There’s a reason sweaters are the unsung heroes of cold-weather dressing—they’re cozy, flattering, and endlessly versatile. But when it comes to date nights, finding the balance between snug and sophisticated can be a tricky dance (and lead to a pile of clothes on my couch with no idea of what I should wear). No one wants to show up to a date looking like they spent the day in bed, but shivering while wearing a barely there top isn’t exactly the vibe either. That’s why when my friends ask me what they should wear on a date night, I tell them that my formula hasn’t changed—cute jeans and an even cuter sweater.
I’ve rounded up a list of 31 sweaters that make dressing for date night a breeze, whether you’re braving the cold for rooftop cocktails or keeping it casual with dinner at your neighborhood favorite. These styles offer just the right mix of effortless chic and stay-warm practicality, so you can focus on the fun part—making memories. All you have to do now is add your favorite jeans.
MANGO
Double-Breasted Knitted Jacket
Wardrobe.nyc
Matte Cardigan
MAJORELLE
Delvina Cardigan
English Factory
Knit Striped Sweater Cardigan
MANGO
Button Knit Cardigan
Jw Anderson
Lace Trim V Neck Vest
Cult Gaia
Jaidan Knit Top
BALLY
Cashmere and Silk-Blend Polo Sweater
BLANKNYC
Slow Start Cardigan
MANGO
Short Sleeve Sweater
Polo Ralph Lauren
Cable-Knit Cotton Cardigan
TOM FORD
Cashmere and Silk-Blend Sweater
Reformation
Lilou Regenerative Merino Sweater
ZIMMERMANN
Crush Faux Pearl-Embellished Wool Sweater
Ragged Priest
Dimension Knit Cardigan
MANGO
Button Knit Cardigan
Ganni
Fine Merino Jacquard Leopard Polo
Camila Coelho
Elan Off Shoulder Top
MANGO
Open-Knit V-Neck Sweater
SER.O.YA
Almada Sweater Dress
MANGO
Ruched Detail Sweater
H&M
Fine-Knit Double-Breasted Cardigan
L’Academie
By Marianna Monnie Knit Cardigan
H&M
Short-Sleeved Cardigan