Stylish Outfits For Winter Weddings & Festive Events

Winter brings a variety of special celebrations and lots of excuses to get yourself all dolled up!

From the magic of a winter wedding to the warmth of a Christmas market, each occasion requires a different approach to style. The key is figuring out how to stay cosy whilst showcasing your impeccable fashion sense!

This Winter Occasion Wear Guide will help you navigate winter fashion with ease, offering chic outfit ideas and tips for every festive event, so you can look and feel your best, no matter what the season throws at you!

When considering what to wear to a winter wedding, it’s essential to balance glamour with warmth. You want to be picture-perfect while braving the elements.

For winter weddings, a dress in a luxurious fabric like velvet or lace is your best bet. Opt for rich, jewel-toned colours like emerald green, deep plum, or sapphire blue. These hues not only reflect the season but also photograph beautifully against wintery backdrops. If you’re attending a formal ceremony, a floor-length dress paired with a sleek faux fur stole can elevate your look while keeping you cosy. Explore our stunning winter dresses collection for inspiration, perfect for wedding guest dresses in winter.

Joe’s Top Tip: To add warmth without compromising on style, layer a long-sleeved bodysuit under your dress—this adds insulation without bulk. Pair your dress with heeled ankle boots for a polished look that’s practical in colder weather.

Looking for more ideas? Check out our guide on How to Wear Summer Dresses in Winter.

Bonfire Night calls for a relaxed yet stylish outfit that keeps you warm while standing around the fire. Layers are essential, but it’s important to pick pieces that allow you to stay mobile as you move between friends, sparklers, and food stalls.

For a chic yet functional look, start with a statement coat. Opt for bold prints or textured fabrics to add personality. Underneath, layer a snug jumper—something with a bold print or quirky pattern to show off your fun side—paired with skinny jeans or faux leather leggings from our autumn and winter collection.

Key Accessories:

• A woolly hat and oversized scarf for warmth.

• Chunky ankle boots or even knee-highs if you want a bit of extra coverage.

• Crossbody bag to keep your essentials handy while your hands are busy with treats.

Joe’s Top Tip: A thermal layer under your jeans can be a lifesaver on cold, outdoor nights! Nobody will know any different and you’ll be extra toasty.

Whether you’re celebrating Christmas at home or with friends and family, Christmas Day is a time for cheerful yet comfortable outfits that can take you from unwrapping presents to the dinner table in style.

For a smart-casual look, a midi dress in festive red or emerald green is perfect. Choose a dress that flatters but leaves room for comfort—after all, it’s Christmas! Team your dress with a cosy cardigan or a chic knit shrug to stay warm while looking your best. If you prefer separates, go for a bold skirt paired with a cosy jumper from our jumpers and hoodies collection for a stylish twist.

Finishing Touches: Metallic or sparkly accessories can help bring a touch of glamour to your festive outfit. A pair of statement earrings or a shimmering necklace can lift your look, while classic leather ankle boots will keep you comfortable all day long.

Boxing Day is typically more relaxed, but that doesn’t mean you can’t look stylish while lounging at home or heading out for a festive walk. This is a day for easy, laid-back fashion, but a well-chosen outfit can make you feel polished.

A flowing tunic top paired with leggings or skinny jeans is the perfect combo for the day after Christmas. Tunics offer just the right amount of coverage, and their loose fit ensures you’ll feel comfortable no matter how many mince pies you’ve indulged in! To keep warm, throw on an oversized cardigan from our cardigan collection or a longline knit coat.

And for footwear? Go for flat, comfortable ankle boots or loafers. These shoes are practical and stylish, letting you move between lounging at home and stepping out for a brisk family walk.

Need more inspiration? Discover What to Wear On Boxing Day for even more outfit ideas.

For the office party, you’ll want an outfit that balances festive fun and professional polish. While it’s your chance to let loose, your attire still needs to keep a certain level of sophistication.

Skip the overly corporate black dress and go for a midi dress in a jewel tone or a bold print. A wrap dress or a shift dress works wonders in adding personality while still looking sharp. If you prefer separates, pair tailored trousers with a sparkling blouse to add just the right amount of festive flair without overdoing it.

Joe’s Top Tip: Layer with a fitted blazer to maintain a polished appearance in the evening. As things get livelier, this can be quickly thrown aside to reveal your fabulous festive look!

Christmas markets are a true highlight of the festive season. Twinkling lights, mulled wine, and live music - you can’t beat it! Being outdoors with lots of walking around stalls, cosy and comfortable is key, but being a prime time to snap a festive photo, you’ll want to stay stylish too!

Start with a cosy knit dress. Something thick enough to keep you warm yet stylish enough to stand out. Layer it with a statement winter coat, preferably one in a fun colour or with an eye-catching pattern. Then, finish with accessories such as oversized scarves and pom-pom hats to keep you warm while adding a festive touch to your look.

For shoes, flat ankle boots with a sturdy sole are your best friend here. Not only are they comfy for long walks, but they’ll also keep your feet warm and dry.

Joe’s Top Tip: Opt for wool or knit fabrics that can retain warmth and finish with a crossbody bag, useful for keeping your hands free for hot chocolate and shopping!

New Year’s Eve is your chance to go all out. It’s the one night where sequins, metallics, and bold colours are absolutely encouraged! Whether you’re heading to a glamorous party or keeping it more low-key, your NYE outfit should be something that makes you feel special.

For a show-stopping look, go for a sequin dress or a sleek jumpsuit in metallics. If sequins aren’t your thing, opt for a classic black or navy dress and elevate it with statement jewellery and a faux fur jacket for a luxe feel.

Don’t forget to pair your outfit with a standout pair of heels or block-heeled ankle boots, which offer the perfect blend of style and comfort, letting you dance the night away.

Joe’s Top Tip: Add a bold red lip or a touch of glittery eye makeup to complete your look. After all, New Year's Eve is the time to sparkle!

For winter birthdays, your outfit should reflect the celebration. Bold prints are a great way to stand out and add some vibrancy to the darker months. A statement dress with eye-catching patterns—whether floral, geometric, or animal print—can be paired with a chic faux fur jacket for that extra bit of glamour.

If you prefer a more subdued outfit, mix textures instead. Combine a satin top with a velvet skirt for a sophisticated yet festive look. This is also an excellent time to showcase your favourite ankle boots.

 Consider fun accessories like a unique belt to accentuate your waist or a bold handbag that adds a pop of colour to your outfit.

With this guide, you now have a treasure trove of outfit ideas and tips for every winter occasion. From winter weddings and holiday gatherings to casual outings, staying stylish while braving the chill is absolutely achievable. Now you’re ready to turn heads at every event, from winter graduation dresses to festive parties!

Explore more of our new season collection to find the perfect pieces that suit your style and the winter season. Whatever your plans, let your personality shine through your fashion choices, with a Joe Browns twist!