There’s so much to love about autumn: the vibrant transformation of the leaves before they fall and crunch beneath your feet, the early evenings that invite cozy nights in, and the perfect excuse to binge-watch your favorite shows. But when it comes to getting dressed, autumn poses its own set of challenges. Chilly mornings that turn into unexpectedly warm afternoons can make getting ready for work a bit of a puzzle. It’s still a little too mild for winter coats and cashmere—two easy go-to’s for a busy morning—but summer dresses no longer offer enough warmth for the commute.
Navigating this tricky transitional season, especially when you need to look polished and pulled together in a hurry, can feel overwhelming. That’s why we’ve gathered some foolproof outfit ideas to make your mornings easier and more relaxed. Keep reading for inspiration!
A PENCIL SKIRT SUIT
Forget the ‘80s Working Girl associations—skirt suits are making a stylish comeback. We love the look of a tailored skirt paired with a boxy, single-breasted blazer, topped off with a cozy sweater draped over the shoulders.
A WOOL COAT + SILK TROUSERS
A timeless and sophisticated ensemble for fall, this outfit combines a classic wool coat with a cozy roll neck sweater and luxurious silk trousers. The rich textures and neutral tones create a refined and elegant look that is perfect for a variety of occasions. The wool coat provides warmth and protection from the elements, while the roll neck adds a touch of comfort and style. The silk trousers bring a touch of elegance and sophistication to the outfit, and their smooth fabric feels wonderful against the skin.
A PANTSUIT + A QUIRKY LOAFER
If a full suit feels too formal for your taste, opt for a slimmer silhouette and pair it with an unexpected shoe. We adore Miu Miu’s textured suede loafers, which will only improve with wear.
WAISTCOAT + TAILORED WIDE LEG TROUSERS
Waistcoats are here to stay and remain a major trend for autumn and winter. Monochrome will always hold a spot in my wardrobe, but if you’re looking to add a splash of color, try layering a cashmere roll neck underneath or throwing on an oversized blazer for a seasonal twist.
A COLUMN SKIRT + A CARDIGAN
A leather column skirt can easily serve as a staple for a night out, but it’s also office-appropriate when styled with a cute cardigan. Pair it with chunky heels or ballet flats and a simple white T-shirt for a chic, professional look.
BLAZER + LONG-SLEEVE TEE
While a black blazer is a classic choice for the office, pairing it with a white skirt adds a refreshing twist. Just throw on some tights and boots when the weather begins to cool down.
A SHIRTDRESS + KITTEN HEELS
Toteme’s artistic take on the kitten heel is sure to be a must-have accessory this fall. We love how it effortlessly blends humor and elegance, especially when paired with a shirtdress and trench coat.
LEATHER TRENCH + TAILORED TROUSERS
Some offices encourage bolder fashion choices—if yours is one of them, opt for a striking leather trench coat that you can easily throw on in a hurry. It’s a look that requires minimal effort but delivers maximum style.
A COLLARLESS BLAZER + WIDE-LEG TROUSERS
Collarless blazers are trending this fall, and it’s easy to see why. They offer a softer, more feminine touch compared to traditional blazers while still maintaining an air of polish and professionalism. Pair yours with wide-leg trousers and a simple knit for a chic ensemble.
POPLIN SKIRT + CROPPED TRENCH
A full cotton skirt is a timeless choice for a smart outfit. Experiment with proportions by choosing a cropped trench with minimal detailing to achieve a polished appearance.
A LONG SLEEVE MIDI DRESS + WHITE PUMPS
Whenever you’re feeling stuck on what to wear, a simple, chic midi dress is an effortless solution. Maintain a monochromatic look by pairing it with off-white pumps and a black leather blazer.
STRIPED JUMPER + DOUBLE PLEAT TROUSERS
Let’s be honest—comfort is essential for an eight-hour workday. You can still achieve a sophisticated look with relaxed separates, but do yourself a favor: reserve heels for when you’ll be sitting at a desk.
