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What to Wear to a Winter Wedding in 2021 and 2022

21 Chic Looks So You Can be the Best Dressed at the Wedding (After the Bride, Duh!)

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A dress may be the first thing that comes to mind when thinking of suitable wedding attire, but allow me to make a case for pairing fashionable separates into just as fabulous looks. As you press play on our social calendars this winter, keeping a sense of comfort and easy elegance might be paramount — as is fighting a cold snap. This may seen like a challenge, but that's when textured fabrics and the art of layering comes in.

Consider for example J.Crew's metallic silk chiffon top. Styled with rich green pants, it will look effortlessly chic. Likewise, Leset's Leset's Zoe Sweater provides ample warmth and will look refined when tucked in tailored trousers or leather pants. Once you have the ensemble together, the next task will be to add the finishing touches. So we threw in some festive accessories (think statement shoulder bags and party-ready shoes) into the mix, so you have your full looks figured out. Read on for the pieces that will help you achieve best-dressed guest status.

Image Source: & Other Stories

A Beloved '90s Style: Pull-on Slip Skirt

Opt for this satiny Pull-on Slip Skirt ($78) to make any top feel more elevated. It features an elastic waistband and reaches slightly below the knee for a modern touch. A pair of tall riding boots and a mockcneck sweater will complete your look.

Image Source: jcrew.com
Pull-on Slip Skirt
$78
from jcrew.com
Buy Now

A Neutral Look: Norma Kamali Kamali Kulture Shirred Waist Jumpsuit

This Norma Kamali Kamali Kulture Shirred Waist Jumpsuit ($125) might have just convinced me to start wearing jumpsuits again. It's a chic one-and-done solution to dressing up.

Image Source: shopbop.com
Norma Kamali Kamali Kulture Shirred Waist Jumpsuit
$125
from shopbop.com
Buy Now

A Luxe Top: Collared Alpaca Blend Cardigan

The deep hue and soft-looking fabric of this Collared Alpaca Blend Cardigan ($89) give it a rich appearance.

Image Source: stories.com
Collared Alpaca Blend Cardigan
$89
from stories.com
Buy Now

Effortless Elegance: Mano High-Waist Straight Pants

These Mano High-Waist Straight Pants ($60) have an insouciant air that makes them cool yet refined. You will feel at ease when wearing them.

Image Source: shop.mango.com
Mano High-Waist Straight Pants
$60
from shop.mango.com
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An Absolutely Adorable Pick: Sleeper Knitted Cardigan With Detachable Feathers

By the time January hits, fashion-lovers will be long over the red-and-green holiday aesthetic. This fun Sleeper Knitted Cardigan With Detachable Feathers ($195) includes faux-pearl buttons, and the fuzzy sleeves are detachable, so it's basically two sweaters in one.

Image Source: the-sleeper.com
Sleeper Knitted Cardigan With Detachable Feathers
$195
from the-sleeper.com
Buy Now

Meet Your New Work Closet Hero: Cameron Pants

These Cameron Pants ($90) can be worn 12 months a year, seven days a week, because they are that flattering and wearable. They're cut in a stretch fabric for a sense of ease and comfort, but they will hold you in and ensure you look put-together.

Image Source: jcrew.com
Cameron Pants
$90
from jcrew.com
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Not Your Average Top: Enza Costa One-Shoulder Cashmere-Cotton Top

The silhouette of this Enza Costa One-Shoulder Cashmere-Cotton Top ($149, originally $198) exudes easy elegance, while the deep rusty shade makes it extremely versatile. Pair it with your favourite leather culottes for a compliment-worthy ensemble.

Image Source: neimanmarcus.com
Enza Costa One-Shoulder Cashmere-Cotton Top
$149
from neimanmarcus.com
Buy Now

A Classic Silhouette: Theory Hw Mini B Walden Tweed Skirt

This Theory Hw Mini B Walden Tweed Skirt ($176, originally $235) is a fail-safe choice for work days or 5 o'clock happy hours. It's structured, so you'll feel a lot of support, yet you'll still be able to move around freely — and in style.

