Winter Date Night Outfits

If you’re struggling to find that perfect fit for date night (whether it’s a first date, an anniversary, or everything in between), you’ve come to the right place. Our winter date night outfits have been designed with countryside staple pieces in mind, so you might own several of these pieces already. You know we’re all about mix-and-match outfit formulas and purchasing quality over quantity in our wardrobes.

Let’s start with a staple item for every country lady: a printed shirt or blouse. You’ve probably got some version of one, but it’s always nice to add another into the mix. Depending on the season or location, we have sleeveless, short-sleeved, and long-sleeved versions, as well as button-up collared shirts and flowy blouses. Winter is perfect for a long-sleeved collared shirt, but you could also wear a short-sleeved style for an indoor date and pair it with a tweed blazer or wax jacket over the top.

Another piece for women is a fitted tweed skirt. We’ve expanded our collection over the years and now have a selection of colorways in our style. It’s a super flattering mid-thigh fit with soft satin lining and a zip closure at the back. All of our tweed items are made from the same wool blend, so you know they’re made to last.

Now it’s time to finish off your winter date night outfits with footwear and accessories. A pair of knee-high riding boots complements a tweed skirt effortlessly but can also be worn with jeans or jodhpurs on more casual occasions. If you’re not a fan of skirts but love tweed, why not dress up your outfit with a tweed tote bag? You could use it as your everyday work bag, but it’s definitely special enough to use for date night too!

Explore our range of winter date night outfits in the following colours .