I think we can all agree: activewear has come a long way. Gone are the days of wearing tattered sweatpants and an oversized t-shirt to school or wearing my oldest gym shorts to the grocery store. I’m obsessed with the elevated style of our casual fall wardrobe. Consider streamlined leggings, a flattering top, and maybe a sweater to tie the look together when the weather gets colder. Of course, I also add some accessories to give my outfit that little extra something. Sneakers that do double duty, socks that keep me comfortable, and a baseball cap that means I look put together even if I haven’t washed my hair in days. (Tell me you understand.)
I’ve been planning my ideal weekend fall wardrobe this year, so it’s no surprise that I’ve stocked up on cozy pieces from Haven Well Within. They’ve long been my choice for softer-than-soft fabrics (give me cashmere, wool, and bouclé everything), slim fit, and styles I can wear for a variety of occasions, from working out to working from home. Today, we’re teaming up to share all the staples I’m stocking up on for my off-duty fall wardrobe. Plus, I’ll show you how I curate these pieces to create fresh and perfect fall outfit combinations.
My Fall Weekend Wardrobe: 5 Outfit Combinations Worth a Peep
I’ve been making my fall bucket list which includes everything from visiting the pumpkin patch to making a crock pot to buying all the best fall candles to scent my home. I just want to soak up and make the most of these cozy days ahead by flipping through my reading list and baking all Pumpkin snacks, and hiking with a handheld PSL. (Can you tell I’ve been counting down to fall all year long?) While the events themselves get me a little excited, pairing them with fall-appropriate outfits makes me feel inspired.
Ahead, check out the 5 outfits I’ll be wearing on repeat on weekends all fall. My capsule wardrobe!
Package 1: Get your 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 some effortless, comfy outfits. First, let’s talk about these leggings. They’re the perfect combination of comfort and style—high-waisted and flattering, and the buttery-soft fabric makes me feel like I’m still in bed. The best part? The simple silhouette makes it perfect for going out, especially when paired with a cashmere sweater. This style is super comfortable but still chic. The relaxed silhouette and johnny collar provide just the right amount of structure without feeling stiff—basically, the definition of haute casual. Throw on a pair of sneakers and you’ve got the perfect fall style.
Package 2: Autumn Hiking with Friends
Depending on where you live, hiking may be a year-round activity, but there’s nothing better than a walk in the woods in the fall. Of course, comfort is key, but I love how the Haven Well Within effortlessly combines performance with style. This scoop neck tank top and leggings combo is the perfect legging. It’s breathable, perfect for layering, and has a scoop neck shape and smooth, stretchy fabric for a stylish feel. Whether I’m taking a walk or climbing a steep slope, I can move comfortably no matter the terrain.
And this sherpa jacket? Yes – it’s as comfortable as it looks and is ideal for fall’s unpredictable weather. The soft texture brings a cozy feel while keeping me warm, and the neutral white contrasts nicely with the dark base layer. When the breeze blows, throw it on your body, and when you feel warm, throw it over your shoulders. I like to take this with me on more active outings. That way, if we stop somewhere before heading home, I know I’ll look stylish no matter where I am.
Outfit Three: Cozy Night
Would it still be fall if you didn’t binge watch every September season of Gilmore Girls? Whether you’re Jess, Logan or Dean, this set has something for every episode. Because really, when it comes to marathon watching your favorite show, there’s only one rule: maximum comfort. This fur suit is like wearing a cloud and its wide-leg silhouette is perfect for curling up on the couch. Soft, textured fabrics are the definition of casual wear, and the ivory color makes them feel even more luxurious. What’s more, the oversized fit of this hoodie is exactly what I need when I’m sipping my coffee (Lorelai style) and getting lost in it.
Package 4: Bookstore and Coffee Shop Date
Fall is the perfect season for all my favorite cozy activities. Bake (see below), watch my favorite show (see above), and buy all the best books to relax and unwind. Discovering new reads at your local bookstore is almost as good as going home and thumbing through the stacks. For a leisurely afternoon browsing, I wanted the perfect combination of comfort and elegance. This super soft cotton sweater paired with cashmere pants is my go-to – it’s luxurious and the wide-leg cut of the bottom adds an unexpected touch. (Bonus: The shape is universally flattering, too.) The cashmere of these pants keeps me warm without being too heavy, perfect for those crisp fall days when I sit by the window with a cup of coffee , while flipping through my latest finds.
Underneath, I have my favorite tank top that adds an extra layer of comfort. It’s the kind of outfit that makes you feel at ease while looking effortlessly chic—get ready to lose yourself in a good book or two.
Set 5: Baked Pumpkin Bread
My Pumpkin Bread with Cream Cheese Frosting is one of my favorite recipes –once. It has all the smells of fall, with the cinnamon and ginger subduing the perfect spice of the brown sugar and butter. During this season, I always set aside a Sunday morning just to play some relaxing music, light candles, and make some toast. While I always wear my go-to apron over my outfit, I like to make sure the outfit underneath matches my Sunday vibe. This rocker stitch cardigan is my favorite cozy addition to the kitchen. It’s soft, breathable, and has just the right amount of sag for that relaxed “I’ve been baking all day” mood. Plus, the rocker stitch adds a little texture and feels as warm and welcoming as the sweetness in the air.
The wide-leg cut of the pants gives me room to move around the kitchen, and the luxurious feel of the cashmere keeps me feeling chic (even with flour on my hands). Whether I’m whisking eggs or waiting for bread to cool, this look keeps me satisfied from start to finish.