BOXY BLAZER + LONG TAILORED SHORTS
If you work in a more casual environment, choose stylish pieces that keep you comfortable from 9 to 5. Impeccable tailoring can make an item feel elevated and expensive; consider opting for longer shorts to achieve a more office-appropriate look.
A FULL SKIRT + A POLO KNIT
Skirts and sweaters were a standout trend on the streets of Milan Fashion Week, and it’s no surprise. This versatile combination is perfect for transitional dressing, effortlessly blending style and comfort.
A BIG BUTTON-UP + A BIG SUEDE TOTE
Oversized suede totes are the must-have bag of the season. Pair yours with a roomy button-up and relaxed trousers for an effortless yet polished look that’s perfect for when you’re getting ready in a hurry.
CONCLUSION
As we’ve seen, fall offers a plethora of opportunities to express your personal style while staying warm and comfortable. From cozy knitwear to chic blazers and trendy accessories, there’s something for everyone. By incorporating these 15 amazing fall outfit ideas into your wardrobe, you can confidently navigate the changing seasons and make a stylish statement at work. So, embrace the autumnal hues, experiment with different textures, and let your unique style shine through.
22 BEST HEELS IN THE WINTER YOU DON’T WANT TO MISS
Winter doesn’t mean sacrificing style for safety. You can absolutely create your own winter style with long black coats, a pair of thermal leggings, and a pair of warm heels. Who says you can’t strut your stuff in gorgeous heels even when the weather turns miserable? This season, harness the power of practical fashion with heels that are both on-trend and winter-ready. Get ready to conquer icy sidewalks and snow-covered roads with confidence and grace. Here’s a guide to the top 22 heels that will help you look fierce and feel great all winter long!
HOW TO CHOOSE THE RIGHT HEELS IN THE WINTER
While the idea of rocking heels in winter might conjure up images of slipping on black ice, fear not! With the right approach, you can conquer the cold weather in style and comfort. Here’s what to consider when selecting your perfect winter heels:
Prioritize Stability: Forget the stilettos for now. Opt for sturdier heels like block heels or wedges. These provide a wider base for better traction, keeping you steady on snowy or slick surfaces.
Embrace Ankle Boots: Ankle boots are your winter heel BFFs. They offer warmth for your ankles and come in a variety of heel heights and styles to suit your taste. Look for booties with chunky or platform soles for extra stability and a touch of edgy flair.
Material Matters: Leather and suede are classic choices for winter heels. They offer durability, water resistance, and some insulation for your feet. Consider a waterproof treatment for added protection against wet weather.
Heel Height Matters: When it comes to height, practicality is key. Lower heels (think 2 inches or less) are a safer option for navigating wintery conditions. You can still achieve a touch of elegance without sacrificing stability.
20 BEST WINTER HEELS IN THE WINTER FOR WOMEN
BY FAR ESTE 25MM SQUARE TOE ANKLE BOOTS
Does the BY FAR Este 25mm square toe ankle boot tick all the boxes for your ideal winter heel? Crafted from supple leather, these boots offer a sleek silhouette and a close, comfortable fit. The 25mm block heel provides stability and a touch of height, making them perfect for conquering winter sidewalks. Plus, the square toe adds a modern edge to the overall look.
If you’re a fan of a clean, minimal aesthetic, the Este boot’s design will surely appeal to you. They pair effortlessly with a variety of winter looks, from skirts and dresses to cropped pants and jeans. Just keep in mind that while the leather offers some water resistance, you might want to consider a protectant spray for extra defense against snow and slush.
STAUD GIA KNEE-HIGH BOOTS
The STAUD Gia Knee-High Boots are a perfect blend of style and sophistication, designed to elevate any winter wardrobe. Crafted from high-quality leather, these boots feature a sleek, streamlined silhouette that hugs the contours of the leg, providing a flattering and elongating effect. The pointed toe and sturdy block heel add a modern touch, making them versatile enough to pair with both casual and dressy outfits. Inside, a soft lining ensures comfort for all-day wear, while the side zip closure allows for easy on and off. The STAUD Gia Knee-High Boots are not only a fashion statement but also a functional choice for navigating cold weather in style.
