Fall Outfits

23 Fall Outfits with Boots – Trendy Ideas 2025 to Stay Cozy, Classy, and Cute

Am I the only one or do the colors of fall really help us to become especially bold in our fashion? The fresh air, smell of cinnamon lattes and the first time you take out the boots of the year, it all feels like magic. But enough is enough, how do you know actually what to wear? That’s another story. How do I mix, so that I am comfortable and yet provide that girl juice? And which fall outfits with boots are literally cool in 2025 and not recycled Pinterest leftovers of last three seasons?

Let’s talk about it. I have assembled 23 outfits that strike the right balance between fashionable and practical, including the most relaxed errand-runner type settings, and the very fun little layers that you can wear to your brunch or office. We are plunging into styling secrets, mini-trends, and unexpected combinations that will make the fall styling easy and joyful one more time.

Elevated Neutrals With a Youthful Twist

This combination of delicate beige and cool white seems to have something new about it, a bit flirty: it gives out the spirit of an ordinary autumn morning when walking hand in hand with an iced oat milk latte in my hand. The casual loose sweatshirt in a well-pleated skirt and high, heavy-heeled ankle boots is the happy medium between casual and dressed up. The style is based on comfort but it remains fashionable and assertive at the same time.

fall outfits with boots 2025 Elevated Neutrals With a Youthful Twist
The white skirt gives some movement and contrasts the baggy sweatshirt which has that slightly tomboyish touch. And can we talk about the boots? They are chunky, clean-lined, and completely up to date, and at the same time a power move in disguise. They are not too edgy, but they provide the sufficient weight to complete oppositely delicate silhouette of the lower part. I’d definitely call this one of the most trendy ways to ease into the season.

I have even worn the same outfit when I went to Boston last October, during a weekend trip, and to be honest, it was the only look that did not leave a single group photograph. It is on that spot where you do not think you are over dressed but it makes you feel styled up. A stylist from Refinery29 once said, “Neutrals don’t have to be boring—it’s about mixing silhouettes, not colors.” I’ve kept that in my back pocket ever since.

Next time I wear this? I would most likely wear a rather thin mock-neck underneath the sweatshirt or wear a tonal belt bag to create a waistline. Something slightly unexpected to make it pop even more.

City Sleek With a Hint of Rebellion

This one speaks to my inner rockstar. That black and leather jacket, skinny jeans, big-size scarf, warm brown lanky boots make me think immediately of such cold winter or spring days when you just want to have an outfit with at least two layers and it should feel like bullet-proof vest. It’s sharp, it’s urban, and it’s quietly fierce. There is no doubt that this is one of those fall outfits- with boots- that makes you feel so powerful as you walk down any city block.

fall outfits with boots 2025 City Sleek With a Hint of Rebellion
These brown boots deserve their own spotlight. They transmit the vibes of the traditional equestrian but made chic, they are stronger in CEO off duty than in countryside on a weekend. I adore the fact that the scarf and jacket are layered and it accentuates voluminous layers without the loss of that clean shape. The jeans? Slim, but not suffocating. In case you have any pair of cut jeans in the closet, it is the time to bring it out.

I’ve recreated this outfit for work a few times (yes, even in creative offices), just swapping the scarf for a wool beret or structured tote. And, the outfit would look perfect in early fall to deep fall provided, of course, that you live in one of the colder states.

In case I am going to take it a notch higher, I would add a dark red lipstick and a neat bun. It would elevate the entire mood by five notches and yet, it is so simple.

Chic and Cheerful Autumn Charm

This outfit looks warm as a girlfriend. The navy dress under an ivory scarf and coordinated by the knee-high brown boots are what can be called a cute pulled-together look in the fall. It is an appropriate outfit that looks natural at any fall festival (big or small) in town or even to go to the pumpkin patch and takes a walk, yet works for a Monday-meets-Tuesday errand or casual travel ensemble as well.

fall outfits with boots 2025 Chic and Cheerful Autumn Charm
The combination of the structure and softness is what is going on here. Nothing overexposed about it as the dress has a modest edge to it, the dress is also short, to offset the height of the boot. The scarf is cozy, but not bulky. Everything about this look says “effortless, but planned.” It is bringing to coffee at 4$:00, hot cider at 5$:00.

