16 Fall and Winter Fashion Picks That Are Making Our Closets a Happier Place

POPSUGAR Photography | Hannah Weil McKinley
POPSUGAR Photography | Hannah Weil McKinley
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Figuring out the best pieces to invest in to satisfy your fall wardrobe is no easy feat, but now take into account the reality that winter is coming. We're trying our best to shop smartly for the transition from one season to the next, all while keeping our personal style in tact. While the upcoming holidays may look different for us than they have in the past — far fewer dinners and office parties to attend, for one thing — we still like to feel festive this time of year, so we're treating ourselves to items that continue to inspire us and put us in a happy mood.

For me, that means a bomber jacket that's incredibly bold in a splashy print; a change of pace from the simple coats I've worn before. For Nikita, that means the perfect matching set in a chic, neutral colorway and fuzzy slippers to match. Dana is keeping herself in check (literally) with a streamlined trouser that still feels as comfortable as pajamas. And Hannah proves that nothing works better as an outfit foundation than a great ribbed knit. Scroll down to read up on our top picks for November, and see how we're styling them.

Dana Avidan Cohn, Executive Style Director
POPSUGAR Photography | Dana Avidan Cohn

Dana Avidan Cohn, Executive Style Director

"I am looking for subtle prints that will help elevate neutrals I already own, like checks and plaids. Everything has to have an uncomplicated fit and be something that I can wear often. I am being much more thoughtful about my purchases and I don't want them to be limited to a single season's wardrobe."

Shop Dana's Must Haves
shopbop.com

Shop Dana's Must Haves

"These Ganni Trousers ($375) are as silky as your favorite pair of pajamas and although they can be dressy, the pattern works for daytime too."

Shop Dana's Must Haves
dearfrances.com

Shop Dana's Must Haves

"These Dear Frances Park Boots ($520) are the perfect subtle neutral to pair with denim and dresses. They come in buttery soft leather and feel as though they've molded to your foot after a single wear."

Shop Dana's Must Haves
khiry.com

Shop Dana's Must Haves

"It's hard not to fall in love with Khiry's entire collection, but I was drawn to the minimalist design of this Khartoum I Ring in Nude ($295). Since every piece is made to order you can get the fit just right."

Nikita Charuza, Editor, Fashion
POPSUGAR Photography | Nikita Charuza

Nikita Charuza, Editor, Fashion

"With the change of seasons, I've found myself opting for more neutral tones like beige and brown lately. There's something so calming and elevated about a matching set in a neutral hue as well. I've been stocking up with matching sets and styling them with cozy socks and interesting jewelry."

Shop Nikita's Must Haves
nottejewelry.com

Shop Nikita's Must Haves

"I've had my eye on these Notte Summer Friday Earrings ($42) for awhile now. I love all of the different shapes!"

Shop Nikita's Must Haves
motherdenim.com

Shop Nikita's Must Haves

"I'm a sucker for kitschy socks and these Mother Baby Steps Au Revoir Socks ($24) are perfect to pair with boots or sneakers."

Shop Nikita's Must Haves
emuaustralia.com

Shop Nikita's Must Haves

"All I've been wearing recently are fluffy slippers like these Emu Mayberry Slippers ($60). Just look how cozy!"

Sarah Wasilak, Editor, Fashion
POPSUGAR Photography | Sarah Wasilak

Sarah Wasilak, Editor, Fashion

"I'm trying to balance basics, like vegan leather pants and square-toe boots, with vibrant bursts of color that will help cheer me up through winter. Mixing and matching the funky pieces in my wardrobe always make me feel more connected to my personal style."

Shop Sarah's Must Haves
farmrio.com

Shop Sarah's Must Haves

"I was immediately drawn to the FARM Rio Lucy Floral Puffer ($395). First of all, it's reversible, so you're getting two different looks in one. But I'm also in the mood to brighten up the atmosphere no matter where I go — even if it's just out on a walk."

Shop Sarah's Must Haves
aritzia.com

Shop Sarah's Must Haves

"The slick look of leather helps me elevate my outfit, but since I'm used to wearing sweats and focused on sustainable practices right now, I wanted to find something both comfortable and faux. Enter Aritzia's Wilfred Melina Cropped Pant ($148) that's made from vegan leather and allows me to show off my shoes, too."

Shop Sarah's Must Haves
aerosoles.com

Shop Sarah's Must Haves

"I've been on the hunt for a square-toe boot for what feels like ages. But when it comes to shoes, comfort comes before anything else, so I needed to find something supportive. Believe it or not, Aerosoles has the perfect solution in its Cinnamon Boot ($89). For under $100, there's plenty of quality here, trust me."

Shop Sarah's Must Haves
roxanneassoulin.com

Shop Sarah's Must Haves

"Roxanne Assoulin's new little Color Therapy Set ($75) comes in a pack that's meant to help with emotional healing. Depending on what color bracelets you choose, you'll be blessed with a different spiritual meaning. I went for white, which symbolizes harmony, simplicity, and serenity. It's November, and this election has certainly left me in need of all three attributes."

Hannah Weil McKinley, Fashion Director
POPSUGAR Photography | Hannah Weil McKinley

Hannah Weil McKinley, Fashion Director

"I'm all about cozy pieces that I can live in at home and elevate just a bit when I'm heading out. Warm hues and snuggly finishes make these finds feel distinctly seasonal and perfect for mixing and matching with basics like jeans and sweatpants."

Shop Hannah's Must Haves
shop.artipoppe.com

Shop Hannah's Must Haves

"Artipoppe's Face Mask ($54) is thicker and durable, while still being breathable — and since leopard is essentially a neutral, it'll go with everything, though I'm partial to how this looks with a cream-colored sweater."

Shop Hannah's Must Haves
franceshart.com

Shop Hannah's Must Haves

"Maternity wear has a bad rap for being boring and often too matronly, with an emphasis on function, but not fashion. Frances Hart challenges everything you thought you knew about pregnancy clothes with beautiful pieces that are also comfortable, just like you'd want from any of your normal clothes. I'm living in the Ribbed Knit Sweater ($350) and matching Ribbed Knit Skirt ($395). They feel like loungewear, but look way more put together, even if you're just wearing sneakers or slippers on the bottom."

Shop Hannah's Must Haves
the-sleeper.com

Shop Hannah's Must Haves

"Sleeper's Shearling Slippers ($290) are the epitome of a little winter luxury at home. I'll wear them during Thanksgiving dinner with my favorite lounge pants, and for a quick errand run, styled with jeans and an oversize sweater."

Shop Hannah's Must Haves
aritzia.com

Shop Hannah's Must Haves

"Aritzia's Super Puff Jacket ($250) is the ultimate puffer. With 100 percent sustainably-sourced goose-down, this jacket is designed to keep you warm in sub-zero temperatures, while the design — especially this high-gloss finish — is undeniably cool."