Valentine’s Day Outfits for Every Type of Date Valentine’s Day is all about celebrating love — whether it’s with a partner, your friends, or even a little self-indulgence. Whether your plans include an intimate dinner, a cosy gathering at home with friends, a relaxed daytime outing, or a quiet night in, we’ve put together a few options that could speak to you. A Night Date For an intimate Valentine’s dinner, the little red dress feels like the obvious choice — yet it never loses its magic. Bold without being loud, refined without trying too hard, it’s made for candlelit tables, slow conversations. Red sets the mood while the silhouette does the rest, and our Orchid Print Scarf Midi Dress and Panel Detail V Neck Maxi Dress capture that balance perfectly. With confidence at its highest, the evening feels unforgettable, and undeniably special. All that’s left is to finish the look with thoughtful details — a bag, soft gold or silver-toned jewellery, and nothing more to overthink. A Galentine's Night Planning a day or night with friends to celebrate the bonds that matter most? Let red set the tone for your look. Whether it’s brunch, lunch, or a cosy evening filled with good food, music, and long conversations, our V Neck Button Front Knit Tank is a versatile choice for any plan. Layer it over a shirt, a long sleeve top, or under a blazer for easy styling. For an equally effortless option, the Melange Ribbed Midi Knit Dress delivers all-day comfort, taking you from daytime catch-ups to an evening with the girls. A Cosy Night In Alternatively, if your only plan is to stay cosy at home — enjoying a warm, home-cooked meal, soft music, and your favourite series or film to end the night — all you need are soft layers for comfort. Think our V Neck Cotton Cardigan or Chunky Wool Fleck Knit, paired with your favorite joggers and our Shearling Ballet Slippers, for a night that’s warm and relaxing. Every detail — from textures to tones — is designed to make your night feel indulgent and comforting. Chunky Curved Stud Earring £35 Quick Add Chunky Wool Fleck Knit £139 Quick Add Lace Insert Midi Dress £199 Quick Add Avah Zip Top Suede Clutch £89 Quick Add Chunky Curved Stud Earring £35 Chunky Wool Fleck Knit £139 Lace Insert Midi Dress £199 Avah Zip Top Suede Clutch £89 Funnel Neck Pleated Knit Dress £149 Quick Add https://www.whistles.com/product/funnel-neck-pleated-knit-dress-40709.html#suggestion=true £159 Quick Add Wool Collar Neck Knit £109 Quick Add Straight Full Length Jean £99 Quick Add Funnel Neck Pleated Knit Dress £149 https://www.whistles.com/product/funnel-neck-pleated-knit-dress-40709.html#suggestion=true £159 Wool Collar Neck Knit £109 Straight Full Length Jean £99 MORE LIKE THIS Lookbooks LIMITED EDITION: SPRING SUMMER 2026 The new season marks a shift in direction. A refinement. A streamlining of our design codes. Our Spring Summer 2026 Limited ...read more Fashion & Trends TAFFY MSIPA’S PRE-SPRING ‘26 EDIT As a visual storyteller, curator and fashion stylist, Taffy has curated her favourite looks from our latest Pre-Spring 2026 collection.read more Lookbooks PRE-SPRING 2026 With Whistles' Pre-Spring 2026 Collection, there’s a strong focus on what forms the building blocks of the modern woman’s ...read more