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.

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.

Loren Hamilton on Instagram: "Comment DATE below to receive a DM with the link to shop this post on my LTK ⬇ https://liketk.it/4Y2Ud Last night’s date night look featuring a bunch of classic pieces from my closet! This pleated leather mini is the best, I actually also have it in white. I paired with an under $100 lightweight sweater, oversized blazer, and fun belt for dinner last night! 🖤 #ltkseasonal #ltkstyletip #ltkfindsunder100 #datenightoutfit #allblackoutfit #diorbag #falloutfits"

The perfect date night looks should chic and comfortable so you feel like yourself, but also dressed to impress. These date night fits are tried and true and can be recreated by shopping your closet! Style outfits for dinner, elegant date night outfit, cute date night outfits, date night outfits winter, date night outfits summer, date night outfits spring, date night outfit casual, date night outfits for women over 40, date out outfit, outfits for dinner, first date outfit, & fall dinner…

Discover 40+ effortlessly chic dinner date outfits that are casual yet classy and elegant. Perfect for an old money, expensive look that's stylish and trendy for spring, summer, fall, and winter. Whether it's Thanksgiving with friends, a girls' night out, dinner with colleagues, family gatherings, anniversaries, birthdays, Valentine's Day, Christmas parties, or just going out, these ideas have you covered!