A friend of mine put on something fairly similar to this to a school fundraiser and was inundated with compliments of women ranging in age. That’s the thing about this style—it’s cross-generational. It is also good on plus size, in case you change the mini dress with midi and wear the belt to tighten the waist.

The next time I might wear a gold cuff bracelet with it or some super-cool sunglasses to make it even more up to date, but it already is so much of a class act.

Statement Blanket Scarf Meets Sleek Layers

Here’s where we get cozy without compromising style. The oversize plaid scarf on top of a narrow, black foundation (I suppose, it is a pair of leggings or jeggings), combined with suede over-the-knee boots, is a lesson on how to layer. It is an outfit that girls can wear during fall but it is casual but in the runway way. This one is the best to use when it is crisp morning time to go out or maybe just nestling in the corner of your favorite book store with your laptop.

fall outfits with boots 2025 Statement Blanket Scarf Meets Sleek Layers
The scarf drama is all that is needed the scarf creates the center of the action, which implies that the rest of the wardrobe can remain simple. And those boots? The tall, rich and warm toned people with the right amount of country in style and the finesse of a city girl. The jeans (or leggings) underneath help keep things close to the body so the top half doesn’t overwhelm.

I previously shot a similar look during a family Thanksgiving weekend and it very much lasted all day- walking, sitting at dinner table, even a surprise outdoor photoshoot in the middle of that. And if you are one of the people who despises being bulky in layers, this is your blueprint.

In case I needed to change something, I could probably pin the scarf with a brooch or some more structured crossbody so that nothing goes out of place when I am in motion.

Cold-Weather Confidence With an Edge

The style transitions fall attires with boots to the early winter with snow that easily. It has had the right attitudes, edginess and complete balance – between softness of a taupe sweater dress and taut strength of cropped leather jacket and lace-up combat boots. It is the type of clothes that make you feel dressed even when you are on the run.

fall outfits with boots 2025 Cold-Weather Confidence With an Edge
The textures here are doing all the heavy lifting. There is a perfect fit of the dress without tightness and the leather jacket cuts through the midst like a punctuation mark. And those ankle-height combat boots? They are providing don t fck with me but not too much that one cannot buy some groceries or have an afternoon drink in town. And when you are in a cooler state, well, layer them up with tights like this one and you are ready to go.

All of this ensemble would make me think of the tips by a makeup artist Katie Jane Hughs regarding balance: “When you get dramatic in one part, make sure the rest is clean.” The same can be said about styling, one of the items should scream and the rest should complement.

Going one step further, knit beanie or oversized sunnies can up the ante to just the right level in terms of weekend plans.

Timeless Elegance in Soft Camel Tones

This style is a silent tutorial with the theme of austerity and posh harmony. All black with a camel sleeveless coat? Yes, please. It looks neat but not stiff and because of a well-cut shape of the vest, it immediately appears selected. Ankle boots are sleek enough to keep it down-to-earth and to the point, so this can be worn during crisp fall day when you are not really trying to hard, but you still grab attention.

fall outfits with boots 2025 Timeless Elegance in Soft Camel Tones
Let’s talk about versatility. The black top and leggings (which could easily be plus size friendly when styled with the right stretch fabric) create a streamlined base, and the sleeveless coat adds that unexpected twist. And the thing is, these coats are again becoming the staple in 2025 and to be completely honest, it is not difficult to understand why. They come easier to move around, flaunt layering items in a beautiful way, and have an editorial feel attached to them. A hat and designer bag added to it and you have an outfit ready to talk quietly, not loudly.

It happens that one of my things about this outfit is that you can take it to office and out to a casual dinner and you do not have to change a single unit. It is one of those autumn looks complete with boots which simply looks good. I have recently been wearing an almost identical one to a gallery performance and besides it being comfortable, I felt confident and powerful and not too overdressed.

To lay out this in an early winter outfit, I would wear some black turtleneck, as well as some leather gloves. Just a touch of drama, but still very wearable.

