants and a structured wool coat give you matte, shine and weight in one outfit. Suede ankle boots add a fourth texture. Slightly different blacks are fine; the variation actually helps the layers read. A quilted shoulder bag, dark sunglasses and understated metal jewelry are enough. Pair one fitted piece with one loose one, such as slim pants under an oversized coat. I'd keep a lint roller handy, because black knits and wool coats show every fiber.
8. Olivia Palermo Bright Suit And Boots Outfit
A bright suit is a full statement, so it needs very little else. A tailored blazer and cropped trousers in red, burnt orange, forest green or saturated pink go over a neutral turtleneck, which softens the color and adds warmth. Tucking cropped trousers into fitted knee-high boots is the unexpected move here. That only works if the trousers are slim and soft enough to tuck without bunching above the boot, so try it before you commit. Black boots give contrast, brown or burgundy keep it tonal. Carry a small structured bag and skip big jewelry. The jacket should define the shoulders without pulling when you lift your arms.
9. Olivia Palermo Poncho And Skinny Jeans Outfit
A poncho only looks intentional over a narrow base. A fitted turtleneck with dark skinny jeans or slim ponte pants keeps everything underneath close, and the poncho can drape loose on top. Plaid, color-blocked and embroidered ponchos all work. Over-the-knee boots continue the slim line and add warmth. With a long poncho, I'd go flat or low-heeled so the proportions don't tip. Wear a compact crossbody under the poncho rather than over it, since a strap across the front cuts the pattern and pulls the drape sideways. Studs and sunglasses finish it.
10. Olivia Palermo Faux Fur Coat Outfit
Faux fur and shearling bring a lot of volume, so I keep the color story simple and the base fitted. A cream, tan, black or soft animal-pattern coat over a fitted sweater and slim dark trousers keeps the bulk where you want it. Sleek thigh-high or knee-high boots add warmth without adding another big shape. A small structured shoulder bag in a shade from the coat sits better than a big tote, which crushes the pile where it rubs. Skip the heavy scarf unless it's truly cold, because the collar is already full. Faux fur mats with friction and rain, so brush it gently once it's dry.
11. Olivia Palermo Knit Dress And Boots Outfit
A ribbed knit midi is comfortable and still long and polished, provided it has enough structure to skim rather than cling. Camel, charcoal, navy or cream are the easiest colors. Knee-high combat boots make it modern; heeled leather boots keep it classic. A tailored coat on top defines the shoulders, which a knit dress can't do alone. Add a slim belt if you like a defined waist. A structured shoulder bag and simple hoops or a fine chain finish it. I'd check the back of a knit dress in a mirror after sitting for a minute, because thinner ribs stretch at the seat quickly.
12. Olivia Palermo Leather Pants And Blazer Outfit
Leather pants against a wool blazer is high-low dressing in its simplest form. Straight or tapered leather trousers in black, chocolate or deep burgundy go with a cream silk blouse, light knit or crisp button-down. Then a gray, navy or checked blazer that fits through the shoulders. Pointed ankle boots lengthen the leg; loafers make it a daytime outfit. A medium structured tote suits work, a small top-handle bag feels more fashion-led. Real leather softens and molds to you over time, while faux leather can crease at the knee and behind it, so I'd size faux leather with a little room.
13. Olivia Palermo Sweater And Button-Down Outfit
A sweater over a button-down is classic, and the proportions are what keep it from looking dated. A crisp white or pale blue shirt under a fitted crewneck, with the collar and a sliver of hem showing, goes with cropped straight jeans or tailored ankle pants. Pointed pumps dress it up; loafers make it walkable. I push the sweater sleeves up a little so the shirt cuffs show. A structured bag and a patterned neck scarf add the Palermo touch. Keep the palette tight: navy, white, camel and denim blue. A shirt with a short, curved hem sits flatter under a sweater than one with long tails.
14. Olivia Palermo Bomber Jacket And Cropped Pants Outfit
A bomber only looks polished when the rest of the outfit is tailored. A satin, embroidered or neatly structured bomber over a fine-gauge sweater, with cropped black pants ending just above the ankle, sets that up. White leather sneakers or sleek loafers both work. A light printed scarf brings color near the face and softens the sporty jacket. Carry a structured crossbody, not a backpack. The pants make or break it: a pressed crease or a clean taper tells people the relaxed jacket was a choice. Satin bombers mark easily in rain, so I'd keep that version for dry days.
