Fall Date Night Outfit

Sweater (similar under $200 here), Skirt, Boots, Stacking Rings

Is there any better time of year for a night out? From crisp air to hearty dishes and creative seasonal cocktails, what’s not to love about getting out on the town in fall. Here’s a classy fall date night outfit that’s easy to piece together.

Timeless Sweater

Statement tops aren’t just for summer. I love oversized sweaters during the day but prefer a fitted sweater with feminine detail (similar under $200 here) for evenings. The elongated cuffs make for easy dining without worry of spills!


Fall Date Night Outfit


Midi Skirt

I love a skirt and tucked sweater combo. If the sweater has more body, a skirt can help accentuate the waist. This wool one is a classic I recently invested in, but I love this evergreen satin skirt (perfect for the holidays), this gorgeous cream midi, and this unique patterned find (under $30).

Knee-High Boots

If you want a boot that doesn’t break the bank, look no further: these black knee-highs are so comfortable and I found them on Amazon! I have athletic legs, for reference, and they’re neither too tight nor too loose on my calves.

Fall Date Night Outfit Jewelry

My classic everyday jewelry transitions well to nighttime. I wear rings and earrings with a sweater—a necklace might detract from the roll neck detail.

What’s your go-to fall date night look? I’m dedicated to my sweater and skirt combination, but I love denim with a blouse and booties, too. I’d love to hear your thoughts and suggestions in the comments or on Instagram!