Retro Minimalism With a Rich Twist

The thing is that ribbed sweater dress in the deep chocolate shade looks vintage and fully current at the same time. It’s cozy, uncomplicated, and quietly sexy. It has the perfect amount of form that borders on stiffness through the square-toe, block-heeled brown boots. It’s one of those fall outfits with boots that works whether you’re headed to brunch, shopping, or a spontaneous gallery date downtown.

fall outfits with boots 2025 Retro Minimalism With a Rich Twist
This dress is on double duty: the ruching is flattering, but not tight, the neck is flattering and warm and the knee-high boots make the leg look super long. I used to assume that stylish is supposed to be fancy at least, this proves me wrong. The texture is doing all the talking here. And it is also ideal to be mixed with trench coat or longline blazer in case you decide to wear it into early winter.

In New York, I once saw a stylist suggest incorporating the gold jewelry into soft brownish tones to achieve the glow effect, and it literally makes everything much better. I heeded her advice in the previous year and I have never regretted that. To the point of adding some unexpected richness is needed just a single chunky bracelet or a sculptural earring.

Next I would like to combine it with a structure bag in ivory or croc print to get a new look. This is a look that invites experimentation.

Soft Edge for a Rainy Day Café Moment

If you’re someone who wants to wear boots but doesn’t feel like dressing up, this one’s for you. The art of looking good without even trying is one of the most adorable things about put together grey coat, light jeans and soft suede ankle boots. It is more of the type of outfit that you can wear when you are going out to get a coffee drink by yourself, or in a casual meeting where you want to have the feeling of being a little stylish yet with zero pressure.

fall outfits with boots 2025 Soft Edge for a Rainy Day Café Moment
These boots have especially good fit to the individuals who tend to consider a simple, comfy or modest appearance. There are so many women who are completely overpowered by high boots or loud patterns I know a lot of them, this is how one manages to be in her comfort zone at the same time be totally up-to-date. And this grey coat? It adds polish without being dramatic. When worn with light-wash cut jeans, it will remind that being soft does not mean that it cannot be improvised.

It is just the right moment to remind us once again that it is not necessary that a woman should always be hyper-feminine and closely clinging to curves to feel confident in her appearance. This look is functional and stylish. I had related summer apparel in a rainy weekend in Copenhagen, and I thought I just stepped out of a scandi fashion editorial.

To be on the cooler side, I would literally wear a plaid scarf, layer it or to be boys, add a soft beanie, so it would not be too serious. A matte red lip could even take this in the category of casual but in disguise as an editorial.

Monochrome Drama With Couture Vibes

Sometimes one bold print is all it takes. This outfit is so classy with couture feel- a white midi dress that is ultra-fitted underneath a black-and-white coat in houndstooth that is very attention-grabbing. Everything is balanced, however, by the black ankle boots with corset lacing and pointed toes, thus maintaining the shape on point and intentional.

fall outfits with boots 2025 Monochrome Drama With Couture Vibes
What I love here is the minimal palette. It causes the fabrics and cutting to do it all. A coat plays nearly a cape role – it gives the strength, but does not cover the elegant silhouette of the dress. Such kinds of fall dressings with boots are excellent when you need some dramatic yet useful. You might definitely go to work or a fall fashion show in this or even a dinner party bandied about to serve side of elegance with side of spice.

I once read in Harper Bazaar that there ought to be change of texture in black-and-white fashion and this is that rule applied. It can be made from ribbed stretch cotton, wool houndstooth, soft suede or patent leather it is luxurious but is wearable.

If I had to make a change? Maybe a red lip or bold earring. But honestly, it’s already a total win.

Structured Olive for Office & Beyond

Here work and trendy come together and this outfit turns out nothing less than stunning. A customized olive-green coat over a snatched black top and pants with the anchorage of the pointed black patent ankle shoes? It’s power dressing with a soft voice. Business formal, yes, but at the same time cool to have drinks later.

fall outfits with boots 2025 Structured Olive for Office & Beyond
The balance here is key. The gold necklace, hoops and chain necklace are not flashy but ones that shine just enough. The deep green longline coat is a surprise: the break of the tradition of the black or camel longline coat and everything becomes modern. And then those boots? Polished, literally. I consider them as a closet savior to those who like to dress snappy without wearing heels.