15. Olivia Palermo Long Coat And Midi Skirt Outfit
A long coat over a midi skirt moves well and keeps you warm from shoulder to shin. Tuck a fitted sweater into an A-line or softly pleated skirt, then add a wool coat that ends close to the skirt hem. If the coat is a few inches shorter than the skirt, it looks like a mismatch, so I try both together before deciding. Knee-high boots close the ankle gap. Camel and cream make it tonal; a neutral coat over a patterned skirt adds interest. A belt over the coat shapes it. Leather gloves, understated earrings and a top-handle bag finish an outfit that suits professional and dressier daytime plans.
16. Olivia Palermo Double Denim Fall Outfit
Double denim looks put-together when the two washes are clearly different but share an undertone. A fitted chambray shirt tucked into slightly darker high-rise straight jeans is the base. A tailored camel blazer or long wool coat adds structure. Pointed ankle boots in black, burgundy or a snakeskin-effect leather sharpen it immediately. A polished bag and big sunglasses keep the city mood. I'd avoid distressed denim here; clean finishes suit her composed look much better. If the shirt and jeans are almost the same blue, put a belt between them so they read as two pieces.
17. Olivia Palermo Printed Dress And Tall Boots Outfit
A printed midi dress moves into fall once you add boots and a structured layer. Floral, geometric or abstract prints in burgundy, navy, rust and cream suit the season. The knee-high boots should fit closely enough to slide under the dress hem, so no bare leg shows between them. A fitted blazer or structured wool coat goes on top. I pull accessory colors from the quietest shade in the print rather than adding a new color. A leather belt at the waist organizes a busy pattern. A compact shoulder bag and minimal jewelry are enough.
18. Olivia Palermo Houndstooth Blazer And Combat Boots Outfit
Houndstooth with combat boots mixes a very traditional fabric with a very practical shoe. A black turtleneck, straight-leg medium or dark denim and a slightly oversized checked blazer with defined shoulders make the base. The sleeves should still end at the wrist, even on an oversized cut. Lace-up boots with a good sole handle wet fall days, but keep them sleek; a very chunky sole fights the tailoring. A structured black bag links the boots to the top half. Gold hoops and tortoiseshell sunglasses finish it. It's my pick for commuting and sightseeing.
19. Olivia Palermo Navy Blazer And Wide-Leg Pants Outfit
A navy blazer with wide-leg trousers has a quiet authority. Over a striped knit, silk blouse or fitted cream turtleneck, it works with high-rise trousers in navy, gray, camel or winter white. Hem the trousers in the shoes you'll wear: the fabric should nearly reach the floor while still showing the toe. Heeled loafers or pointed ankle boots help the leg fall straight. A defined shoulder balances the trouser volume, and a slim belt shows the waist. A structured tote suits work, a compact bag suits the weekend. Fit carries this look, not trend.
20. Olivia Palermo Scarf And Leather Leggings Outfit
A printed scarf can tie a whole outfit together if its colors show up somewhere else. Start with a long neutral coat, a soft knit and black leather leggings, then fitted ankle boots with an almond or pointed toe. Wrap a silk or light wool scarf loosely so the print shows above the coat. I pick the bag from a minor color in the scarf rather than its main shade, which looks planned without matching. The coat should cover the hips to balance slim leggings. Sunglasses and simple earrings finish it. It's the most accessory-led outfit here, and the cheapest to put together if you already own the basics.
Over-the-Knee Boots That Stay Up All Day
Several outfits here rely on over-the-knee boots, and the complaint I hear most is that they slide down by lunchtime. Most of the fix happens before you buy them.
Shaft fit and fabric
Stretch shafts in suede or a stretch synthetic grip the leg and slip far less than stiff leather, which needs a very precise calf and thigh fit to stay put. Measure your calf and thigh before ordering online, and look for a back tie or inner elastic band at the top if you're between sizes.
What you wear underneath
Skinny jeans and leggings give boots something to hold. Slippery tights do the opposite, so a slightly textured or cotton-rich tight helps under a dress. Some people use a small strip of double-sided fashion tape at the top of the shaft for a long day.
Height and proportion
On a petite frame, a boot that reaches mid-thigh can cut the leg awkwardly, so I'd look for one ending just above the knee. Taller people can carry a higher shaft. With a skirt, let the hem overlap the top of the boot or leave a clear few inches of gap.
Her Formula Is Easier to Copy Than Her Closet
What makes her fall style work is the combinations, not the labels. Start with tailored coats, fitted knits, crisp shirts, midi skirts, structured blazers and well-cut trousers. Then add one source of personality per outfit: tall boots, a rich texture, a print, a bold coat or a carefully chosen scarf. The best looks pair one dramatic piece with quieter ones, and mix proportions, like a loose coat over slim pants or a fitted blazer over a flowing skirt. Adjust each formula to your climate, your days and your body. If I had to pick one starting point, it would be the camel coat over black, because nearly every other outfit here builds on it.
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