Image Source: neimanmarcus.com
Theory Hw Mini B Walden Tweed Skirt
$176
from neimanmarcus.com
Buy Now

A Classic Silhouette: Lady Jacket

This ultra-polished Lady Jacket ($248, plus 30 percent off with code FESTIVE) will instantly elevate any ensemble you pair it with. The pretty buttons and convenient patch pockets are details you can't miss.

Image Source: jcrew.com
Lady Jacket
$248
from jcrew.com
Buy Now

A Twisted Moment: The Drop Hazel Long Sleeve Gathered Front Top

The ruched gathering of this The Drop Hazel Long Sleeve Gathered Front Top ($25) makes it slinky, while the overall construction gives it a versatile edge. It makes a stylish going-out top; just tuck it into fitted trousers for the wedding.

Image Source: amazon.com
The Drop Hazel Long Sleeve Gathered Front Top
$25
from amazon.com
Buy Now

A Flowy Skirt: Mango Printed Pleated Skirt

Watch the compliments roll in when you slip into this Mango Printed Pleated Skirt ($80). The print makes it eye-catching.

Image Source: shop.mango.com
Mango Printed Pleated Skirt
$80
from shop.mango.com
Buy Now

Some '70s Flare: Flared Velvet Trousers

For a throwback to the '70s, style these Flared Velvet Trousers ($99) with a long-sleeved blouse, and get ready to bring it on a dance floor. It'll move nicely as you twirl under disco balls.

Image Source: stories.com
Flared Velvet Trousers
$99
from stories.com
Buy Now

A Green Statement: Open-back Silk Charmeuse Dress

The green jewel tone of this Open-back Silk Charmeuse Dress ($328, plus 30 percent off with code FESTIVE) gives it a luxe appearance, while the side slit amps up the sex appeal. It also features a head-turning open back, which makes it an all-around irresistible look.

Image Source: jcrew.com
Open-back Silk Charmeuse Dress
$328
from jcrew.com
Buy Now

A Luxe Look: High-sheen Dress

This High-sheen Dress ($25) looks luxe, thanks to the shimmering fabric and easygoing fit. The colour also gives it a sort of regal elegance.

Image Source: www2.hm.com
High-sheen Dress
$25
from www2.hm.com
Buy Now

A Day-to-Night Look: Satin Dress

The great thing about this Satin Dress ($35) is that it's extremely versatile. By day, pair it with tall riding boots and a trench coat for the office, and for the wedding, replace the shoes with heels.

Image Source: www2.hm.com
Satin Dress
$35
from www2.hm.com
Buy Now

A Conversation Starter: Embroidered Corduroy Button-Front Mini Dress

Embrace the holiday spirit with this polished and festive Embroidered Corduroy Button-Front Mini Dress ($148, plus 20 percent off with code HOLLYJOLLY). The fabric motifs make it stand out even more.

Image Source: madewell.com
Embroidered Corduroy Button-Front Mini Dress
$148
from madewell.com
Buy Now

'Tis The Season: Puff-sleeve Velvet Dress

Get into the holiday spirit with this Puff-sleeve Velvet Dress ($198, plus 40 percent off with code FESTIVE). It is not only suitable for a winter wedding, but — from a festive office event to evening cocktails — it'll pair well with everything else on your agenda.

Image Source: jcrew.com
Puff-sleeve Velvet Dress
$198
from jcrew.com
Buy Now

A Luxe-Looking Dress: Button-Front Puff-Sleeve V-Neck Midi Dress

The Button-Front Puff-Sleeve V-Neck Midi Dress ($148, plus 20 percent off with code HOLLYJOLLY) has an understated elegance that makes it extremely desirable. We like it paired with Mary Janes or with loafers and socks.