I would recommend to buy a similar olive coat on sale during autumn, like I did two years ago, and it has not run out of my wardrobe ever since then. Just by wearing it, I am immediately put together even when I am just wearing a t-shirt and jeans.

You would also be able to switch the pants and replace them with high-rise leggings with a knit and some nice scarf to make this plus size or more comfortable. But mind those boots–because they bind it all together: as a full stop after a good sentence.

Red Hot Layers That Own the Moment

Bold doesn’t even begin to describe this one. The sweater dress is of a fiery red color, light of the ribbed kind and has sleek matching knee-high boots? It’s confidence in head-to-toe monochrome. It is one of those fall outfits that have boots but they do not talk of fall they scream fall with style. The clean silhouette and pop of color hit just right for transitional weather, when you want warmth but aren’t ready to blend in with the leaves.

fall outfits with boots 2025 Red Hot Layers That Own the Moment
This is that dress that is both tight in the right places and loose in the wrong ones depending on your preference; an excellent combination of firmness and elasticity. The boots add instant power. They’re not just heels, they’re a full statement. It is such a red shade and it looks spectacularly good on such numerous skin tones and introduces a modern element into the traditional palette of autumn colors.

I myself had such a cherry red outfit to go to a city lunch in the previous year, and I was stopped by strangers so many times. And when I checked online later, I found out red is officially the “dopamine color” of the season, according to Allure. It is supposed to arouse some interest and make it more confident, which definitely makes sense.

To make this more appropriate to cooler days, I would add a long camel coat or rather, throw a printed scarf over one of the shoulders to get an extra warmth and contrast.

Emerald Glamour Meets Leopard Power

And here is one of the color combinations that we do not discuss very often emerald and beige combined with leopard print boots as a stabilizing element. It is not only stylish but it is somewhat surprising in the most good way. I love how this look plays with contrast. A jewel-toned velvet coat layered over tailored wide-leg pants? Instant luxury. The patterned boots? Totally fearless. It is an image I would like to wear when I am on gallery event or a day at work and I feel like making a statement without uttering a single sentence.

fall outfits with boots 2025 Emerald Glamour Meets Leopard Power
The shape of the coat he and others used, too, is very attractive–built up at the shoulder with a loose fall, so as to afford form without fulness. The heel of the boots balances the style to become completely wearable. That is why I love a block heel because it stretches out the leg but holds you down. Extra: the turtleneck foundation is green and simple not to take away any warmth but to remind about a put-together attitude.

It gives me the feeling of what Eva Chen has ever written on Instagram: when one item in your ensemble is something loud, go after it with the texture. And this outfit does exactly that. Velvet, knits, print—it’s layered without being loud.

To make it more personal, I could change the bag and replace it with a suede envelope suit or include some gold drop earrings that would have more radiance closer to the face.

Modern Cottagecore With an Edge

This one is total Pinterest-board perfection. A cabled brown sweater, straight white skinny jeans, and a well-fitted suede over-the-knees boots – all bound up with the softest accessories. It is providing pumpkin patch with your besties but in luxury. That is one of those fall looks with boots which are adorable at once, and mature at that.

fall outfits with boots 2025 Modern Cottagecore With an Edge
I love the fact that the fall background is combined with warm tonalities and comfortable textures. The boots in this case are all that they need to be, close fitting, suede, and does not burn out like most camel does, but works well throughout the entire wardrobe. The Gucci belt brings some designer flair to otherwise simply comfortable look and makes it appear purposefully fashioned. These leggings-style jeans in white? Yep, they go with fall- somewhat more so combined with warm outfits on top.

I recall when Lauren Conrad used to refer to such look as ladylike layering. It’s clean, intentional, and timeless. Moreover, it is plus size bendable, in the selection of stretch denim and less tight knit.

I would also include a plaid wrap scarf, to give it just a bit more fall texture or you can trade the jean white jeans out in some cut jeans that are a bit rugged and more worn out.

