5 Cozy Fall Outfits You’ll Wear Everywhere This Season

I think we can all agree: activewear has come a long way. Gone are the days of wearing ratty sweatpants and an oversized t-shirt to school or my oldest pair of gym shorts to the grocery store. I’m obsessing over the elevated approach to our off-duty fall wardrobe. Think streamlined leggings, a flattering top, and maybe a sweater to tie the look together as the weather cools. Of course, I’m also tacking on accessories that add a little something extra to my outfit. Sneakers that do double-duty, socks that keep me cozy, and a baseball hat that means I’m looking put together even when it’s been days since I washed my hair. (Tell me you can relate.)

As I’ve been curating my ideal weekend fall wardrobe this year, it’s no surprise that I’m stocking up on cozy pieces from Haven Well Within. They’ve long been my go-to for softer-than-soft fabrics (give me cashmere, wool, and bouclé everything), flattering fits, and styles I’ll wear for everything from my workout to working from home. Today, we partnered up to share all the staples I’ve stocked up on for my off-duty fall wardrobe. Plus, I’m showing you how I curate these pieces to create different outfit combinations that feel fresh and perfect for fall.

My Fall Weekend Wardrobe: 5 Outfit Combinations to Steal

I’ve been building out my fall bucket list that includes everything from visiting a pumpkin patch to making a simmer pot to buying all the best fall candles to scent my home. I’m intent on soaking up and making the most of these cozy days ahead by pouring through my reading list, baking all the pumpkin treats, and hiking with a PSL in hand. (Can you tell I’ve been counting down to fall all year?) And though the activities themselves have me more than a little excited, it’s putting together the autumn-appropriate outfits that has me feeling inspired.

Ahead, discover the 5 outfits that’ll be on repeat throughout my weekends all fall. My kinda capsule wardrobe!

Outfit 1: Getting the First PSL of the Season

I can’t think of a better way to welcome fall than with a pumpkin spice latte in hand and an effortlessly cozy outfit to match the vibe. First, let’s chat about these leggings. They’re the perfect blend of comfort and style—high-waisted and flattering, with a buttery soft fabric that makes me feel like I’m still lounging in bed. The best part? They’re streamlined enough to wear out and about, especially when paired with a cashmere sweater. This fit is beyond comfortable but still so chic. The relaxed shape and Johnny collar give just the right amount of structure without feeling stiff—basically, it’s the definition of elevated casual. Toss on a pair of sneaks and you have the perfect fall fit.

Outfit 2: Fall Hike With a Friend

Depending on where you live, hiking can be a year-round activity—but there’s nothing better than setting out for a crisp fall walk in the woods. Of course, comfort is key, but I love that Haven Well Within effortlessly pairs performance with style. This scoop neck tank and leggings combo is the perfect base layer. They’re breathable and perfect for layering, with a sleek touch in the scoop neck shape plus the smooth and stretchy fabric. Whether I’m taking a stroll or hitting steeper inclines, I’m ready to move comfortably no matter the terrain.

And this Sherpa jacket? Yep—it’s as cozy as it looks, and it’s the ideal layer for fall’s unpredictable weather. The soft texture brings all the cozy feels while keeping me warm, and the neutral white is a refreshing contrast to the darker base layers. Toss this on when the breeze picks up and drape it over your shoulders when you get warm. I love keeping it with me on more active outings. That way, if we stop somewhere before heading home, I know I’ll look chic no matter the spot.

Outfit 3: Cozy Night In

Is it even fall if you’re not plowing through every season of Gilmore Girls come September? Whether you’re Team Jess, Logan, or Dean, this set has you covered for every episode. Because really, when you’re marathoning your favorite show, there’s only one rule: maximum coziness. This bouclé set is like wearing a cloud, with a wide-leg silhouette that’s perfect for curling up on the couch. The soft, textured fabric is the definition of lounge-ready, and the ivory color makes them feel a touch more luxurious. What’s more, the hoodie’s oversized fit is just what I need to wrap myself in as I sip coffee (Lorelai-style) and dive in. Because even a TV marathon deserves some elegance, right?

Outfit 4: Bookstore and Coffee Shop Date

Fall is the perfect season for all my favorite cozy activities. Baking (see below), bingeing my favorite shows (see above), and buying all the best books to cozy up with. Exploring new reads at my local bookstore is almost just as good as getting home and working my way through the stack. For a leisurely afternoon spent browsing, I’m going for that perfect mix of cozy and polished. This super soft cotton sweater and cashmere pants pairing is my foundation—the pieces are luxurious and the bottom’s wide-leg cut adds an unexpected touch. (Bonus: the shape is also universally flattering.) The pants’ cashmere keeps me warm without being too heavy, ideal for those crisp fall days when I’ll be sitting by a window, flipping through my latest find with a cup of coffee in hand.

Underneath, I’ve got my favorite tank for an added layer of comfort. It’s the kind of outfit that makes you feel at ease while still looking effortlessly chic—ready to get lost in a good book or two.

Outfit 5: Baking Pumpkin Bread

My pumpkin bread with cream cheese frosting is one of my favorite recipes—ever. It has all the touches of fall, with cinnamon and ginger curbing the brown sugar and butter with the perfect bit of spice. I’ll always set aside a Sunday morning during the season dedicated solely to playing some laid-back music, lighting a candle, and baking up a loaf. And though I always top my outfit with my go-to apron, I like to ensure that what’s beneath aligns with my Sunday vibes. This shaker stitch cardigan is my favorite for cozying up in the kitchen. It’s soft, breathable, and has just the right amount of slouch for that effortless “I’ve been baking all day” mood. Plus, the shaker stitch adds a little texture, which feels just as warm and homey as the sweet scents filling the air.

The pants’ wide-leg cut gives me room to move around the kitchen, and the cashmere’s luxurious touch keeps me feeling chic (even with flour on my hands). Whether I’m whisking eggs or waiting for the bread to cool, this look has me covered from start to finish.