Image Source: madewell.com
Button-Front Puff-Sleeve V-Neck Midi Dress
$148
from madewell.com
Buy Now

A Shoulder Moment: Boatneck Italian Velvet Dress

If black is permissible, this formfitting Boatneck Italian Velvet Dress ($228) is crafted in velvet for a uniquely festive look. With its understated elegance and flattering fit, it will turn heads at the next party you RSVP to.

Image Source: jcrew.com
Boatneck Italian Velvet Dress
$228
from jcrew.com
Buy Now

A Party Number: Corduroy Aidy Square-Neck Tiered Mini Dress

The length and square neck of this Corduroy Aidy Tiered Mini Dress ($138, plus 20 percent off with code HOLLYJOLLY) make it modern and fun. There's no denying that it oozes a lighthearted femininity and confidence.

Image Source: madewell.com
Corduroy Aidy Tiered Mini Dress
$138
from madewell.com
Buy Now

A Sexy LBD: Reona Halterneck Dress

This Reona Halterneck Dress ($135) will look flattering and will make you feel really confident when you slip into it. Paired with a blazer, it makes a powerful statement about who's in charge.

Image Source: reona.ca
Reona Halterneck Dress
$135
from reona.ca
Buy Now

Party at the Back: Mockneck Silk Chiffon Top

The tie at the back of this Mockneck Silk Chiffon Top ($128, plus 30 percent off with code FESTIVE) alone earned it a spot in our evening wardrobe. Paired with tailored trousers, this drapey blouse will be elevated to chic wedding attired.

Image Source: jcrew.com
Mockneck Silk Chiffon Top
$128
from jcrew.com
Buy Now

Sleeve Drama: Puff-sleeve Textured Organza Top

This Puff-sleeve Textured Organza Top ($198, plus 30 percent off with code FESTIVE) packs plenty of sophisticated drama. The textured organza fabric is a key detail that sets it apart from the rest. Style it with tailored pants and some kitten heels, and you'll be on your way.

Image Source: jcrew.com
Puff-sleeve Textured Organza Top
$198
from jcrew.com
Buy Now

Meet Your New Favourite LBD: Fitted Crepe Bustier Dress

This Fitted Crepe Bustier Dress ($228, plus 30 percent off with code FESTIVE) is the timeless LBD you'll turn to season after season. The sweetheart neckline amps up the femininity, while the slit dials up the sex appeal.

Image Source: jcrew.com
Fitted Crepe Bustier Dress
$228
from jcrew.com
Buy Now

A Sparkly Statement: Sequin Wrap Mini Dress

This Sequin Wrap Mini Dress ($179) will boost your mood as soon as you slip into it, whether you wear it for date night or to celebrate a friend. It's a classic party silhouette.

Image Source: stories.com
Sequin Wrap Mini Dress
$179
from stories.com
Buy Now

An Office-Ready Look: Mango Floral Print Dress

This Mango Floral Print Dress ($80) will stylishly transition from the office to an after-dark event. Just finish off the look with a pair of heeled boots for the wedding.

Image Source: shop.mango.com
Mango Floral Print Dress
$80
from shop.mango.com
Buy Now

A Purple Maxi: Buttoned Midi Dress

We didn't expect the placement of the buttons on this Buttoned Midi Dress ($149), but we're loving the surprising effect. For our modest dressers, this style will keep everything covered, yet still make you look elevated and chic.

Image Source: stories.com
Buttoned Midi Dress
$149
from stories.com
Buy Now

Life of the Party: Fitted Sequin Mini Dress

This Fitted Sequin Mini Dress ($179) is the kind that will get you noticed anywhere, whether you're dropping moves on the dance floor or gathering around the table with family members. The curved hem makes it really cool.

Image Source: stories.com
Fitted Sequin Mini Dress
$179
from stories.com
Buy Now

A Rich Hue: Zara Weave Dress

The green shade of this Zara Weave Dress ($90) is so rich, it will honestly make anyone stop and stare. The length makes it perfect to take from the office to afterwork parties, including weddings.