PARIS TEXAS CHAIN REACTION KNEE-HIGH BOOTS
Paris Texas Chain Reaction knee-high boots are a statement piece known for their bold design and undeniable coolness. They likely feature the brand’s signature chain detail, which could be wrapped around the ankle or incorporated into the heel. Made with high-quality materials like leather, these boots are an investment piece. Reviews suggest they may run a bit small, so consider sizing up for comfort. If you’re looking for a head-turning boot that elevates any outfit, the Paris Texas Chain Reaction knee-high boot might be the perfect fit. For further insight and styling inspiration, you can check out YouTube videos featuring these boots [YouTube Paris Texas knee high boots].
SAM EDELMAN IRIE BOOTIE
The Sam Edelman Irie Bootie is a stylish and modern take on the classic ankle bootie. It features a unique square-toe design that adds a touch of edge to any outfit. The bootie also sits on a slim block heel, which is comfortable enough to wear all day long.
Sam Edelman offers two versions of the Irie Bootie: a taller version with a heel height of around 3.1 inches and a shorter version with a heel height of around 7.9 cm. Both booties are made with either leather or synthetic upper materials and have a synthetic lining and sole.
These booties are a versatile option that can be dressed up or down. They look great with jeans and a T-shirt for a casual look, or with a skirt or dress for a more dressed-up outfit. They come in a variety of colors to suit your style, so you can find the perfect pair to add to your wardrobe.
BOTTEGA VENETA STRETCH-KNIT ANKLE BOOTS
Bottega Veneta’s Stretch-Knit Ankle Boots offer a sleek and contemporary silhouette. Crafted from a stretchy knit fabric, these boots provide a comfortable, sock-like fit that hugs your ankle and calf. The knit material allows for flexibility and ease of movement, making them ideal for all-day wear.
Unlike traditional boots, Bottega Veneta’s stretch-knit version prioritizes comfort over structure. You likely won’t find details like zippers or laces; instead, the focus is on a streamlined, minimalist aesthetic. These boots pair well with a variety of looks, from skinny jeans and a dress to a flowy midi skirt. While information on specific heel heights is limited, they likely come in a flat or low-heeled option for a modern, effortless vibe. Since Bottega Veneta is a luxury brand, expect a high price point for these designer boots.
TONY BIANCO FANTASY BUTTER NAPPA 8CM CALF BOOTS
The Tony Bianco Fantasy Butter Nappa 8cm Calf Boots combine on-trend design with luxurious materials. Made from buttery soft nappa leather, these boots offer a comfortable and stylish option for fall and winter wear. The 8cm heel adds a touch of height without sacrificing comfort, thanks to the likely hourglass shape that provides stability.
Standing out from the crowd, the Fantasy boots boast a unique silhouette. They feature a slouchy fit at the calf for a relaxed feel, while the squared toe adds a modern edge. An inner zipper allows for easy on-and-off wear, making them perfect for busy days on the go. Pair them with midi skirts, skinny jeans, or even dresses for a versatile and effortlessly chic look.
KHAITE THE CHELSEA BOOT
Khaite’s Chelsea boot doesn’t have a single signature style, but rather offers a range of interpretations on the classic Chelsea silhouette. Made with high-quality materials like suede or leather, these boots prioritize both style and durability. They come in various shaft heights, from ankle booties to mid-calf styles, allowing you to choose the coverage that best suits your taste. Heel options likely range from flats to block heels, offering versatility in both look and comfort. While details may vary, some Khaite Chelseas might feature a Cuban heel for a western touch or a square toe for a modern twist. No matter the specific design, Khaite Chelsea boots are known for their minimalist aesthetic and ability to elevate any outfit from casual to polished. You can find more information about specific styles and sizing on the Khaite website [Khaite boots].