Cozy Shorts for the Bold and Breezy

Who says you can’t wear shorts in fall? This is the casual, cool-girl proof. A baggy taupe sweater with a loose fit to go into the custom-cut jeans in bad shape and ankle boots made of chestnut? It’s playful, comfortable, and super easy to recreate. Frankly, that is exactly the sort of look that I find myself in, at least the 65-degree October day when the trees are turning gold yet the sun is still pleasant on the body.

fall outfits with boots 2025 Cozy Shorts for the Bold and Breezy
It is equally slouchy to convey a casual vibe, but the sweater is also a perfect fit, and the boots are a suede ankle cut in a luxurious brown hue, which is ideal to lend some inches without compromising on the ease of walking. In case you reside in a southern state or have to face the warmer early fall temperatures, such a look just makes a lot of sense.

This is similar to what I did on a weekend in Austin last year and adore the transitional aspect of it, I even wore a shacket over it in the evening when it start getting cool. One of the fashion editors of Who What Wear once claimed that denim shorts + boots were one of the underused layering options in fall, and I did not dispute this point.

To make it even sportier I would include such accessories as an oversized tote and a stack of gold rings. Or down-town with crew socks sticking out of the boots.

Street-Style Poncho With City Attitude

This look feels like a rainy-day power move. The looks consist of a black poncho sweater on top of tan shorts, opaque tights and ankle boots that are as perfect and pointy as can be accompanied with a fedora that adds drama in the best way. It is the type of attire that I would go to when I need to keep myself toasty and to be dressed to have an objective, but not make an effort. It is a combination of dressing that clashes the street style with fall romance.

fall outfits with boots 2025 Street-Style Poncho With City Attitude
The tights and boots combination ensures a slim look, and poncho is one giving all the bulk on the top. It seems this form is recovering as a new trend in 2025, and it perfectly combines with any thin clothing like leggings, skirts, or shorts. It really is simple to accessorize neutral palette and that brown bag is just so pretty, in contrast.

One of my friends wore something almost similar to Paris last fall, and she said that this is the only thing she felt stylish and comfortable to go out all day long. And honestly? She nailed it.

To add an extra edge, I would pile on some bangles or have some emphasized color on the lips. Or the next time go for a plaid poncho which is the same silhouette.

Parisian Pop With a Modern Twist

The uniformly dramatic quality of this look is, well, perfectly dramatic but, at the same time, it still makes it timely in 2025. The black and white houndstooth coat with faux leather pants and suede ankle boots of a bright red color? Honestly, it’s iconic. And don’t get me started on the cherry beret. This outfit is an outfit blatantly out of a fashion editorial that you can wear whatever your city day or a fancy weekend plans may be.

fall outfits with boots 2025 Parisian Pop With a Modern Twist
The pieces here are ultra-smart. Faux leather pants afford you the structure and a light edge in an uncommitted manner as compared to full leather. That coat is timeless—it dresses up everything. And the boots? The color pulls it all together. I am always surprised how red boots look high quality and not costume-like there is the trick red boot loves to feel too, and this is achieved by matte texture and well-groomed and elegant toe.

I almost reinvented a similar style to attend a museum date in San Francisco, and I felt very artistic and very comfy. Bonus: When you go bold with accents like this, everyone will be under the impression that you have done much more than what you have.

The next time, either I could switch the black bag with a small pearl clutch or even wear some bold gold earrings, just so that I can be more glamorous. But even without that? This look is already major.

Executive Bold With Fierce Prints

Power dressing takes a cozy turn here. This is for the woman who runs the room, whether it’s a board meeting or brunch with friends. The fitted charcoal blazer on top of a leopard blouse and the same-colored boots? It’s rich, confident, and completely ageless. This should be the one you have pinned to the initial position of your moodboard when you are stocking up falls outfits with boots to wear in work.

fall outfits with boots 2025 Executive Bold With Fierce Prints
These boots are different they are fitted and the surface of these boots matches well with the blouse and the bag thus giving the visual effect of a straight line making the body look longer. The dark pants put the entire outfit into context and doesn t overshadow the print. I also like how the gold Gucci belt neutralizes the color story a bit but still does not break it without adding too much sleekness and glamour.

