Fall Date Night Outfits

Dresses, aka the most reliable choice for cute fall date outfits.

Quick and easy to style and versatile enough for loads of destinations, a fall mini dress ticks all the date night boxes. This season, it’s all about mixing warmer silhouettes with playful prints.

• Long sleeve mini dresses paired with knee high boots
• Prints like polka dots or stripes are trending and not going anywhere soon. Try a standout red-on-red polka dress with an open back
• Statement details like off-the-shoulder necklines, fluted sleeves, or backless cuts

From laid-back ‘girl next door’ energy to mysterious girl aura, your top can completely change the tone of your look. Don’t underestimate how a fabric, neckline or color can elevate your OOTN!

• Asymmetric and one-shoulder tops with ties or draped detailing are ultra-flattering
• Fitted button-up long sleeve styles with twist or corset details give a sleek, elevated feel
• Knit off-shoulder tops are the luxe date night must-have you’ll keep reaching for
• Opt for sheer and lace long sleeve tops for a look that’s effortless and feminine
• Fall’s trending tones are chocolate brown, burgundy, and currant. Add these shades to your wardrobe and you can’t go wrong!

Having a pair of bottoms that can easily take you from destination to destination is essential. From the cinema to a restaurant to a bar, you should feel comfortable in your outfit, no matter where you go.

• Jeans in a mid or dark wash + bootcut shapes in mid or low rise are versatile and endlessly flattering
• Black pants with hardware or tie details are your go-to ‘not so basic, basic’
• Chocolate brown mini skirts or skorts! Style these with neutrals like beige, cream, or a playful polka print for a cute fall dinner outfit

Your outerwear is where you can really lean into cool-girl fall date night outfit ideas. Plus, more layers means more outfit options.

If you’re not sure what the vibe is at your destination, bring a jacket that either dresses your look up or down — the easiest outfit change ever!

• Reach for a fitted denim or faux leather jacket for a look that’s edgy yet comfortable
• Cropped cardi-jackets are a playful option that’s perfect for fall weather
• Oversized moto jackets! These designs give instant cool girl energy while keeping things cozy
• A timeless trench coat in a neutral tone should always be on your rotation
• Oversized black blazers over mini dresses or a matching set never fails

The right styling can take your fall date night outfit from basic to chic. From accessories to outerwear and the perfect shoes, these finishing touches complete your look and set the tone for the night.

Fall Accessories

“This season it’s all about finishing touches that feel intentional but not overdone. Think bangle stacks layered over long sleeves, slouchy faux suede bags in tan and chocolate tones, statement earrings with a messy bun, and shoes or bags in burgundy or currant for that pop of fall color.” – Char, Global Style Director

Quick Fall Date Night Accessory Guide:

• Bangle stacks over long sleeves for an unexpected detail
• Slouchy faux suede bags in tan and chocolate tones
• Statement earrings with a messy bun (always chic)
• Shoes & bags in burgundy or currant for a luxe pop of fall color

Fall is the perfect time to experiment with the impact that shoes have on your final look.

Take note of how a chunky boot changes your energy or the way a heel transforms your look from cute to chic. A little reminder to have fun while you’re styling!

• Tall boots with minis or skorts is an ultra-flattering option for drinks at the bar
• We’ll always be obsessed with a pointed-toe ankle boots that peek out under jeans
• Sleek ballet flats are perfect for casual fall date night outfits
• Reach for classic heeled boots in chocolate or black for dinner dates