10 Fall Outfits with Beanies for Windy Days

Autumn Fashion

Autumn is finally here, bringing with it a welcome return to layered dressing and warm drinks. It’s the perfect time to pull out those beanies we’ve all been missing. Whether you’re going for a relaxed street style, a cozy coffee date, or a long walk, a beanie is the perfect accessory to keep you warm and elevate any look.

In this post, I’m showcasing ten of my favorite fall outfits, all featuring a stylish beanie. Each look is comfortable, cute, and simple to put together, offering inspiration for every kind of fall day. From casual hoodies to more sophisticated coats, you’ll find easy-to-copy ideas that work for any occasion.

Fall Outfits with Beanies

1. Coffee & Cozy Vibes

This outfit feels like a warm hug on a chilly morning, perfect for those slow fall walks when you’re holding a hot coffee. The oversized beige sweater is soft and comfy, while the high-waisted mom jeans give it that relaxed but cool vibe. The light beanie perfectly matches the sweater, adding to the cozy, put-together feel of the look.

This is your go-to “weekend uniform” for grabbing a latte and feeling cute while doing nothing much. The classic white sneakers keep the look casual and fresh, making it effortless to wear for a stroll through crunchy leaves or a relaxed chat with a friend.

Recreate the look:

  • Oversized Knit Sweater in Beige
  • High-Waisted Mom Jeans
  • Classic White Sneakers

2. Parisian Fall Mood

Say hello to fall in the city with this chic and slightly sassy outfit. A fitted black turtleneck makes you look instantly elegant, while the plaid mini skirt adds a playful, youthful touch. The sheer tights and black patent ankle boots give it that confident “I know what I’m doing” energy, perfect for navigating city streets.

Topped with a dark green beanie, this look is ideal for meeting friends at a café, visiting a gallery, or simply pretending you’re the star of a French movie. It’s a sophisticated yet fun ensemble that captures the crisp, stylish essence of autumn in an urban setting.

Recreate the look:

  • Black Ribbed Turtleneck
  • Checkered Mini Skirt
  • Black Patent Ankle Boots

3. Monochrome But Make It Fall

This outfit is all about warm tones and smart layering, making you look like a true fall fashion pro. The camel tailored coat is the centerpiece, bringing a sense of timeless elegance, while the brown faux leather pants add a modern, edgy contrast. A cozy beige sweater peeks out, providing extra warmth and texture to the look.

The entire outfit is calm, collected, and perfect for a relaxed park stroll or sitting on a bench to watch the leaves fall. The coordinating beanie pulls all the warm tones together, creating a harmonious and stylish look from head to toe.

Recreate the look:

  • Camel Tailored Coat
  • Chunky Knit Sweater
  • Faux Leather Pants in Brown

4. Weekend Market Wander

If your perfect Sunday includes buying fresh flowers and a croissant or two, this one’s for you. The mustard yellow beanie brings a cheerful pop of color that stands out beautifully against the rest of the outfit. An oversized denim jacket keeps things laid-back and adds a classic layer of comfort.

Olive cargo pants are both comfy and cute, and the lace-up boots ensure you’re ready for anything, even surprise rain. A simple striped tee adds a soft, casual touch underneath. This look is a little playful, a little practical, and very “fall girl on the go.”

Recreate the look:

  • Oversized Denim Jacket
  • Mustard Yellow Beanie
  • Cargo Trousers in Olive

5. Lazy Day Luxe

This outfit proves that comfort doesn’t mean boring. A matching light beige hoodie and sweatpants set is the definition of cozy, while the fun text on the hoodie adds a stylish little detail. The look is effortless and perfect for a truly relaxed day.

Chunky sneakers give a sporty touch, and a knit beanie keeps you warm and cute. Whether you’re running quick errands, walking the dog, or just heading to the couch for a movie marathon, this is the outfit you’ll want to live in all season.

Recreate the look:

  • Cozy Fall Hoodie in Beige
  • Matching Jogger Sweatpants
  • Retro-Style Sneakers

6. Cool Girl Energy

This look screams confidence with a hint of “don’t mess with me” (in a fun way). A graphic tee and oversized black denim jacket give off cool rockstar vibes, while the grey jeans and chunky combat boots keep the look grounded. This outfit is the perfect blend of edgy and casual, ready for a day of urban exploration or a weekend concert.

The cherry red beanie adds that bold splash of color—because why not make fall a little louder? This is an outfit for showing the world that you’ve got style and attitude, perfect for rainy alley walks or just owning the streets.

Recreate the look:

  • Oversized Black Denim Jacket
  • Chunky Combat Boots
  • Graphic T-shirt
  • Grey Jeans

7. Pumpkin Spice Chic

Hello, autumn queen! This outfit is fall in dress form, effortlessly stylish and super comfy. A ribbed knit midi dress in a burnt orange color hugs just enough without being too much. A classic beige trench coat adds a layer of timeless elegance, and the matching brown knee-high suede boots take the whole look to a pumpkin patch level of perfection.

The brown beanie is the cherry on top, pulling all the warm tones together. Wear this to brunch, a fall date, or your next cozy city stroll; it’s a look that’s both polished and perfectly suited for the season.

Recreate the look:

  • Ribbed Knit Midi Dress
  • Lightweight Trench Coat
  • Knee-High Suede Boots

8. Forest Walk Ready

If you’re heading into the woods for a long autumn walk, this is your go-to look. The checked flannel shirt, black leggings, and sturdy waterproof hiking boots say “yes, I’m outdoorsy” but with a fashionable twist. The hooded parka jacket keeps you warm and protected from the elements, while the dark red beanie adds a pop of color.

This outfit is all about staying comfortable and moving freely, perfect for navigating those leaf-covered paths and breathing in the fresh forest air. It’s the ideal blend of practical outdoor gear and casual autumn style.

Recreate the look:

  • Hooded Parka Jacket
  • Flannel Shirt in Green
  • Waterproof Hiking Boots

9. Chilled Mornings, Warm Vibes

This look is a bit cheeky and totally relaxed. An oversized hoodie and biker shorts are the definition of lazy day comfort, and the addition of socks and sandals proves you’re living your best “I just rolled out of bed but still look cute” life. The cozy green beanie adds a pop of color, making the look feel intentional and fun.

This is the perfect outfit for early coffee runs, lazy Sundays, or sitting on your stoop to watch the world go by. It’s an easy, comfortable, and stylish ensemble that embraces the relaxed side of fall fashion.

Recreate the look:

  • Oversized Hoodie in Charcoal
  • Stretch Biker Shorts
  • Buckle Sandals with Socks

10. City Walk in Style

Sometimes the simplest looks are the most elegant, and this outfit proves it. A long wool blend coat in navy paired with a white turtleneck and dark trousers keeps things clean and timeless. The soft grey beanie adds just the right touch of softness, contrasting the coat’s structured lines.

This look is polished without trying too hard, making it perfect for a river walk, a coffee by the bridge, or exploring the city as the leaves turn golden. It’s a chic and minimalist ensemble that perfectly captures the sophisticated feel of autumn in the city.

Recreate the look:

  • Wool Blend Coat in Navy
  • Soft Knit Turtleneck
  • Slim-Fit Dark Trousers