ZARA ZIPPERED HEELED ANKLE BOOTS
Zara’s Zipped Leather Heeled Ankle Boots offer a classic and versatile option for adding some height and style to your wardrobe. Crafted from leather, these boots provide a polished look and likely come in a variety of colors to suit your taste. A side zipper allows for easy on and off, while the pointed toe adds a touch of sophistication.
Heel height is likely around 3 inches, offering a comfortable boost that can elongate your legs. Given Zara’s range of footwear, these boots could also come in a flat or block heel version for those seeking a more casual or stable option. Without specific details on materials or construction, keep in mind that Zara shoes tend to be more budget-friendly and may prioritize trendiness over long-lasting quality. However, they’re a great choice for a fashionable and affordable way to elevate your fall and winter looks.
LOEFFLER RANDALL LILI LIFT BOOTIE
Loeffler Randall’s Lili Lift Bootie is a stylish and functional option for adding a touch of height to your outfit. It features a sleek silhouette with a likely close-fitting ankle and a mid-calf shaft height. The key detail is the “lift” – this likely refers to a hidden platform sole that provides a boost in height without sacrificing comfort. While heel heights can vary, they likely range from a low kitten heel to a manageable mid-heel, making them walkable for extended periods.
Loeffler Randall is known for their use of quality materials and unexpected details. The Lili Lift Bootie could be crafted from smooth leather, buttery suede, or even croc-printed finishes. Some variations might feature embellishments like buckles or fringe, adding a touch of personality to the boot. Overall, the Lili Lift Bootie is a versatile option that can be dressed up or down, depending on the occasion.
FREE PEOPLE ROCKY SLOUCH BOOTS
Free People’s Rocky Slouch Boots offer a laid-back, yet modern take on the classic tall boot. Crafted from 100% leather, these boots prioritize comfort with a slouchy fit around the calf. This creates a relaxed, bohemian vibe that complements Free People’s overall aesthetic. Despite the slouch, the boot retains structure with a minimalist design and a skinny flared heel for a touch of height and subtle sophistication.
Available on the Free People website [Free People Rocky Slouch Boots], these boots are likely suited for fall and winter wear, keeping your legs warm and stylish. While specific details on color variations might be limited, Free People offers a wide range of colors and textures across their clothing lines, so you can likely find a version of the Rocky Slouch Boot that suits your taste.
SAINT LAURENT NIKI 105 BOOT
Saint Laurent’s Niki 105 boot embodies the brand’s signature blend of Parisian chic and edgy sensuality. Made in Italy from luxurious materials like smooth or supple lamb leather, these boots boast a timeless over-the-knee silhouette. Standing out from similar styles, the Niki 105 features a comfortable slouch that can be scrunched down for a more relaxed look or worn straight for a more commanding presence.
A key feature is the 105mm curved heel. This height adds leg-lengthening power without sacrificing stability thanks to the likely curved design. Overall, the Saint Laurent Niki 105 boot is an investment piece designed to turn heads and elevate any outfit. Expect a high price point due to the designer label and premium materials.
STUART WEITZMAN LOWLAND CHELSEA BOOT
The Stuart Weitzman Lowland Chelsea Boot offers a sleek and sophisticated take on a timeless style. Crafted from signature Stuart Weitzman stretch suede, these boots combine a chic silhouette with exceptional comfort. The supple suede is treated for durability and features Lycra backing for a flexible, sock-like fit that molds to your leg.
Unlike traditional Chelsea boots, the Lowland ditches the laces for a clean, pull-on design with a functional side zipper for easy on and off. The shaft height sits just above the ankle, making them a versatile option for year-round wear. A subtle almond toe adds a touch of modern polish, while the flat block heel offers stability and allows for comfortable wear throughout the day.
Available in a variety of neutral and seasonal colors, the Stuart Weitzman Lowland Chelsea Boot pairs effortlessly with jeans and dresses alike. They’re a great choice for anyone seeking a timeless boot that combines both style and comfort.