This manner (of dress) reminds me of a quote by Jenna Lyons, who said, when there is a major print you are inclined towards wearing, then just do it. And that’s exactly what’s happening here. It’s fierce, but not loud. Elevated, but wearable. It is perfect even on plus size or petite figures by making proportional changes.

To cherry on the cake, I would recommend a dark red lipstick and little accessory jewelry. Let the leopard do the talking.

Warm Earthy Tones for Everyday Ease

This is fall simplicity at its best. The rust-colored balloon-sleeve blouse tucked into dark high-rise skinny jeans, and accompanied by suede ankle boots, which also are brown but of soft material. It’s comfy, cute, and looks pulled together without overthinking. I know I would just sit down and burn a candle in a pumpkin and make some cinnamon-based treat.

fall outfits with boots 2025 Warm Earthy Tones for Everyday Ease
Everything here is about softness—visually and literally. The blouse is free and flowing and does not tighten on the waist. The jeans are also producing a very body-defining silhouette, and the boots complete the look by providing a heel, which is walkable and has a warm and friendly feel. This is the style, which looks good on plus size, petites and in-betweens.

I have put on a variation of this to get errands done, see friends and even hold a not so formal work call. It feels put together but low-pressure. And it can be easily dressed up, by exchanging the boots of heels, or by a wool hat.

In the fall, I could layer this outfit with a plaid wrap or a cardigan that is thick knitted. Layers are the best, when temperatures begin to drop.

Tailored Neutral With a Sultry Finish

This one’s got main-character energy. A mini as a dress made out of a belted blazer layered on top of a black turtleneck coupled with an over-the-knee boot? It’s sleek, elevated, and subtly dramatic. The dusty shade makes it elegant yet the shape of fitted body makes it all sexy. This would be the one I would take when I had to assemble an outfit to go out on a date or to have some drinks.

fall outfits with boots 2025 Tailored Neutral With a Sultry Finish
The boots, that one was over-the-knee high, actually makes the legs look long, add sheer tights and you have a leggy effect. And the blazer-dress hybrid keeps things sculpted and confident. What makes this outfit shine is its simplicity. Each piece is a statement, but nothing competes. So, it is black, and, being neutral, you can re-use the basic items a number of ways.

I have experimented with this type of dressing at a networking dinner in late fall and was strong and feminine at the same time. There are not so many outfits which can do it without making too much effort, but this one does it perfectly.

At my second attempt to style this I would add a mini classic-shaped bag in crocodile pattern, or even an old-style watch to give it some vintage accents.

Floral Flirtation in Fall Neutrals

This appearance is a kind of a gorgeous contradiction: girlish, sexy and somewhat rascally. The micro floral dress in rust tone with its tall boots in black patent looks like a romantic reference to the 70s, yet it is absolutely in the present. It is an ideal fall ensemble with boots to wear when you feel like taming down your style and still be in style.

fall outfits with boots 2025 Floral Flirtation in Fall Neutrals
The dress is very fluid but the high-shine boots help it to be rooted on the ground. The opposition between liquid fabric and shine texture is so pleasant to look at. The high-slit and long-sleeved combination is also a great outfit when you cover more, but still, have that ankle-length silhouette. It works best on days when it is cool but you still want to display a bit of skin.

I even replicated this style using a used dress that I found in a charity store and contemporary boots and it felt as though I was walking into a romantic movie set. The cool part? It is easy to transform day into night by using only lipstick.

As a finishing touch, I would give it a cropped jacket made of leather or suede, possibly a chain strap bag that may seem also edgy. It goes to those days when you wish to feel nice however mighty.

Pumpkin Spice Mood With a Modern Western Touch

A fall roundup cannot be complete without an orange-colored dress in the most appropriate way. This waist-cinched midi, with a well-designed wide belt straightens out my posture and makes me want to take my time when walking along cobblestone houses just to feel the squeak of crunching leaves beneath my steps. It looks like fall magic in an outfit-well, quite easily modest, extremely comfortable and, above all, Instagrammable.

fall outfits with boots 2025 Pumpkin Spice Mood With a Modern Western Touch
It is movement and structure that has made this look so wearable. The figure hugging belt brings a definition yet the flowy dress is comfy and can fit anybody. The boots are the basis of the outfit, but they do not promote the overstuffing look, which makes them ideal not only on long walks or Sunday markets but also in casual work environments when it is complemented with a cropped jacket.

