Want to update your cold-weather style? Leather crossbody bags for women are the ultimate choice for winter 2025. These handy carry-alls offer hands-free convenience, elegant form and practical function. Olivia & Co. has mastered the art of leather craftsmanship, designing crossbody bags that elevate everything from office looks to cosy weekend layers. Created from premium materials and with options for personalisation, these accessories will complement your look and lifestyle.
Why leather crossbody bags for women work for winter
Winter dressing tends to lean into structure, with layered coats, tailored trousers and chunky knits. A compact, well-designed crossbody adds the perfect finishing touch and has timeless appeal. Choose wisely and you’ll have a bag that balances practicality with polish, giving you a go-to piece from morning meetings to evening drinks and beyond. Here are some of our most popular choices for leather crossbody bags for women this season:
The Hero Bag: Made for busy weekdays
Oliva & Co’s Hero Bag is ideal for your Monday-to-Friday winter wardrobe. Whether you’re heading into the office or working from your favourite café, this sleek bag has room for your daily essentials without compromising on style. It looks sharp with a tailored coat and boots, but also works with a knit dress and tights. This bag is versatile, with a handle and adjustable strap to help it sit neatly across your body—even over thick layers. Personalise it with your initials for a polished finish. 
Available in four shades.
Queen of All Trades – Perfect for lunch dates or smart-casual days
When your day blends meetings with meet-ups, the Queen of All Trades Bag handles both. This bag’s structured design and refined hardware pair nicely with high-waisted pants, a tucked-in knit and loafers. It’s a strong choice for weekend brunches, winter days at the art gallery or semi-formal nights out. The internal compartments keep your essentials in place, and with personalisation available, it’s a thoughtful gift too.
Black, grey or pink?
Carrie-All Clutch – For winter events
Winter weddings or after-dark drinks call for something dainty and more refined. The Carrie-All Clutch transitions effortlessly from crossbody to handheld, making it the perfect companion for dressier occasions. Pair it with a wool coat layered over a midi dress and heeled boots. The clean silhouette and soft leather bring a quiet elegance. 
Get yours in brown, black or both!
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Pebble Rebel in Tan – Weekend casual done right
A winter wardrobe staple, the Pebble Rebel Crossbody Bag in Tan Brown brings warmth to any outfit. It looks especially good against denim, chunky knits and earthy tones, and is ideal to wear to markets and café catch-ups. The pebbled texture adds a laid-back charm without compromising the premium feel. 
Add your name or message (up to 10 letters), and your cross-body bag will be one of a kind.
Mini Me Tote – A playful everyday pick
Want to keep things functional and cute? The Mini Me Tote Bag ticks every box. It fits your essentials (phone, wallet, lip balm) and looks great with wide-leg jeans, a slouchy jumper and sneakers. The bold shape adds edge to your winter basics, and it’s a brilliant choice for festivals or casual catch-ups with friends at your favourite cafe. 
Long strap / short strap, black or taupe.
Mon Purse in Cocoa – Understated and elegant
Stunningly simple, the Mon Purse Small Cross Body Bag in Cocoa is a quiet achiever. It’s the kind of bag that works for intimate dinners, cultural outings or browsing boutiques. Understated yet luxurious, it elevates a trench coat and ankle boots or looks great with a winter dress. 
Pebbled grain leather and rose gold hardware.
Classic black done right
The Mini Cross Body Bag in Black Saffiano Leather is your go-to for effortless minimalism. Pair it with straight leg pants and an oversized knit for dinner with friends, or use it to balance a bold print. Durable saffiano leather gives this edgy leather crossbody bag for women its refined structure. 
Style it your way.
Last but not least, if you love a touch of vintage style, the Crossbody Saddle Bag in Black Saffiano Leather delivers. The saddlebag shape complements oversized coats, denim and boots. This one is a favourite for festivals, shopping at the markets or accompanying you on your winter getaway. 
Your new bag bestie...
Every Olivia & Co crossbody bag is designed to make your winter a sartorial success. Don’t forget to add your initials or name to create a one-of-a-kind piece. Shop our leather crossbody bags for women today.