VINCE CAMUTO QUINDELE POINTED TOE BOOTIE
The Vince Camuto Quindele Pointed Toe Bootie is a versatile and stylish option for fall and winter wear. It features a chic mid-calf shaft height that hits just below the knee, creating a flattering silhouette that elongates the legs. The key design element is the pointed toe, which adds a touch of sophistication and pairs well with a variety of outfits.
Made from luxurious materials like leather or buttery suede, the Quindele bootie offers comfort and durability. A slight curve at the topline adds a touch of feminine detail, while the interior zipper allows for easy on and off wear. The heel is likely a manageable kitten heel, around 2.2 inches high, providing a slight lift without compromising comfort.
Overall, the Vince Camuto Quindele Pointed Toe Bootie is a great choice for anyone seeking a stylish and wearable boot that can be dressed up or down. It’s available in a variety of colors to suit your taste, so you can find the perfect pair to add to your fall and winter wardrobe.
AMINA MUADDI CRISTINA PLATFORM PUMPS
Amina Muaddi’s Cristina Platform Pumps are a statement shoe designed to turn heads. They likely feature a dramatic platform sole and a high heel, adding significant height and a fashion-forward look. The platform itself could come in various materials like cork or resin, often incorporating unique textures or pops of color.
Made with high-quality materials like satin or nappa leather, the Cristina pumps prioritize both style and comfort, despite the height. The signature detail of Amina Muaddi footwear is the curved heel, which adds a sculptural element and ergonomic design for stability. While comfort is considered, these pumps are likely best suited for special occasions or fashion statements due to their dramatic platform and height.
MANGO BLOCK ANKLE BOOTS WITH SQUARE TOE
Mango’s Block Ankle Boots with Square Toe offer a modern and on-trend update to the classic ankle bootie. They feature a chunky block heel, likely around 7 cm high, for a touch of height and stability. The square toe adds a distinctive edge, making them a departure from the traditional rounded toe silhouette.
Made from a combination of materials, typically polyurethane with a touch of polyester, these boots prioritize affordability without sacrificing style. A side zipper allows for easy on and off wear, while the overall silhouette creates a clean and polished look. Available in black, the Mango Block Ankle Boots with Square Toe are a versatile option that can be dressed up or down. They pair well with jeans and a leather jacket for a casual look, or with a skirt or dress for a more elevated outfit.
VICENZA FRIDAY FEVER HEEL BOOTS
The Vicenza Friday Fever Heel Boots were a collaboration between Free People and Vicenza. While no longer available new from Free People, these knee-high boots were a popular choice for those seeking a statement piece. They likely featured a textured croc material that added a touch of edgy personality.
Details on the specific heel height and materials are difficult to find since the product is discontinued. However, based on available information, the Friday Fever Heel Boots likely had a curved heel for a balance of style and comfort. Since they were a Free People collaboration, they were likely made with quality materials and offered a unique twist on a classic knee-high boot silhouette. If you’re looking for pre-owned options, searching online marketplaces like Poshmark or eBay might be your best bet for finding this discontinued boot.
JEFFREY CAMPBELL ESTELLA POINTED TOE SLINGBACK PUMP
The Jeffrey Campbell Estella Pointed Toe Slingback Pump is a versatile and stylish choice for adding a touch of sophistication to your outfit. It features a classic pointed toe that elongates the leg and a flattering slingback strap that allows for easy wear and a secure fit. The heel height likely falls somewhere in the mid-range, between 2.5 to 3.5 inches, offering a comfortable boost in height without sacrificing stability.
Made from materials like leather or suede, the Estella pump prioritizes both style and durability. Since Jeffrey Campbell is known for its fashion-forward designs, the Estella might come in a variety of colors or textures to suit your taste. It’s a great choice for work, dressier outings, or even a night out on the town. You can find more information and potentially see the current styles offered on the Jeffrey Campbell website [Jeffrey Campbell Estella].
PRADA MONOLITH PLATFORM CHELSEA BOOT
Prada’s Monolith Platform Chelsea Boot combines the heritage of the classic Chelsea boot with a bold, contemporary twist. Crafted from smooth calfskin leather, these boots offer a luxurious feel and a timeless silhouette. The key feature is the chunky platform sole, a signature detail of the Prada Monolith line. This sole adds height and a fashion-forward look while maintaining stability thanks to its likely lugged tread design.