I got this kind of thing once to a harvest-festival, and three ladies came up–there were shopping–to ask what backing I had to my hat; and one man came by and simply remarked, “Wow.” It is the type of ensemble, which makes you feel like you got right in the season. This proves to be correct when Stylist Tan France once commented that a cinched waist and a midi hem are the best combination in a transitional dressing.

To take it a step higher, I would replace the hat with a stiff fedora and a red-colored lipstick to make it slightly dramatic.

Wine Tones and Wild Prints for Café Days

The combination of burgundy and leopard is the pair that I did not know was missing in my life until today. This look is pure fall indulgence. The sweater was an expensive knit which had been pushed into a silk animal print skirt, held together by scrunched leather boots in deep wine. It’s relaxed yet daring, subtle yet statement-making. In a nutshell, it is what you would obviously want to slide on when taking a PSL and watching people in the downtown.

fall outfits with boots 2025 Wine Tones and Wild Prints for Café Days
The mix of textures makes this outfit sing. This is balanced by the sheer satininess of that skirt against the softness of the sweater and those boots are very solid with their soft slouch. In addition, the color scheme is fall in fabric form, rich, warm, and multi-dimensional. In case you are a skirts fan but always do not know the way to wear them when it is cold, this combination is what you require.

I have one of my girl friends who wore something akin to this at a casual Friday at the workplace and was the recipient of compliments all through the day. It’s bold, but grounded. And by the report of Glamour According to fall, so burgundy is among the anchor colours of 2025- an exalted substitute of the colour black.

Should I be remixing this; I would include the gold hoops and the chocolate brown trench to convert it into an evening look.

Playful Structure With City Cool Energy

This one is in favour of the woman with no-nonsense tendencies but still wants to flirt about. It is a big taupe knit, a black high-waist skirt, semi-sheer tights and tower-like platform boots- the outfit is loud and clear and by all means trend-seeking. It is also an indication that you do not require lots of pieces in order to give a powerful statement. This outfit is suitable in the morning, dinner, or well, walking around and making yourself feel like a million bucks in the apartment.

fall outfits with boots 2025 Playful Structure With City Cool Energy
The difference between the bulky pull-over and the slim mini is what makes this feeling new. The belt adds definition and ties everything together. These boots, though—they’re the moment. Tall, confident, and definitely high heels, they elevate the entire vibe (literally and stylistically). Or you could wear them over leggings which would be beautiful also, in case you wanted to feminise the look.

To me, I adore the way this type of outfit suits any body shapes. You can go plus size, petit, and tall just, the volume and height of the boots should be the same. It’s adaptable but far from boring.

The next time I would add a faux leather jacket to this and term it night-out. Perhaps even a chain-strap mini bag and layered gold necklaces will really complete the cool-girl look.

That is it then, 23 fall 2025 outfits with boots, purposefully, creatively, and the right amount of attitude. Whether it is cosy separates to posh statement coat, skirts to cropped jeans and plus size comfort to high-heels edge there is nothing that is not empowering about these outfits. They are designed in real life, real body and real falls.

The beauty of the fall style is in the contrasting: soft knits and the bold leather, classic neutrals and burning reds, and boots which overall this style of the fall season brings. Wanting to dress to face the early morning crisp air or you simply needed a little bit of additional fashion inspiration to update the dejected work wardrobe, I hope this list made your Pinterest boards more interesting and your fashion heart a little happier.

What will your next favorite look be? Let me know—maybe it’s already in this list

Ivina Oleksandra

Ivina Oleksandra is the creator of Trevalix, a fun and casual fashion, beauty, and style blog. She’s a self-confessed style nerd (not a professional stylist!) who shares outfits, makeup tips, and lifestyle tidbits purely out of love for the subject. Ivina enjoys experimenting with trends and encouraging others to have fun with their personal style – all while keeping it real and relatable.

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