Skip To Content

    20 Trendy Winter Pieces From Guess You'll Actually Wear All The Time

    With these stylish finds in your closet, you might *actually* look forward to winter.

    We hope you love the products we recommend! All of them were independently selected by our editors. Just so you know, BuzzFeed collects a share of sales and/or other compensation from the links on this page. Oh, and FYI — prices are accurate and items in stock as of time of publication.

    1. A wool-blend pea coat featuring a subtle but very stylish, plaid pattern and notch-cut collar. Go ahead — wear it over everything. We won't judge.

    the jacket
    Guess

    Price: $198 (available in sizes XS—L and two colors)

    2. A stunning off-the-shoulder sweater for those winter days when you're feeling a bit ~flirty~ and want to show off just a touch of skin.

    Guess

    Price: $89 (available in sizes XS—L and six colors)

    3. A mesmerizing galaxy-print puffer jacket so you can layer up in *out-of-this-world* style.

    the jacket
    Guess

    Price: $198 (available in sizes XS—L)

    4. A subtly sequined striped sweater since it's made from a super soft and warm alpaca-blend, and has small sequins all over for some extra *sparkle*.

    Model in the cream and tan striped sweater
    Guess

    Price: $128 (available in sizes XS—L and three colors)

    5. A pair of high-waisted faux suede leggings for something sleek and sexy, yet still super comfy.

    Price: $98 (available in sizes XS—L, and nine colors)

    6. A quilted winter jacket that's super trendy whether you wear it with or without the faux-fur trim, thanks to the stylish detailing.

    Guess

    Price: $130.80 (originally $218, available in sizes XS—L and two colors)

    7. A lightweight cable-knit sweater because sometimes you need a soft and stylish sweater that won't weigh you down or overheat you.

    Model in the peach sweater
    Guess

    Price: $79 (available in sizes XS—L, and six colors)

    8. A sweater skirt featuring a ruched drawstring side so you can swap out your usual winter pants for something a bit more sophisticated.

    Guess

    P.S. — you can find that super adorable matching sweater top here.

    Price: $79 (available in sizes XS—L, and six colors)

    9. A sherpa-lined chunky hiker boot for some winter footwear that's both on-trend *and* tough enough to handle cold, wet weather.

    The black boots with sherpa lining running up tongue, under the laces and around heel
    Guess

    Price: $97.30 (originally $139, available in sizes 5—10)

    10. A super cute crisscross sweater that just might become your go-to top for winter date nights and social gatherings. After all, you're gonna get a ton of compliments whenever you wear this beauty.

    Model wearing the grey crisscross ribbed cropped sweater
    Guess

    Price: $69 (available in sizes XS—L, and three colors)

    11. A ribbed sweater tank because it's perfect for lounging around the house in, but also for layering under flannels and jackets. It's the ultimate cozy cold-weather basic!

    Model in the pink sweater tank
    Guess

    Price: $22.49+ (originally $59, available in sizes XS—L, and six colors)

    12. A pair of cargo chinos — yes, I said cargo chinos — if you've been looking for pants that are somehow the perfect blend of function and fashion. With lots of large pockets, ribbed cuffs, and trendy ankle zipper detailing, these fit the bill.

    Model in the light rum pants
    Guess

    Price: $98 (available in sizes 24—31, and two colors)

    13. A longline cardigan with a tie-waist to wrap yourself up in warmth and luxurious style all season long — it'll pair perfectly with pretty much all your winter outfits.

    Guess

    Price: $128 (available in sizes XS—L and six colors)

    14. A long sleeve turtleneck fit and flare dress that's just as fun and flirty as it is cozy and chic. Wear it by itself or pair it with leggings!

    Guess

    Price: $148 (available in sizes XS—L, and four colors)

    15. A pair of cozy boucle joggers for some snuggly sweats that will keep you suuuper warm without sacrificing your style.

    Guess

    Price: $34.99+ (available in sizes XS—L and four colors)

    16. A croc-embossed over-the-knee stiletto boot that will transform even leggings and a long-sleeve into a stylish and ~snappy~ 'fit.

    The pink boots over brown suede leggings
    Guess

    Price: $107.40 (originally $179, available in sizes 5—9 and 10, and two colors)

    17. A sophisticated suede blazer so there's absolutely zero confusion as to who's the boss babe in charge: You. (Don't mind me if I wear this every day).

    Model in the green suede blazer with matching pencil skirt
    Guess

    Price: $398 (available in sizes 36—46)

    18. A henley long-sleeve with shiny button closures and a rhinestone Guess logo that add a bit of *pizzazz* to this winter wardrobe staple.

    Model wearing the red long-sleeve
    Guess

    Price: $44 (available in sizes XS—L and 11 colors)

    19. A quarter-zip ribbed sweatshirt for a cute and casual layer that feels so soft and fuzzy, you'll probably never want to take it off — and since it looks so stylish, there's really no reason not to wear it 24/7!

    Model in the cream quarter-zip sweatshirt
    Guess

    Price: $89 (available in sizes XS—L and five colors)

    20. A faux-fur jacket that might not be real fur, but is definitely really chic — not to mention super warm and cozy, too!

    Guess

    Price: $328 (available in sizes 36—46, and two colors)

    Looking for the perfect gift for any occasion? Check out all of BuzzFeed’s gift guides!

    BuzzFeed