What To Wear In Fall

Fall is finally here, and honestly, it’s one of the best seasons to dress up for. The crisp mornings, cozy evenings, and everything in between give you the perfect excuse to layer, accessorize, and play with textures. I love how the weather shifts just enough to let you still wear lighter pieces from summer but also bring out those chunky knit sweaters and boots.

In this post, I’m rounding up some of my favorite fall outfit staples and styling tips that you’ll want to wear on repeat. Whether you’re headed to a pumpkin patch, a cozy dinner, or even planning for Thanksgiving family outfits, these picks will help you feel cute, comfy, and seasonally on point.

What to Wear in the Fall Season

Sweater Dress

Nothing says fall like a good sweater dress. Made from cozy knit fabrics like wool, cotton blends, or cashmere, sweater dresses are perfect for transitional weather. They keep you warm without feeling bulky and can be dressed up or down. I love pairing mine with knee-high boots or cowboy boots for a chic, put-together look or with sneakers if I need to be a little more casual.

Leather Jacket

A leather jacket is a timeless fall staple. Faux or genuine leather works, it’s all about finding a piece that layers easily over sweaters or dresses. It adds just the right amount of edge to your outfit and goes with literally everything, from jeans to mini and midi skirts.

Flannel Shirt

Flannel = fall vibes. These cotton or wool plaid shirts are cozy and breathable, making them perfect for pumpkin patch outings or casual weekends. Wear them buttoned up, tied around your waist, or layered under a puffer vest for a classic seasonal look. And don’t be afraid to throw on your cowboy boots with a flannel and jean combo it’s such an easy hot mess approved outfit.

Bomber Jacket

Bomber jackets are making a comeback, and they’re such a fun option for fall. With a slightly oversized fit and lightweight material, they’re perfect for layering over tees, knits, or even dresses. Go for neutral shades like tan, cream, or black for easy styling, or try a quilted bomber for extra warmth.

Jean Jacket

A classic denim jacket will never go out of style. It’s one of the most versatile pieces you can own, especially in the fall. Layer it over a sweater dress, flannel, or even a simple oversized Tshirt and jean combo. Plus, it transitions perfectly from warmer afternoons to cooler evenings.

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How To Style Fall Outfits

Cozy Casual Weekend

Think jeans, a chunky knit sweater, and cowboy boots (yes, they totally work with casual looks too!). Add a flannel tied at the waist and top with a bomber jacket for extra warmth. Accessorize with a crossbody bag and layered gold jewelry.

Pumpkin Patch Ready

A sweater dress with knee-high boots is the ultimate pumpkin patch uniform. Throw on a wide-brim hat and a jean jacket, and you’ve got a look that’s both practical and photo-ready.

Date Night Chic

Pair a silk camisole with black skinny jeans, top it with a leather jacket, and finish with cowboy boots or sleek knee-high boots. Add a bold lip color and statement earrings for an effortless date night vibe.

Thanksgiving Dinner Outfit

A flowy midi dress in earthy tones, styled with a bomber jacket, keeps you comfortable while looking festive. Add knee-high boots to balance cozy and chic. This is also the perfect time to check out our roundup of Thanksgiving family outfits to coordinate with your crew.

Country Concert Vibes

Yes, fall is the perfect time for outdoor shows too! Pair denim shorts or jeans with a flannel shirt, a jean jacket, and (no surprise) cowboy boots. For more inspo, check out my post on what to wear to a country concert - it’s full of fun outfit ideas that also double as fall staples.

Final Thoughts

Fall fashion is all about layering, cozy textures, and versatile staples that can be styled a million ways. From the classic sweater dress to flannels, bomber jackets, leather layers, and statement boots like cowboy boots or knee-high boots, these pieces will take you through pumpkin spice season, Thanksgiving, and beyond.

So the next time you’re wondering what to wear in fall, start with one of these essentials, style them your way, and make the season your runway.