What to Wear When It’s Cold and You Still Want to Look Cute
Photo Credit:@georgiaebayliss
Cold weather has a way of making us want to choose warmth over style — but who says you can’t have both? The right winter pieces can keep you cozy without sacrificing an ounce of cute. Whether you’re walking to work, hitting the holiday market, or braving the cold for brunch, these 20 outfit ideas prove that bundling up doesn’t mean hiding your style. We’re talking flattering layers, smart accessories, and coats that actually complement what’s underneath.
Before you start adding to cart, grab my free Holiday Gift Tracker Spreadsheet — it keeps all your ideas, budgets, and “already bought” list in one place so nothing (and no one) slips through the cracks.
When You Want Your Coat to Be the Main Event
Amazon
Cropped Pea Coat
$39.99
Amazon
Textured Faux Leather Jacket
$39.99
BLANKNYC Midnight Run Jacket
Midnight Run Jacket
$188.00
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For the Morning Commute That Feels Like the Arctic
A.L.C. Bria Coat
Bria Coat
$895.00
STAUD Wally Boots
Wally Boots
$495.00
Citizens of Humanity Miro Relaxed Jeans
Miro Relaxed Jeans
$268.00
When You Need Layers That Don’t Add Bulk
Amazon
Light Weight Sweater Top
$32.99
Amazon
Cuffed Baggy Jeans
$36.99
Amazon
Chunky Mid Heel Booties
$59.99
For a Date Night That Requires Walking Outside
Petal & Pup Women's Callum Midi Dress
$89.00
Amazon
Over Knee High Boots
$74.36
Amazon
Mini Crossbody Bag
$37.77
When You Want to Wear a Skirt Without Freezing
ESSENTIEL ANTWERP Faux Fur Jacket
Faux Fur Jacket
$505.00
STAUD Wally Boots
Wally Boots
$495.00
A.L.C. Conan Skirt
Conan Skirt
$395.00
For Outdoor Holiday Markets and Light Displays
Chunky Knit Jumper
$34.99
Oversized Long Sleeve Fall Sweater
$29.99
When You Need Boots That Actually Keep Your Feet Warm
Sam Edelman Laguna Boots
Laguna Boots
$160.00
FERRAGAMO Kisty Boots
Kisty Boots
$1,250.00
For the Outfit That Goes Straight From Outside to Inside Comfortably
Line & Dot Hart Sweater
Hart Sweater
$102.00
Line & Dot Hart Sweater Skirt
Hart Sweater Skirt
$99.00
Half Zip Sweatshirts And Wide Leg Pants
$48.99
When You Want to Wear Color in a Sea of Black Coats
Damson Madder Pearl Puffer Jacket
Pearl Puffer Jacket
$240.00
For the Days You Need to Wear Your Warmest Sweater
Avec Les Filles Oversized Maxi Combo Trench Coat
Oversized Maxi Combo Trench Coat
$198.00
When You Need an Outfit That Photographs Well in the Snow
ESCVDO Musa Long Sleeve Maxi Dress
Musa Long Sleeve Maxi Dress
$1,300.00
Flare Ribbed Short Dress
$35.99
For Brunch on the Patio With Heat Lamps
Sweater Lounge Set
$48.97
Citizens of Humanity Odette Puff Sleeve Pullover
Odette Puff Sleeve Pullover
$398.00
When You Want a Hat That Completes the Outfit
Janessa Leone Sherman Hat
Sherman Hat
$287.00
For the Winter Wedding Guest Look That Won’t Leave You Shivering
Formal Fall Wedding Guest Dress
$47.99
For more holiday outfits, gift ideas, and deals worth clicking, head to the Autum Love Holiday Hub. Bookmark it now — I’m adding fresh finds all season.
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