9 Holiday Outfit Ideas That You Can Copy With Clothes From Your Closet – Super Casual to Special Occasion Events

Winter Holiday Outfit Ideas Casual to Special Occasion

Winter Holiday Outfit Ideas Casual to Special Occasion

I know the holidays are FULL, and in case you’re busy running last-minute errands, making preparations, and attending events but still want to look decent and put together for any pictures you might take this season 📸, here’s a blog post to help you out! I’m sharing 9 holiday outfit ideas you can copy from CASUAL to SPECIAL OCCASION. Since it’s the week right before Christmas, I don’t expect many of you to be buying clothes for most events, so I tried to choose outfits that you can hopefully copy with clothes from your own closet. This is more about the outfit formulas and ideas than the specific clothes. That said, a lot of these items are available, so I included shopping links as well!

Whether you’re headed out to look at Christmas lights with the family or heading to a special event, here are 9 holiday outfit ideas!✨

SIZING: I’m 5’6″ and usually S/M or 6 in clothes and 8.5 to 9 in shoes.


Outfit Ideas for Casual Holiday Activities

Whether you’re running errands, delivering gifts and treats, looking at lights, or grabbing a treat with your kids, here are some outfits for casual holiday activities you can copy.

Holiday Winter Casual Outfit: olive green puffer jacket + taupe sweater + blue skinny jeans + fur-lined sneaker booties

Outfit #1 – Sweater + Puffer Coat + Jeans + Fuzzy Booties
Super casual outfit with a sweater, jeans, and fuzzy (waterproof!) booties and a puffer coat to look at lights. This is basically the outfit formula I wore to look at lights with our family one evening, and it was great! I brought along a beanie, too, though I ended up not needing it.

This jacket is 40% off plus an EXTRA 10% off with codes GIVE & MORE! It’s waterproof and lightweight and is made in a more sustainable way, made of recycled materials. It comes in regular and tall lengths, HERE. I wear size M. A similar coat that is even cheaper and water resistant is available HERE in tons of colors.

Shop the Outfit:
Sweater: Gap (similar, similar)
Jacket: Gap (exact—wearing size M; similar)
Jeans: Gap (exact—wearing size 28)
Booties: (exact—wearing size 9)


Holiday Winter Casual Outfit: rust brown sherpa zip up fleece jacket + black and white striped tee + medium blue skinny jeans + leopard print sneaker booties + white earrings + tan tote

Outfit #2 – Long Sleeve Tee + Faux Shearling Fleece Jacket + Jeans + Sneaker Booties
This is another one of my go-to easy outfits for anything holiday-related with kids. (Though of course it works apart from kids, too!) I’m wearing this outfit as I’m typing this blog post, and the kids and I just came off a day of running errands at Target for some holiday items, dropping off cookies for a cookie exchange at Addie’s school, and delivering some gifts. This faux shearling zip up is soft and comfy to wear—so comfy that I’ve had it on allllll day. I love the low collar because sometimes fuller collars feel a little too bulky for me and I need a break from them, so this keeps my neck warm without getting in the way. (But I definitely need and appreciate a bulkier collar when it’s super duper cold.) Comes in 5 colors, HERE. I’m wearing size S in Rust Cherry.

Shop the Outfit:
Top: Nordstrom (exact—wearing size M)
Jacket: Nordstrom Rack (exact—wearing size S)
Jeans: Nordstrom (exact—wearing size 4; similar)
Shoes: Nordstrom Rack (exact—wearing size 9)
Earrings: c/o Nickel & Suede (exact—wearing size M)
Bag: (similar, similar; exact in black)


Holiday Winter Casual Outfit: maroon purple long cardigan sweater + black and white striped tee + medium blue skinny jeans + cognac pointy toe ankle booties + gold earrings + tan tote + long gold pendant necklace

Outfit #3 – Long Sleeve Tee + Long Cardigan + Jeans + Booties
Just another outfit idea you can throw on for casual holiday activities! Easy peasy, but a step up from Outfits 1 and 2.

Remember, these boots are waterproof, so you can use them anytime, rain or shine!

Shop the Outfit:
Top: Nordstrom (exact—wearing size M)
Cardigan: (similar)
Jeans: Nordstrom (exact—wearing size 4; similar)
Shoes: Nordstrom Rack (exact—wearing size 9)
Earrings: c/o Nickel & Suede (exact)
Necklace: c/o Dear Mushka (exact)
Bag: (similar, similar; exact in black)


Outfit Ideas for Nicer Casual Dinners or Lunches

If you’re heading out to lunch or dinner with friends or gathering indoors for a special dinner with family, try one of these outfits!

