35 December Outfits to Get You Through the Busiest Month

by Avatar photoLena
red green plaid pleated midi skirt black turtleneck knee-high boots long coat outfit 19

December asks a lot of one closet: a Monday meeting, a mall run, a school concert and a party all inside a single week. These 35 looks are sorted by what the month actually throws at you, so you can find the outfit and get on with your day.

This post contains affiliate links — if you buy through them I may earn a small commission at no extra cost to you. As an Amazon Associate I earn from qualifying purchases.

In this article
  1. Workdays and offices (7)
  2. Holiday shopping errands (7)
  3. School concerts and family (6)
  4. Parties and evenings (9)
  5. Travel days (6)

Burgundy Blazer, Wide-Leg Gray Pants

A burgundy blazer is the easiest way to make a gray office look feel like December without a single reindeer. Choose one cut long enough to cover the hips and roomy through the shoulders.

burgundy oversized blazer gray wide-leg pants cream turtleneck black loafers outfit 1
Vote for this look!

Look for a burgundy blazer with a wool blend and a lining so it hangs well and survives the heating-to-parking-lot swing. Heather-gray wide-leg pants keep the color from shouting.

A cream turtleneck underneath adds a third layer for cold offices, and black loafers with visible socks keep it practical on icy sidewalks.

Camel Coat Over Black Knit Dress

On days with back-to-back meetings, a knit dress does the thinking for you. A black sweater dress with a straight, roomy fit reads polished and moves with you in a chair.

long camel wool coat black knit sweater dress tall black boots gold necklace outfit 2
Vote for this look!

The coat is where to spend. Check the label for at least half wool, and pick a long camel coat that reaches the knee or below with dropped shoulders.

Tall black boots and a thin gold chain finish it. The camel against black is the contrast that keeps a work uniform from looking flat.

Forest Green Sweater With Plaid Trousers

Plaid at work stays grown-up when the cut is straight and the colors are deep. Charcoal and green plaid pants feel festive without announcing it.

forest green sweater white collared shirt plaid straight pants black ankle boots outfit 3
Vote for this look!

Pair them with a roomy forest green sweater in merino or a wool blend, which resists pilling better than cheap acrylic.

A white collared shirt peeking out at the neck and cuffs, plus black ankle boots, make it a considered outfit rather than a pajama-adjacent one.

Chocolate Suede Jacket and Cream Slacks

Chocolate brown and cream is a quieter way to dress for a holiday week, and it hides coffee drips better than white does.

chocolate brown boxy suede jacket cream straight pants silk scarf brown loafers outfit 4
Vote for this look!

A boxy suede-look jacket sits at the hip and layers over a knit without bulk. Cream straight pants keep proportions clean.

Add a silk scarf tied loosely at the neck and brown loafers. The mix of suede, wool and silk gives texture that photographs and lives well.

Navy Pleated Midi Skirt With Chunky Cardigan

A pleated midi skirt gives you movement for a long day on your feet and looks dressier than it feels.

navy pleated midi skirt oatmeal chunky cardigan white tee knee-high brown boots outfit 5
Vote for this look!

Choose a navy pleated midi that lands mid-calf, with a lined waistband so knit tops do not cling. A roomy oatmeal cardigan over a white tee is the layer.

Knee-high brown boots bridge the skirt and the cold. Skirts take boots that reach the knee, never ankle booties, so the leg line stays continuous.

Charcoal Wool Jumpsuit for Long Days

A jumpsuit is one decision instead of two, which is a gift in December. A wide-leg wool-blend style in charcoal looks sharp and keeps you warm.

charcoal wide-leg jumpsuit long camel cardigan coat black pumps outfit 6
Vote for this look!

Look for a charcoal wide-leg jumpsuit with a defined but not tight waist and a fabric with some weight.

Throw a long camel cardigan-coat over it and finish with black pumps. Sheer tights are welcome for the commute.

Casual Friday Jeans Dressed Up

Casual Friday in December can still look intentional. Dark straight jeans with a hint of structure keep it office-safe.

dark straight-leg jeans cobalt blue sweater oversized black blazer black loafers gold necklaces outfit 7
Vote for this look!

Pair dark straight-leg jeans with a cobalt blue sweater and an oversized black blazer. The cobalt is the one bright note that says holiday.

Black loafers and layered gold necklaces tie it together. Skip rips and bleached washes; deep indigo reads sharper.

Puffer Coat and Barrel Jeans for the Mall

Holiday shopping is hours on your feet and constant on-off layers. Build the outfit around a coat that handles parking lots and overheated stores.

long brown puffer coat barrel jeans cream sweater white leather sneakers tote bag outfit 8
Vote for this look!

