9 Fall Date Night Outfits That Are Classy, Yet Fun

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At least once a week, I try to have a date with my husband. Whether it’s a set time for coffee to talk or a nice dinner, we do our best to schedule time together.

If you’re like me, date night outfits can be tricky. The key to is try strike the right balance between sophistication and trendiness.

Whether it’s a first date or a reoccurring date with your significant other, dressing up for a dinner date is an art. Throw in the extra variable of chilly fall weather and it can be a daunting task.

Fall Date Night Outfits

When creating your outfit for fall date nights, go for pieces that are versatile so you’ll look effortless and elegant no matter which style you go for. 

Also, experiment with different fabrics and textures to achieve your date night look. Since it’s the fall, it’s the perfect time to layer and create eye-catching outfits. Silk, satin, and leather are sexy options to create a layered look that is great for date nights. 

Scroll below for 9 fall date night outfits to give you inspo for your next date night.

Blazer + Dress + Boots

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Instagram @lisadnyc

You can never go wrong with a black dress.

Add a blazer and fun gold boots for a fall look.

Leather Jacket + Top + Trousers + Boots

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Instagram @le.petit.colette

All-black is a favorite look for the cooler weather.

Experiment with different textures and materials for an all-black look.

Cardigan + Leather Leggings + Boots

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Instagram @lovisabarkman

When in doubt, head-to-toe black is always a winner.

Start with leather leggings and add a black cardigan for a more relaxed vibe.

Blazer + Mini Skirt + Boots

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Instagram @stylecandenza

This outfit is cool, chic and absolutely timeless.

A miniskirt and oversized blazer are one of those pieces that works year-round.

You’ll be grabbing these pieces anytime you have a fun date night planned. 

Sweater + Skirt + Mary Jane

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Instagram @symphonyofsilk

Tennis skirts have been having their moment on the fashion scene.

A tennis skirt can be versatile for the fall – just add a sweater and flats for a fall date.

Top + Maxi Skirt + Heels

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Instagram @laurajadestone

Low-key elegance is easy with a maxi skirt and a simple top.

Shacket + Dress + Boots

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Instagram @freyakillin

Shackets are the perfect layering piece for the fall weather.

This particular look is perfect for a relaxed date option.

Knit Dress + Flats

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Instagram @boulevarddeprague

A sweater dress is great for a surprise date.

You’ll look put together at a bar, movie, or dinner.

Trench Coat + Jeans + Heels

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Instagram @lglora

A straight-leg vintage-wash denim is perfect for a casual date night. It screams cool, yet effortless.

Pair the jeans with a trench and kitten heels for an elevated look.