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woman over 50 wearing captain's hat and camel coat

Best Winter Outfits for Women Over 50

woman over 50 wearing winter overcoat and hat

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Winter is upon us, so now is the perfect time to begin shopping for the best winter outfits for women over 50! The 9 best winter outfits for women over 50 are both casual and chic, and they are fully accessorized with all the best designs from HFS Boutique! Click on any of the photos under “shop the post” to shop any of my looks!

This post contains affiliate links that allow me to earn small commissions from purchases made through these links at no added cost to you.  While the affiliate links allow me to cover site-related costs, I love every product I recommend and am happy to share them with you!

Elegant Neutrals

woman over 50 in white sweater, tan belt and black hat

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Neutrals are timeless, and this look fits the bill! The camel coat in the cover photo is the perfect complement to black and white, and it’s anything but boring! Here, its classic elegance is topped with a captain’s hat to keep things interesting.  

This white sweater and black pants belong in any capsule wardrobe, and the beautiful tan belt with gold-toned buckle polishes the look. The Amara Zebra Print Leather Loop Bracelet is striking, lending luxury to the ensemble.   

The Teddy Coat

woman over 50 wearing light green teddy coat with fedora hat

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Why do they call it a teddy coat?  Because it reminds us of a teddy bear’s cuddly fur ! Teddy coats are trending this season, and it’s no wonder why! They’re both warm and cozy while taking an otherwise basic casual outfit to the next level! This color is gorgeous and pairs nicely with neutrals and pastels!

Down to Earth

Woman over 50 wearing cowl-neck cropped sweater, ripped jeans and hat

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The earthy tones of this high-low cowl-neck sweater are essential to your winter wardrobe. Here, I’ve paired the sweater with high-waisted distressed jeans and classic Stan Smith Adidas sneakers. This sweater is incredibly soft and can also be worn with a skirt and boots or your favorite pair of slacks. The ivory fedora is both fashionable and functional, protecting your hair from the rain and snow while conveying a trendy vibe.


The Crew-Neck Sweater

woman over 50 wearing green sweater and holding faux leather moto jacket

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Crew necks are the workhorse of your winter closet! Consider them like a blank canvas waiting for your creative juices to flow. They look great with all kinds of accessories, like scarves, bold necklaces, and statement earrings! And they’re great for layering over collared shirts and dresses! Here, I’ve chosen to accent my olive crew-neck sweater with the Cheyenne Vegan Leather Leopard Print BeltAyo handmade Cork-Leather Cheetah Print Earrings, and Zandra Vegan Leather Cuff Bracelet from HFS Boutique.

Fab in Plaid

woman over 50 in plaid winter coat and rust sweater

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According to InStyle Magazine, plaid is trending in 2020!  Earth tones are huge, and this plaid coat doesn’t disappoint! You can wear this stunning color palette for fall or winter, but don’t be surprised if you elicit some admiring stares.


Woman over 50 wearing rust winter tunic sweater and olive pants

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Underneath the coat, this luxurious rust turtle-neck batwing sweater and olive jeans take you from telework to grocery shopping, while keeping you toasty and comfy. Pair both outfits with Maddy Handmade Cognac Braid Leather Earrings and The Chloe Vegan leather Flap-Over Clutch from HFS Boutique!

Rich Textures

woman over 50 wearing striped winter sweater, brown boots and brown tote with leather earrings

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It wouldn’t be 2020 without tunic sweaters and faux leather leggings! Both are oh-so flattering and comfy enough to sleep in! I love how the tunic cuts near the slenderest part of the leg, and the chocolate brown stripes are delicious! You can wear this outfit with black or brown over-the-knee or knee-high boots. But it also works well with ballet flats or mules, weather permitting.

I’ve paired the Joanna Rust Woven Leather Teardrop Earrings and the Abby Vegan Leather Leaf-Layered Tote with the outfit to add texture and interest to the look. The tote is great for work or a shopping day in town!

Cranberry Dreams

woman over 50 wearing red winter turtle neck sweater with snake print accessories

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Those of you anxious to get into the holiday spirit will love this cranberry cowl-neck sweater! Pair it with leggings and high boots to balance the look! And don’t forget the accessories! Nothing is prettier than textured neutral accessories paired with rich jewel tones! 

The Anaya Snake Print and Gold Leaf Earrings and Vegan Leather Snake Print Cuff Bracelet fit the bill perfectly! The bracelet also gets bonus points for its easy-on, easy-off magnetic clasp, allowing you to put it on your wrist without a helper!

I hope you’ve enjoyed these 9 best winter outfits for women over 50! But if you’re not quite ready to say goodbye to fall, check out my post  10 Perfect Outfits to Transition from Summer to Fall for more ideas! For more accessory inspiration, read October Amazon Fashion Haul | Jewelry and Accessories! And don’t forget to click on the HFS Boutique link to see all the elegant accessories in the new store!


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