A long long puffer coat in chocolate or black goes over barrel jeans and a thick sweater. Check for a hood and deep pockets; they matter more than the brand.

White leather sneakers keep you comfortable for the long haul, and a big tote swallows the shopping bags.

Shearling Jacket With Corduroy Pants

For a day of errands and window shopping, texture does the work. Corduroy and shearling are warm, forgiving and look good a little rumpled.

cream faux shearling boxy jacket rust corduroy straight pants striped top brown boots beanie outfit 9
Vote for this look!

Straight-leg corduroy pants in rust or olive pair well with a boxy faux-shearling jacket in cream.

Add a striped long-sleeve underneath, brown boots and a beanie pulled on with the hair left down.

Oversized Plaid Shacket Over Leggings-Free Layers

A shirt-jacket is the unsung hero of December errands. It layers over a tee, comes off in warm stores and covers the hips.

oversized red black plaid shacket gray tee wide-leg black jeans chunky sneakers crossbody bag outfit 10
Vote for this look!

Go for a heavyweight plaid shacket in red and black. Under it, a gray tee; below, wide-leg black jeans.

Chunky black sneakers and a crossbody bag keep your hands free for bags and a coffee.

Cherry Red Coat Over All-Black Basics

When the rest of the outfit is black, a cherry red coat becomes the entire personality, and it is easy to spot in a crowded store.

long cherry red wool coat black turtleneck black wide-leg pants black block heel boots outfit 11
Vote for this look!

Pick a long red wool coat with a relaxed shoulder, and keep everything else simple: black turtleneck, black wide-leg pants.

Black boots with a block heel hold up through hours of walking, and a gold watch or hoops are all the jewelry it needs.

Gray Sweatsuit, Done Properly

A matching sweat set can work on a hectic Saturday if it is heavyweight and sits relaxed rather than clingy.

heavyweight gray sweatshirt and straight sweatpants set long wool coat white sneakers outfit 12
Vote for this look!

Look for a heavyweight gray sweat set in a thick cotton fleece with a straight, full-length pant.

Dress it with a camel trench or long wool coat on top, and wear sleek white sneakers. The coat is what stops it reading as loungewear.

Denim-on-Denim With a Faux Fur Collar

Mixing two washes of denim is a quick way to look dressed without trying hard, and it handles spilled hot chocolate with ease.

boxy denim jacket faux fur collar white sweater light straight jeans tan boots red scarf outfit 13
Vote for this look!

A boxy denim jacket with a faux fur collar over a white sweater and light straight jeans is warm and has real personality.

Add tan boots and a red scarf for a little seasonal color.

Long Quilted Vest and Roomy Turtleneck

A long quilted vest keeps your core warm and your arms free, which is what you want when carrying five bags.

long black quilted vest forest green chunky turtleneck dark straight jeans brown suede boots tote outfit 14
Vote for this look!

Over a chunky turtleneck in forest green, with straight dark jeans, the vest adds structure without bulk.

Brown suede boots and a leather tote finish it. Choose a vest that reaches mid-thigh for the most coverage.

Velvet Skirt and Fair Isle Sweater for the Concert

School concerts call for something festive but not party-level. A velvet midi skirt with a sweater hits that note.

deep green velvet midi skirt Fair Isle sweater knee-high black boots camel coat outfit 15
Vote for this look!

Pair a velvet midi skirt in deep green with a relaxed Fair Isle sweater. The textures play off each other.

Knee-high black boots handle cold school parking lots, and a camel coat goes on top.

Wide-Leg Corduroy With a Cozy Cardigan

For a long evening in a school gym on a folding chair, comfort is the priority. Wide-leg corduroy pants give you room and warmth.

chocolate wide-leg corduroy pants cream cardigan striped tee navy puffer jacket white sneakers outfit 16
Vote for this look!

Choose wide-leg corduroy pants in chocolate and top with a cream cardigan over a striped tee.

A puffer jacket in navy goes over the arm, and clean sneakers are perfect for hallway walks.

Midi Sweater Dress for the Family Dinner

Family dinners are long, so choose a dress that moves and does not need adjusting. A soft midi sweater dress does exactly that.

burgundy cable-knit midi sweater dress tall boots long wool scarf outfit 17
Vote for this look!

A cable-knit midi sweater dress in cobalt or burgundy, cut roomy, is festive and forgiving.

Add tall boots and a long wool scarf, and bring a blazer for the cold house.

