Dressing for date night in the winter can be particularly tricky, so we're bringing you 15 winter date outfits that are both cute and comfortable.

What to wear to a dinner date in winter? Certainly not a sweater. You can't wear a sweater to a date - not even in winter. But you can wear a warm faux fur coat, boots and leather pants. Here are some trendy winter date outfits that will make your guy's heart skip a beat. Ps. Head on Brunette from Wall Street to see some really fashionable winter date outfits with a skirt and jeans, too.

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In need of inspiration for casual Winter Outfits for women? You’ll love these classy outfits for winter with a chic aesthetic. These cold weather outfits have jeans, casual leggings, dressy pieces, and more. Whether you are going for Sunday brunch, date night, or running errands, you’ll love these 2023/2024 outfits.

Explore a variety of stylish and cozy casual winter date night outfit ideas perfect for any occasion. From chic sweaters and jeans to trendy layered looks, find the perfect ensemble to keep you warm and fashionable during those chilly nights out. Whether you're planning a romantic dinner or a casual stroll through the city, these outfit ideas for date night in winter will ensure you look effortlessly put together.

Although I feel like I have SO many clothes, I always feel like I have nothing to wear during fall date nights. Especially when you live somewhere like Massachusetts – where it’s usually cold at night it can be tough to find something cute and warm. Today I’m sharing my favorite Amazon winter date night outfits and fall date night outfits.