Image Source: zara.com
Zara Weave Dress
$90
from zara.com
Buy Now

Elevated Jewellery: Oma the Label Ren Necklace

This stunning Oma the Label Ren Necklace ($369) will be at the centre of the conversation, whether they wear it to an office gathering or a friend's birthday party. We love it paired with a revealing neckline.

Image Source: omathelabel.com
Oma the Label Ren Necklace
$369
from omathelabel.com
Buy Now

To Embellish Your Hairdo: Velvet Alice Headband

This Velvet Alice Headband ($29) is the answer to elevating any hairdo. It looks sturdy, comfortable, and super polished.

Image Source: stories.com
Velvet Alice Headband
$29
from stories.com
Buy Now

A Statement Maker: JW Pei Joy Bag

This JW Pei Joy Bag ($79, originally $89) has an understated elegance I honestly find irresistible. It's designed to get noticed wherever you go.

Image Source: jwpei.com
JW Pei Joy Bag
$79
from jwpei.com
Buy Now

A Quilted Style: Quilted Split Leather Fleece Shoulder Bag

This Quilted Split Leather Fleece Shoulder Bag ($70) will elevate any outfit with textured elegance and polished comfort.

Image Source: zara.com
Quilted Split Leather Fleece Shoulder Bag
$70
from zara.com
Buy Now

A Quirky Shape: JW Pei Rantan Bag

This chic JW Pei Rantan Bag ($59, originally $129) is designed from a croc-embossed vegan letter and lined with faux suede plus vegan ultra-microfibre. It contains an interior pocket for all the small essentials, plus the strap is detachable.

Image Source: jwpei.com
JW Pei Rantan Bag
$59
from jwpei.com
Buy Now

A Going-Out Bag: Staud Bean Ruched Shearling Shoulder Bag

We love the ruched design and soft material of this Staud Bean Ruched Shearling Shoulder Bag ($165, originally $275). Bring it to the next night out — it'll carry all your small essentials.

Image Source: modaoperandi.com
Staud Bean Ruched Shearling Shoulder Bag
$165
from modaoperandi.com
Buy Now

Festive Shoes: The Jeanne Slingback Flats

These The Jeanne Slingback Flats ($138, plus 20 percent off with code HOLLYJOLLY) will be the life of the reception party. They are polished and endlessly wearable.

Image Source: madewell.com
The Jeanne Slingback Flats
$138
from madewell.com
Buy Now

Timeless Shoes: Dear Frances Verona Boots

These Dear Frances Verona Boots ($765) have enduring appeal, and it's because of the timeless snake print, comfortable heel height, and polished construction. It's a splurge, but they'll definitely have them for years to come.

Image Source: dearfrances.com
Dear Frances Verona Boots
$765
from dearfrances.com
Buy Now

A '90s Tribute: Staud Sasha Shoulder Bag

This Staud Sasha Shoulder Bag ($248, originally $495) is a nod to the '90s, bringing back the decade's slouchy silhouettes. It's made from fluffy light brown shearling and designed in an extremely wearable shape.

Image Source: Net-a-Porter
Staud Sasha Shoulder Bag
$248
from net-a-porter.com
Buy Now

An Absolute Splurge: Stella McCartney Frayme Zipit Faux Shearling Shoulder Bag

The chunky shape and two-tone chains of this Stella McCartney Frayme Zipit Faux Shearling Shoulder Bag ($1,970) totally sold me. The size will make sure you only bring the essentials with you.

Image Source: Net-a-Porter
Stella McCartney Frayme Zipit Faux Shearling Shoulder Bag
$1,970
from net-a-porter.com
Buy Now

Life of the Party: Benedetta Bruzziches Pina Bausch Crystal Mesh Shoulder Bag

Currently wishing someone would gift this Benedetta Bruzziches Pina Bausch Crystal Mesh Shoulder Bag ($739, originally $985) to me — it's that festive and inviting. Totally worth the splurge, if you ask me!

Image Source: neimanmarcus.com
Benedetta Bruzziches Pina Bausch Crystal Mesh Shoulder Bag
$739
from neimanmarcus.com
Buy Now

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