Tailored Pants With a Statement Brooch Blazer

A blazer with a small vintage-style brooch is a quiet, polished way to show up for a holiday brunch.

oversized tweed blazer silk blouse straight cream pants loafers pearl earrings outfit 18
Vote for this look!

Layer a tweed blazer over a silk blouse and straight cream pants.

Loafers or low pumps work, and a pearl earring finishes it.

How to Dress When the Day Has Five Stops

Plan around one hardworking coat and one pair of closed-toe shoes you can stand in. Add a third layer you can remove and a scarf you can reuse. Choose fabrics that do not crease in the car: wool blends, ponte, corduroy and heavy knits. Save the shine for the evening.

Plaid Skirt, Black Turtleneck, Tall Boots

A pleated plaid midi in red and green is as festive as it gets without a sequin in sight, and kids love it.

red green plaid pleated midi skirt black turtleneck knee-high boots long coat outfit 19
Vote for this look!

A plaid midi skirt over a black turtleneck keeps the pattern in check.

Knee-high boots again, since ankle boots with a skirt cut the leg short. Add a long coat.

Barn Jacket and Straight Jeans for the Tree Farm

Cutting your own tree means mud, sap and cold hands. The look is practical: a waxed barn jacket and sturdy boots.

olive barn jacket flannel shirt straight jeans waterproof boots beanie outfit 20
Vote for this look!

A barn jacket with corduroy collar over a thick flannel and straight jeans handles it all.

Waterproof boots and a beanie. Everything here is washable.

Satin Slip Dress With an Oversized Blazer

The easiest office party outfit is a slip dress under a blazer. You are work-appropriate at five and party-ready at seven.

deep green satin midi slip dress oversized black blazer closed-toe heels sheer tights outfit 21
Vote for this look!

A satin slip dress in deep green with a boxy black blazer on top keeps it polished.

Closed-toe heels and sheer tights keep it winter-appropriate. Slip the blazer off for the party.

Velvet Wide-Leg Pants and a Silk Camisole

Velvet pants are the party move that feels both easy and special, and they hide long evenings better than a dress.

burgundy velvet wide-leg pants champagne silk camisole oversized blazer pointed flats outfit 22
Vote for this look!

Choose wide-leg velvet pants in burgundy or black with a champagne silk camisole and an oversized blazer.

Pointed flats or low block heels keep you comfortable. A gold necklace is enough.

Black Midi Dress With Statement Earrings

A black dress that suits every holiday party is worth investing in. Choose a midi length with a bit of drape.

long-sleeve black crepe midi dress statement earrings black pumps clutch outfit 23
Vote for this look!

A long-sleeve black midi dress in a heavy crepe or ponte hangs well and does not wrinkle in the car.

Make it festive with big earrings and a red lip, and choose closed pumps or velvet flats.

Cobalt Satin Skirt With a Cream Sweater

Cobalt blue is one of the best December colors because it reads rich in any light and looks different from the usual red and green.

cobalt blue satin midi skirt cream fuzzy sweater knee-high boots mini bag outfit 24
Vote for this look!

A long cobalt satin skirt with a cream mohair-style sweater mixes shine and fuzz in a good way.

Knee-high boots or a closed pump, and a mini bag, round it out.

Sequin Skirt Dressed Down With a Gray Sweatshirt

A sequin midi skirt looks modern when it meets something casual. A gray sweatshirt is the right counterbalance.

champagne sequin midi skirt heather gray sweatshirt black loafers leather jacket outfit 25
Vote for this look!

A sequin midi skirt in champagne or silver over a roomy heather-gray sweatshirt reads as effortless and festive.

Add white sneakers or black loafers with socks, and throw a leather jacket on top.

Two-Piece Knit Set for the Cocktail Hour

A matching knit set is the easiest elevated look: top and skirt in the same shade look intentional without any thinking.

chocolate brown knit sweater and midi skirt set pointed boots leather bag long coat outfit 26
Vote for this look!

A knit sweater and midi skirt set in chocolate brown or plum is cozy and refined.

Pointed boots and a leather bag, and add a long coat for the walk in.

Jewel-Tone Wrap Top and Black Wide-Leg Pants

When a party dress code is vague, black wide-leg pants and a special top solve it every time.

emerald satin wrap top black wide-leg pants closed-toe slingbacks gold cuff outfit 27
Vote for this look!

A satin wrap top in emerald, with a high waist and straight hem, stays flattering across sizes.

Slingback closed-toe heels or flats, plus a gold cuff, finish it.