Unlike traditional Chelseas, the Monolith version ditches the laces and features elasticated side gussets for a comfortable, pull-on fit. The gussets often retain the signature Prada triangle logo for a touch of brand recognition. Overall, the Prada Monolith Platform Chelsea Boot is a statement piece that elevates any outfit, from jeans and a t-shirt for a dressed-down look to a skirt or dress for a more formal occasion. Expect a high price point due to the designer label and premium materials.
SAM EDELMAN BIANKA SLINGBACK PUMP
The Sam Edelman Bianka Slingback Pump is a minimalist and chic choice that offers timeless style. With a small, walkable heel of around 2.4 inches, it prioritizes comfort without sacrificing sophistication. The adjustable slingback strap allows for a secure fit and accommodates narrow or wide feet.
Made from various materials like leather, fabric, or synthetics, the Bianka comes in a variety of colors to suit your taste. From classic black or brown to bold pops of color, you can find a version that complements your wardrobe. Sam Edelman is known for its quality craftsmanship at an accessible price point, making the Bianka Slingback Pump a versatile and affordable option. It can be dressed up for work or special occasions, or dressed down for a more casual look.
AEYDE MELIA LEATHER POINT-TOE PUMPS
Aeyde’s Melia Leather Point-Toe Pumps offer a perfect blend of comfort and style. Crafted from soft nappa leather, these pumps mold to the shape of your feet for a luxurious feel that won’t leave you wincing at the end of the day. The silhouette is defined by a sharp point-toe, a timeless design that adds a touch of sophistication to any outfit.
A key feature is the low, 35mm heel. This kitten heel strikes a balance between providing a slight lift and remaining incredibly comfortable for all-day wear. The Melia pumps also feature a slender buckle strap that wraps around the ankle, adding a touch of detail and ensuring a secure fit. Overall, these Aeyde pumps are a versatile choice that can be dressed up or down. They pair well with cropped tailoring for a polished work look or elevate a casual outfit of jeans and a tee.
MADEWELL THE DIMES KITTEN-HEEL BOOT
Madewell’s The Dimes Kitten-Heel Boot is a chic and versatile option for fall and winter wear. It features a sleek silhouette with a straight shaft that likely hits at the ankle or just above. The key detail is the kitten heel, which is typically under 3 inches tall. This provides a touch of lift and elongates the leg without sacrificing comfort, making them ideal for all-day wear.
Madewell offers The Dimes in two versions: a smooth leather version for a more polished look and a crinkled leather version that adds a touch of personality. Both options prioritize comfort with a soft, flexible build. The boots come in a variety of neutral colors to complement different styles, and a side zipper allows for easy on and off wear. Overall, Madewell’s The Dimes Kitten-Heel Boot is a great choice for anyone seeking a comfortable and stylish boot that can be dressed up or down.
MANGO ROUND-TOE LEATHER BOOTS
Mango’s Round-Toe Leather Boots offer a classic and versatile option for fall and winter wardrobes. Crafted from genuine bovine leather, these boots prioritize quality and durability. The round toe adds a timeless touch, while the silhouette likely features a straight shaft that hits at the ankle or calf-height depending on your preference.
A rectangular heel provides a stable base and likely comes in a mid-range height, around 3-5 inches, for a comfortable lift. For easy on and off wear, the boots feature a side zip closure. Offered in a variety of colors like black or brown, Mango’s Round-Toe Leather Boots are a great choice for everyday wear. They pair well with jeans and a sweater for a casual look or can be dressed up with a skirt or dress.
CONCLUSION
So ditch the notion that winter means sacrificing style for practicality. With the right approach, you can conquer the cold weather in fabulous footwear. Whether you prefer a sleek ankle boot or a statement platform pump, there’s a winter heel out there that’s both functional and fashion-forward. Embrace the elements with confidence and style!
