



Jacket, green jumper & wide-leg trousers
£171*For cool days, about 5–12°C · Date night · 4 pieces from £20*
Date night outfits that feel special without trying too hard, for dinner, drinks or a show. 457 complete looks, each with why it works.
By Ivan Kachur · Updated October 2026
A good date night outfit should feel like you, just a little sharper. These are mostly dresses with simple shoes and a bag, plus a few trouser looks if a dress isn't your thing. The right shoes matter more than the dress, so start there.
Ivan Kachur, Wholefit
457 looks
Filter by brand in searchFor mild days, about 12–20°C · Date night · 4 pieces from £25*
For cool days, about 5–12°C · Date night · 4 pieces from £20*
For cool days, about 5–12°C · Date night · 4 pieces from £25*
For mild days, about 12–20°C · Date night · 3 pieces from £65*
For mild days, about 12–20°C · Date night · 3 pieces from £45*
For cool days, about 5–12°C · Date night · 3 pieces from £65*
For cool days, about 5–12°C · Date night · 4 pieces from £110*
For cool days, about 5–12°C · Date night · 4 pieces from £195*
For cool days, about 5–12°C · Date night · 4 pieces from £185*
For cool days, about 5–12°C · Date night · 4 pieces from £65*
For cool days, about 5–12°C · Date night · 4 pieces from £125*
For cool days, about 5–12°C · Date night · 4 pieces from £55*
For mild days, about 12–20°C · Date night · 4 pieces from £25*
For cool days, about 5–12°C · Date night · 4 pieces from £95*
For cool days, about 5–12°C · Date night · 4 pieces from £110*
For cold days, about −5 to 5°C · Date night · 4 pieces from £110*
Counted from 40 of these looks.
Black, cream, grey and brown come up most often across these looks, so they make an easy base to build on.
Most whole outfits here cost between £181 and £536; the typical one is £274. Swap any piece to change the total.
Most pieces come from Albaray, Rothy's, Morrison, Edikted and Birkenstock. Each look checks out on the stores' own sites, one store at a time.