Lace Midi Skirt With a Tailored Vest

A tailored waistcoat over a white shirt with a lace midi skirt is a sharp, slightly vintage option for a dressier party.

black lace midi skirt tailored vest white shirt knee-high boots pearl earrings outfit 28
Vote for this look!

A black lace midi skirt with a lining keeps it comfortable; the vest adds structure.

Knee-high boots and a pearl accessory bring it all together.

New Year’s Eve Jumpsuit in Black Sequin

For the last party of the month, a jumpsuit gives you drama without any fuss, and pockets are a bonus.

black sequin wide-leg jumpsuit closed-toe heels faux fur coat clutch outfit 29
Vote for this look!

A black sequin jumpsuit with a wide leg and long sleeves stays modern. Keep everything else minimal.

Closed-toe heels, a fur-trim coat, and a clutch.

Airport Look in a Matching Knit Set

A travel day is long and temperature-confusing, so soft layers matter more than looking dressed up.

oatmeal knit pullover wide-leg pants set long coat slip-on sneakers tote outfit 30
Vote for this look!

A matching knit pullover and wide-leg pants in oatmeal gives comfort with polish.

Add a long coat, slip-on sneakers for security lines, and a big tote.

Road Trip Sweatshirt Dress and Puffer

A long drive to relatives calls for something you can sit in for hours. A sweatshirt dress is basically a wearable blanket.

charcoal oversized sweatshirt dress black leggings long puffer jacket sneakers scarf outfit 31
Vote for this look!

A sweatshirt dress in charcoal with thick leggings underneath and a puffer on top handles gas stops and cold porches.

Add warm socks, sneakers and a scarf you can use as a blanket.

Train Travel in Corduroy and a Chore Coat

Train days mean luggage handling and platform wind, so pick sturdy fabrics and a coat with real pockets.

tobacco corduroy chore coat gray sweater straight jeans lace-up boots backpack outfit 32
Vote for this look!

A corduroy chore coat in tobacco over a gray sweater and straight jeans stays comfortable for hours.

Sturdy boots and a backpack-style bag keep your hands free.

Long Coat and Straight Jeans for the Drive Home

The drive home is the best excuse for an outfit that is simply comfortable and still looks like you tried.

gray wool coat cream thick sweater straight jeans leather ankle boots scarf outfit 33
Vote for this look!

A gray wool coat, a thick cream sweater and straight jeans are classic for a reason.

Add leather ankle boots and a thick scarf, and keep everything in your hands-free bag.

Cozy Wide-Leg Pants and a Fleece Pullover

Long-haul comfort needs stretch and warmth. Wide-leg knit pants, a fleece pullover and a big scarf cover you.

cream quarter-zip fleece pullover wide-leg knit pants slip-on shoes crossbody bag outfit 34
Vote for this look!

A quarter-zip fleece pullover in cream layers under a coat and comes off if the plane is warm.

Slip-on shoes help at security, and a big crossbody holds your phone and passport.

Arrival Outfit: Dress Boots and a Tailored Coat

If you land and go straight to dinner, a travel outfit that works as an arrival outfit saves a bag.

forest green knit midi dress tall black boots long camel coat silk scarf outfit 35
Vote for this look!

A knit midi dress in forest green with tall boots and a long coat works from plane to table.

Tuck a silk scarf in your bag to refresh the look and bring tights for the cold.

Your December Wardrobe in Short

Pick two outfits you love from each group, repeat the coat and boots, and change the details. December is easier when you only decide once. See more ideas in our winter outfit guides.

FAQ

What should I wear to a December office party?

A dress or velvet pants with a blazer is the safest choice. Closed-toe heels or flats and one festive detail, like earrings or a jewel tone, keep it polished without being costumey.

What colors work best for December outfits?

Burgundy, forest green, cobalt blue and chocolate brown look rich in winter light. Add cream or camel as a neutral and cherry red as a single bold accent.

What shoes work for holiday parties in winter?

Closed-toe pumps, slingbacks, loafers, mary janes and tall boots are all good. Avoid open-toe styles in cold weather and wear sheer tights with pumps.

How do I dress comfortably for holiday shopping?

Wear a long coat with real pockets over removable layers, and choose supportive sneakers or low boots. A big tote handles the bags so your hands stay free.

What is the best travel day outfit in December?

A matching knit set with a long coat and slip-on sneakers is easy and warm. Layers matter because airports and planes swing from hot to cold.

Follow us on PinterestFollow

Have any thoughts?

Share your reaction or leave a quick response — we’d love to hear what you think!

You may also like

Secret Link