14 STYLISH LOOKS FOR DINNER & DRINKS OUT

Rise to any occasion—especially dinner out with friends and family—in something that displays your unique sense of style. The best options express your personality, give you confidence, and leave a lasting impression. Whether going bold with sequins or subtle with a soft palette, looking great for dinner engagements is simple with a few go-to looks. 

We’ve rounded up the best timeless dinner outfits for every season.

SPRING AND SUMMER DINNER OUTFITS

When winter transitions into spring, everything becomes lighter and cheerier, including fabrics. The longer days and warmer nights signal the time to wear breezy silhouettes and vibrant colors again. Emerge from winter’s bundled-up layers feeling refreshed in these dinner outfit ideas:

Silk slip dress + strappy heels + statement earrings

This outfit idea is excellent for evening events that call for something slightly dressy. Choose a silk maxi slip dress in any color—light, dark, or bright, and combine it with strappy lace-up heels. Complete the look with bold statement earrings that shine.

Cropped cardigan + baggy blue jeans

Cropped cardigans are a cute, flirty option for casual dinners with friends or a significant other. Add a pair of wide-leg jeans and dress up the look with platforms. To accessorize, choose silver hoops or diamond studs.

Turtleneck + mini skirt + knee-high boots

This updated look from the ’60s works well whether you’re sporting it in head-to-toe black or mixing colors and patterns. Pair it with a black leather mini skirt and boots for a modern take on mod. To stay cozy on cool spring evenings, add a leather or denim jacket.

T-shirt + midi skirt + loafers

Midi skirts are both feminine and flowy, making them the perfect foundation to build a great dinner-party look for summer. Choose a lightweight floral-printed skirt that moves in the breeze and exudes a playful attitude. Lightly tuck in a simple white tee and style with a gold chain and loafers.

Button-up shirt + crop top + shorts

Make a great first impression by showing up for a casual first date in a crop top layered over a crisp cotton or linen button-up with coordinating shorts. Complete the look with a pair of designer sandals.

Skirt set + heels

Running late for dinner plans? Time to simplify your outfit selection with a ready-to-go skirt set that includes a sophisticated matching jacket or a cute coordinating top. With options that feature puff-sleeved and a midi skirt or spaghetti straps and a mini skirt, there’s a set to suit any style. Finish the look with heels and your everyday jewelry, and you’re ready to dash out the door.

Bomber jacket + mini dress + combat boots

The juxtaposition of a feminine mini-dress and utilitarian combat boots creates an edgy pairing. Up the cool factor by adding an oversized bomber jacket and a small backpack.

FALL AND WINTER DINNER OUTFITS

When cold weather arrives, clothing can be styled to work in your favor, no matter the temperature. So while it might be tempting to hibernate all season, these winterized pants, dresses, and skirts will ensure you brave the elements in style.

To dress up for fall and winter, discover these dinner date outfits:

Sweater dress + ankle boots

A minimalist sweater dress with a cutout back is the perfect way to strike a balance between revealing and staying warm. Select a cream-colored dress and combine it with ankle boots and a structured handbag.

Blazer + tank top + leather pants + bold hoops

Leather is an essential staple for fall and winter wardrobes. A tank top or sleeveless bodysuit can easily tuck into a pair of leather trousers and looks highly sophisticated layered under a solid tone or plaid blazer. Add bold hoops, a chunky necklace, sunglasses, and booties to enhance this outfit.

Sweater + metallic pants

Metallic pants are the ultimate statement piece to wear out to dinner at an eclectic venue. For this fresh look, tuck a simple black sweater into the metallic pants and add platform boots and slim silver bangles.

Oversized sweater + skinny jeans + statement boots

Oversized crew-neck sweaters have taken over in recent years, with numerous styles ruling the streets and runway. Combine a chunky knit with a pair of skinny jeans and over-the-knee statement boots. Finish the look with a soft leather clutch and a stylish watch.

Trench coat + cable knit + maxi skirt

Style a skirt with warm garments and maintain both a sense of coziness and a look that’s cool. Start with tights as a foundation and top them off with a floral maxi skirt and a thick cable-knit sweater. To add an additional layer of warmth, complete the look with a trench coat, boots, and a scarf.

Wool coat + cashmere turtleneck sweater + white jeans 

Today, wearing white past Labor Day is not only acceptable—it’s encouraged. Begin with a pair of white wide-leg jeans and pair them with a cashmere turtleneck and a neutral wool coat. Lastly, add finishing touches, such as a bucket hat, gloves, and a shoulder bag.

Fur coat + jumpsuit

When an evening dinner date calls for something extravagant, choose a rhinestone-embellished jumpsuit and a luxurious faux-fur coat. This look is complemented by diamond jewelry, a small handbag, and platform boots.

IMPRESS EVERY SEASON

No matter the season, the proper clothing and accessories can make an outfit stand out from the crowd. For more inspiration, explore the editorial archive, where Neiman Marcus offers expert insight on creating unique looks.

For personalized styling advice and outfit recommendations, book a one-on-one in-store or virtual appointment with a Neiman Marcus style advisor.