Winter Date Night Outfits: From Casual to Elegant
Key Takeaways
- Date nights during winter leave women struggling to balance cute, chic outfits with the chilly weather.
- Casual and formal dates each require their own attire, meaning women need relaxed and sophisticated options that will keep them warm.
- Try different outfit combinations that explore layered dresses and tunics with leggings and thigh-high boots.
What to Wear on a Date in Winter
Whether it’s a first date with your crush or a weekly date night with your spouse, finding the perfect winter date night outfit can be a challenge. You want to ensure you’re warm throughout the date (unless stealing your date’s jacket is part of the plan), but you also want to look great. So how can you have both?
Vickie’s Gifts is here with winter date night outfit ideas that make you shine. Browse our top ensembles for formal and casual date nights, as well as everything in between!
Casual Winter Date Night Outfits
You may be looking for a winter date night outfit that’s appropriate for a daytime coffee or a night at the movies. For these relaxed activities, check out our favorite winter date night outfit inspiration.
1. Cropped Sweater + Jeans
Channel cozy vibes when you’re out and about! A cute, patterned sweater with a cropped hem allows you to show off your waist and legs while staying warm. Pair this top with jeans and knee-high boots to layer on the warmth.
Want to add accessories? You can instantly glam up this winter date night outfit with a cropped fur coat and a structured leather purse!
2. Skirt + Leggings + Blouse
Looking for a winter date night outfit idea that’s a little more flirty? A skirt is the perfect choice! It’s fun without being too formal, and you can layer it with leggings or fleece-lined tights to stay ultra cozy. Keep your look preppy with a button-up blouse and play with proportion when you layer on a trench coat.
Formal Date Night Outfit Ideas
Wondering what to wear on a date in winter when you’re heading to a fancy restaurant or elegant venue? Sweater dresses, fur outerwear, and satin skirts will be your best friends!
1. Sweater Dress + Tall Boots
You might think this look is too cold, but we promise it's the perfect winter date night outfit for a fancy restaurant. Sweater dresses are thicker than summer or spring styles and come in a variety of designs. Wool-lined tights are incredibly warm and offer a sheer look that makes them seem as thin as traditional tights. You’ll definitely be warm enough to throw on a pair of tall boots or heels and head out the door!
2. Slip Skirt + Faux Fur Jacket
We love this winter date night outfit because it uses two contrasting textures in one look. It’s also a great choice for cold weather because slip skirts typically have longer hemlines that will protect any exposed skin from winter breezes. Wear a basic top and layer on a faux fur jacket for a snuggle-worthy feel and elevated look.
Make sure you choose a pair of heels in a neutral color to match your skirt and top!
Find Outfit Inspiration at Vickie’s Gifts
Looking for more winter date night outfit inspiration? Check out the Vickie’s Gifts blog for additional ensemble options and styling tips!
