Do you have a special date night planned? Get ready to impress with our hand-picked date night outfits that we are loving right now! Whether you’re having a candle-lit dinner, a casual date night around your local museum, or if it’s your first date and you’re looking to impress – we have it all!
We’ve done the hard part for you and pulled together the ultimate guide on what to wear on date night, so keep reading for all the cute date night outfits that you can wear with confidence.
Date Night Outfit Ideas
Casual Date Night Outfits
Heading out on a more casual date? This could be anything from a walk around the park, to a museum, to catching up over coffee. We recommend opting for an outfit that is lightweight and comfortable, such as these effortless pieces below.
Invite a jacket with both function and fashion qualities to your date night looks with this faux leather trucker jacket.
Made from a comfortable faux leather fabric, it features long sleeves with elasticated cuffs, concealed popper fastenings, a zipper fastening through, and a classic collar. Wear with your favourite jeans and flats for a refreshed look.
Create an instant romantic look with this paisley sheer blouse, made from a soft sheer fabric. The scooped neckline and long buttoned sleeves, makes this choice perfect for date night.
Style with faux leather trousers and boots for a polished yet relaxed look.
Update your wardrobe with this stunning transitional staple, perfect for date night! Made from a soft woven fabric, this dress features a tiered skirt style, a back keyhole fastening, a scooped neckline, and short puff sleeves.
Pair with sandals or trainers for your new everyday hero that can be worked into date night plans.
Elevate your casual looks with this ribbed wrap jumpsuit. With a ribbed design, a wide leg fit, and a wrap style, this jumpsuit will effortlessly flatter your tall frame, having you feeling and looking your best!
Pair with trainers for a simple one and done look.
Dressy Date Night Outfits
Heading to somewhere a little more glamorous than your local restaurant? Look and feel amazing in these must-have elegant pieces that will get heads turning on your next date night.
Add a touch of versatility to your date night look with this paisley drape buckle midi dress. Made from a soft slinky fabric, it features a gold tone buckle, drape detailing, and short grown on sleeves.
Pair with heels or sandals for a look ideal for a date night itinery you want to look and feel fab for!
Timeless and elegant, this ruched bust midi dress combines flattering details with a soft jersey fabric for the ultimate date night dressing experience. The versatile midi length and short sleeved design creates the perfect formal feeling look!
Pair with flats or heels for a refined dinner date vibe.
Transform your nice top collection this season with this floral draped top. Made from a soft woven fabric, it features a draped front design, short grown on sleeves, and a scooped neckline.
Dress up a pair of jeans with this top and your favourite heels for a style you will love!
Winter Date Night Outfits
Cooler weather calls for cosy yet stylish looks. From rich fabrics to clever layering, these outfits balance warmth and style—perfect for any romantic winter evening.
Enter a new level of styling with this new-in faux leather skinny trousers. These trousers will bring instant edge to any winter date night look.
With a front pocket, a skinny fit, and a zip and button fastening, they’re perfect paired with a blouse and heels for dinner or a t-shirt for a more relaxed look.
These wide leg belted trousers are a timeless piece for your smart wardrobe. Made from a durable woven fabric, they feature side pockets, a zip fastening, and an adjustable belted waist.
Available in long and extra long lengths, these trousers are sure to create a sophisticated date night outfit with the perfect fit.
This check side tie maxi skirt combines comfortable cotton with a striking side tie detailing, perfect for winter date nights that call for both style and comfort. Wear with a plain top and flats for a look you and your partner will love!
Best Comfortable Date Night Outfits
Sometimes the best date nights can be staying in the comfort of your own home and putting on a film. We are definitely here for the more casual vibes, so if you’re looking to keep it simple this date night, choose these pieces to keep you cosy.
Effortlessly stylish and cosy, these wide leg joggers featuring a piped design and a drawstring tie, are easy to wear. Bridging lounge and luxury, they have a relaxed silhouette and side pockets, ideal for date night looks you need extra comfort.
Casual charm meets personality – this classic ‘Breakfast Club’ slogan t-shirt is perfect for when you want to balance relaxed comfort and date night fun! Made from a cool cotton fabric, it features an oversized fit, a crew neckline, and a fun slogan detail.
Look to this jersey and woven mix midi dress for a sleek and versatile piece that blends comfort and polish. The scooped neckline and sleeveless design keep it elegant yet effortless, and it has handy side pockets for practical detail!
Looking for more? Shop our new in clothing for all the latest women’s date night outfits you can rely on.
Show us how you’re styling your date night outfits by tagging us on our social channels @longtallsallyfashion on Instagram & Facebook by using the hashtag #ImWearingLTS – you might even get featured!