Holiday Winter Nice Casual Outfit: maroon purple balloon sleeve sweater + medium blue skinny jeans + tall black suede boots + long gold pendant necklace + burgundy purse

Outfit #4 – Statement Sweater + Jeans + Tall Boots
Throw on a statement sweater, jeans, and tall boots, and you’ll be ready for dinner anywhere!

Shop the Outfit:
Top: Nordstrom (exact—wearing size S)
Jeans: Nordstrom (exact—wearing size 4; similar)
Boots: Nordstrom (similar, similar)
Earrings: c/o Nickel & Suede (exact—wearing size M)
Necklace: c/o Dear Mushka (exact)
Bag: (similar, similar)


Holiday Winter Nice Casual Outfit: black and white striped long sleeve tee + black moto jacket + cognac brown skinny corduroy pants + black suede pumps + leopard print earrings + long gold pendant necklace + burgundy purse

Outfit #5 – Long Sleeve Tee or Sweater + Moto Jacket + Corduroy Pants
Mix it up by opting for corduroy pants (these are stretchy and pretty comfy!), a t-shirt or thin sweater, and a moto jacket. Moto jackets make everything a little dressier! The one I’m wearing is no longer available, but there is a similar one HERE. There is also a suede one that is VERY, VERY stretchy and COMFY, HERE! I wear size S.

These corduroy pants are stretchy and comfy and come in lots of colors. Check them out HERE. For sizing, I am between sizes and was different sizes in different colors. I felt size 4 was best in this color, but that was too tight in maroon, for which I preferred size 6 instead. (Sorry if this is confusing, but hopefully it’s still helpful!)

Pair this outfit with black booties or tall black suede boots if you need warmer footwear!

The bag is super old and no longer available. Sorry! 😭

Shop the Outfit:
Top: Nordstrom (exactwearing size M)
Moto Jacket: Nordstrom (similar, similar, similar—VERY stretchy and comfy)
Pants: Nordstrom (exact—wearing size 4)
Shoes: Nordstrom (similar, similar)
Earrings: c/o Nickel & Suede (exact—wearing size M)
Necklace: c/o Dear Mushka (exact)
Bag: (similar, similar)


Outfit Ideas for Dressy Casual Holiday Events

These overlap a little with the outfits above but are also kind of a step up in some ways. These are more outfit ideas for nice holiday dinners with family, and you can wear them to Christmas Eve services at church or holiday work parties.

Holiday Winter Nice Casual Outfit: black and silver striped top + black pants + burgundy pumps + burgundy earrings + long gold pendant necklaceHoliday Winter Nice Casual Outfit: black and silver striped top + black pants + black suede heeled boots + burgundy earrings + long gold pendant necklace

Outfit #6 – Statement Sweater + Jeans or Slacks + Heels or Boots
Wear a sparkly sweater for an extra special touch, and pair it with jeans or slacks depending on how dressy you want to be. This sweater is nearly sold out, but it does come in 4 colors, HERE. There is a similar one that is also really pretty, HERE.

These straight leg jeans are full-length and do NOT have a raw hem. (I know some of you hate raw hems, so here you go.) The denim is not thick or stiff, rather it’s thin and therefore very flexible, has stretch through the legs, and feels easy to move around in! This pair comes in 15 colors (!!) and a range of sizes from 4 to 18 in both short and regular lengths! And they’re only $24.99! Check them out HERE. I’m wearing size 4. (Make sure to click “See all colors” and “See all sizes”!!)

You can also wear this outfit with booties, as shown above. The booties I’m wearing have a high enough shaft for ankle length pants, too. Find them HERE. I wear size 8.5. Honestly, they’re not the highest quality boots, but they work under straight leg ankle length work pants and jeans, so they get points for that.

Shop the Outfit:
Top: macy’s (exact—wearing size S; similar)
Jeans: macy’s (exact—wearing size 4)
Burgundy Heels: (similar, similar)
Black Boots: (exact—wearing size 8.5)
Earrings: c/o Nickel & Suede (exact in similar color—I wear size M)
Necklace: c/o Dear Mushka (exact)


Holiday Winter Nice Casual Outfit: wine red puff shoulder sleeve long sleeve top + dark blue bootcut jeans + leopard print booties + black statement bib necklace + grey crossbody handbag

Outfit #7 – Sweater w/ Special Details + Jeans + Statement Shoes
Go classic with a sweater, but choose one with special details to add a little style. This one has puff sleeves, and that’s enough to elevate it from a standard crewneck sweater! This is not available anymore, but a few similar sweaters are available HERE, HERE, and HERE in several colors.

