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If you’ve ever left the house bundled up in a sweater and jacket only to be sweating by lunchtime, you know the struggle of dressing for this time of year. Fall brings crisp mornings, sunny afternoons, and unpredictable shifts in temperature—making it hard to figure out what to wear. That’s where layering comes in.
At Love, Olive Co., we believe fashion should be both stylish and functional. Layering is one of the easiest ways to elevate your outfit while making sure you’re comfortable all day long. The best part? You don’t need a huge wardrobe to make it work—just a few versatile pieces you can mix, match, and rotate throughout the season.
Here’s your complete guide to layering like a pro this fall.
Think of your base layer as the foundation of your outfit. This piece should be lightweight, comfortable, and flattering on its own, since it may end up being what you’re wearing once the day warms up.
Some of our favorite base options include:
Fitted tanks and bodysuits (perfect under shackets or sweaters)
Soft tees in neutral colors like white, black, or taupe
Lightweight long-sleeve tops for a little extra coverage
💡 Love Olive Co Tip: A ribbed tank or seamless bodysuit is a customer favorite because it tucks in smoothly and looks polished, even when worn solo.
This is where the magic of layering really happens. Your middle layer should be something easy to slip on and off as the temperature changes.
Go-to middle layers include:
Oversized button-ups (hello, plaid flannels!)
Cozy cardigans in neutral or fall shades
Denim jackets (always a classic)
Lightweight pullovers you can drape over your shoulders
💡 Love Olive Co Tip: A plaid button-up is the ultimate multitasker. Wear it buttoned in the morning, unbuttoned over a tank in the afternoon, or tied around your waist when the sun comes out.
Your outer layer is your “insurance policy” against chilly air. This is usually your bulkiest piece, so choose something versatile you can easily carry once it’s not needed.
Some outer layers we love for this time of year:
Shackets (a customer-favorite at Love Olive Co!)
Trench coats or utility jackets
Lightweight puffers for cooler mornings
Longline cardigans for a softer, cozier vibe
💡 Love Olive Co Tip: Outer layers don’t have to be boring. Choose textures like corduroy or plaid patterns to instantly add personality to your look.
Dresses aren’t just for summer—they’re perfect for transitional weather when layered the right way. A lightweight dress can be the ultimate base layer, giving you comfort and style without too much bulk.
Ways to layer dresses for chilly mornings and warm afternoons:
Add a Cardigan: Pair a midi dress with a chunky cardigan for a cozy morning look. Drape the cardigan over your shoulders or tie it around your waist once the day warms up.
Layer Underneath: A fitted turtleneck or long-sleeve tee under a slip dress adds warmth without taking away from the dress’s flowy look.
Throw on a Jacket: Denim jackets, shackets, and even blazers instantly transform a dress into a versatile, all-day outfit.
Pair with Boots or Sneakers: Boots add fall coziness, while sneakers keep it casual and comfy.
💡 Love Olive Co Tip: Our floral midi dresses are customer favorites this time of year because they’re easy to layer—add a denim jacket in the morning and you’ve got a complete outfit ready for any fall activity.
Overalls are one of those timeless pieces that shine in transitional weather. They’re comfortable, stylish, and practically made for layering.
How to style overalls with layers:
With a Tee or Tank: Start simple with a fitted tee or ribbed tank underneath—cool enough for the afternoon but easy to top with layers.
With a Flannel: Throw a plaid button-up over your overalls in the morning and tie it around your waist when it gets warmer.
With a Sweater: On cooler days, try layering a cropped sweater over your overalls, letting the straps peek through for a cozy, casual vibe.
With Boots or Sneakers: Just like dresses, footwear changes the entire mood—boots make the look more autumnal, while sneakers keep it playful and casual.
💡 Love Olive Co Tip: Our Dree Overalls-Light Denim overalls are a layering dream. Pair them with a long-sleeve top and ankle boots for a pumpkin-patch-ready outfit.
Accessories are the underrated heroes of layering season. They not only add warmth but also elevate your outfit from simple to styled.
Some fall layering accessories include:
Scarves (chunky knits for morning, lightweight styles for afternoon)
Wide-brim hats for a chic, effortless touch
Cozy beanies for those extra chilly starts
Jewelry like layered necklaces or stacked rings, which stay on all day
💡 Love Olive Co Tip: Try swapping heavy accessories for lighter ones as the day goes on. A blanket scarf in the morning can be folded and tucked into your tote by the afternoon.
Shoes play a bigger role in layering than you might think. The right pair balances your outfit and adapts to changing temps.
Some transitional favorites include:
Sneakers (casual, comfortable, and work with everything)
Ankle boots (perfect with jeans, dresses, and skirts)
Mules or loafers for a polished but breathable option
💡 Love Olive Co Tip: Try pairing cropped jeans with ankle boots. This keeps your outfit light enough for the afternoon but still cozy in the morning.
Fabric makes all the difference when layering. Stick with breathable, natural fabrics like cotton, linen, or jersey for your base. Save chunkier knits, wool blends, and heavier materials for outer layers. This way, you won’t overheat once the sun comes out.
💡 Love Olive Co Tip: Mixing textures—like pairing a silky tank with a chunky cardigan—adds depth to your outfit and keeps things interesting.
Beyond practicality, layering lets you maximize your wardrobe. Instead of buying completely new outfits for every temperature shift, you can rework your favorite pieces in fresh ways. A single tank top, dress, or pair of overalls can be styled three or four different ways just by swapping layers.
At Love, Olive Co., we love creating collections that give you versatile, wearable pieces you’ll reach for again and again. Our goal is to make getting dressed fun, easy, and inspiring—whether you’re headed to school drop-off, a coffee date, or a weekend trip to the pumpkin patch.
Fall weather may be unpredictable, but your outfit doesn’t have to be. With the right layering strategy, you can step out the door feeling confident, cozy, and stylish from sunrise to sunset.
Whether you’re a cardigan queen, a shacket lover, or someone who lives in dresses and overalls, layering is the secret to making your wardrobe work harder for you this season.
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