These bootcut jeans look so polished but they are extremely comfortable. They’re very, verrrry stretchy and flexible, and they have the stretchy elastic waistband which y’all know I can’t live without now, haha! Find them HERE. I wear size 8 for a looser fit in the thighs, which also helped them become a little longer on me.

These leopard print booties are no longer available, but I found a similar pair HERE!

This outfit works for a Christmas Eve service, a nice dinner with family or friends, or a holiday work gathering.

Shop the Outfit:
Sweater: (similar, similar, similar)
Jeans: Nordstrom (exact—wearing size 8)
Boots: (similar)
Necklace: (similar)
Bag: (similar)


Holiday Winter Nice Dressy Outfit: black top + blue green plaid blazer + black pants + black suede pumps + gold earrings + gold pendant necklace + burgundy handbag

Outfit #8 – Solid-Colored Blouse + Blazer + Black Pants
Look sharp and festive with a very easy combo of a black blouse, black jeans or pants, and a blazer. Make it a statement blazer like this to pack a punch! I shared this outfit last year, and it’s still awesomeeeee for this year! Wear it to work or wear it if you just want a sharp outfit for dinner or a Christmas Eve service.

This blazer is by Liverpool Los Angeles, and it’s pretty pricey, but it is VERY, VERY COMFORTABLE. And so stylish! It is lightweight and extremely STRETCHY! Pair it with jeans or with slacks. Find the blazer HERE. I wear size S. A few cheaper options are HERE, HERE, and HERE, though I have no idea what their comfort and stretch levels are like.

The jeans are also by Liverpool, which is most known for their very stretchy and comfy jeans! The rises tend to be a little too high for me, which is why I prefer Wit & Wisdom (the mid-rise options are great for me), but this brand is up there in the comfort department! The jeans have a lot of stretch and retain their shape very well, never sagging out. This exact pair is no longer available, but there is another black pair HERE.

Of course, if you need a warmer footwear option, again go with the pointy toe black booties with the kitten heel that I showed above.

Shop the Outfit:
Top: c/o Liverpool Los Angeles (exact—wearing size S)
Blazer: c/o Liverpool Los Angeles (exact—wearing size S, exact—other prints and plus sizes)
Jeans: c/o Liverpool Los Angeles (similar from same brand—I typically wear size 6, similar)
Earrings: c/o Nickel & Suede (exact)
Necklace: c/o Dear Mushka (exact)
Bag: (similar, similar)


Special Occasion Holiday Activities

Holiday Winter Special Occasion Dressy Outfit: black, white, red floral print over the knee dress + nude heels + white earrings + white clutch

Option #9 – Special Occasion Dress + Heels
Then of course, there’s always a special occasion dress! I hadn’t even THOUGHT about special occasion dresses this year, to be honest. 😬 It’s been a while since I’ve been to a super fancy occasion, so I don’t naturally think about them anymore. Also, I usually have a few collaborations that lend themselves to special occasion dresses and that always helps put it on my radar for any of you who might need them. This year, however, I didn’t have those so it totally slipped. My apologies!

In case you’ve got a style emergency and you’re still looking for some special occasion dresses, I found some below that are either available with quick shipping or that you can order online and hopefully opt for in-store pickup at your local store.

This dress is unfortunately no longer available, but I found a similar, shorter one HERE. Another beautiful dress that comes in 3 colors is HERE, and you can see if you can pick it up at your local store. There’s also a very affordable dress with just a touch of shimmer that is currently 20% off and only $44.40 with code GET20, HERE. Hopefully it’s available for pickup at your local store. Or you can try a fancy jumpsuit like THIS, which is also very affordable and keeps you warmer! There are LOTS of other holiday dresses that are available with quick shipping on Amazon, HERE.

Shop the Outfit:
Dress: (similar)
Heels: (similar, similar)
Earrings: c/o Nickel & Suede (exact—wearing size M, exact in similar color)
Clutch: (similar)


Alright, there you go! Hopefully these help you get dressed with ease no matter what you’ve got going on this week!

Also, remember if you have some last minute holiday shopping to do, check out the PMT Ultimate Gift Guide with now well over 200+ gift ideas and shopping links. Be SURE to scroll down to the very, very bottom to the Fresh Finds section as we add new things through out the holiday season!


Winter is here! If you want a quick list to kickstart your winter wardrobe, download the free checklist by filling out the form below.  This list easily turns into 14+ outfits!

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