
Huge thanks to Kohl’s for sponsoring this post
The holidays are full of events, from casual get-togethers and dressier occasions to cozy nights at home with family. That means your wardrobe needs to cover all the bases and make getting dressed feel effortless, no matter what’s on the agenda. Today I’m sharing 8 holiday pieces for all of your holiday needs, and I’m partnering with Kohl’s to do it. Think of this as your holiday style checklist so that whatever invitation comes your way, you’ll be prepared and feel styled and pulled together with ease.
All of these pieces are from Kohl’s, so they’re really, REALLY affordable while being stylish, easy to wear, and comfortable! I seriously find the best stuff at Kohl’s and cannot believe how comfortable some of the clothes are and how good the prices are. Plus, Kohl’s offers a good range of sizing options, including straight, petite, plus, and some tall pieces. You can also shop conveniently at Kohl’s with their curbside and in-store pickup!
And, right now you can take 25% off with code REWARDS25 until 12/14!
SIZING: I’m 5’6″ and usually S/M or 6 in clothes and 8.5 to 9 in shoes.
Your Holiday Style Checklist to Feel Ready for Every Event


1. Holiday-Inspired Top
A holiday-inspired top, like a red plaid button up, adds a festive touch that works for everything from cookie baking to family photos. This red plaid flannel button-up is perfect for that! The colors give off all the holiday vibes, and the soft flannel fabric keeps you warm while adding structure to your outfit. It’s polished but not stiff, making it great for everything from casual gatherings to festive family photos. Plus, it’s comfortable — you’ll want to wear it all season long! That said, it comes in 21 colorways, and it’s only $18.74 right now! Find it HERE. I wear size S.
2. Red Flats (or Metallic Flats)
Red or metallic flats definitely earn a spot on your holiday checklist! They add instant festive flair to any outfit, without needing to go all-in on holiday-themed clothing. They instantly brighten up your look and add a pop of color that feels seasonal but still wearable beyond the holidays. Whether you’re pairing them with jeans, black pants, or a simple dress, red flats pull everything together and make even basic outfits feel a little more special.
If you’re not that into red, you can also go for a metallic flat, which is a surprisingly easy neutral to wear!
These Mary Jane flats are comfortable with a rubber sole and some cushioning in the footbed. They’re great, and they’re only $47.99 right now! I own them in both red and pewter, but they’re available in several metallics, HERE. I wear size 9.


3. Cute Holiday Sweatshirt
A stylish sweatshirt might be easy to overlook, but it’s probably one of the most important pieces on this list! You’ll likely spend a LOT of time at home over the next few weeks, decorating cookies, watching holiday movies, and waking up on Christmas morning to kids begging to let them open presents. A cute holiday sweatshirt helps you feel festive, stylish, and pulled together — while still staying totally cozy — during some of the most meaningful moments with your family! Plus, it makes the holiday photos way more pleasant to look back on!
This sweatshirt is really SOFT, warm, and cozy! And, it has a holiday message that works all the way through the New Year. Find it HERE. I’m wearing size S.
4. Stylish Lounge Pants
To go along with that cute sweatshirt, stylish lounge pants are another key item on your holiday style checklist! They look great with sweatshirts for lounging at home! This pair is no longer available, but you can find a similar pair HERE.

5. Dressy Sweater
Next up on your holiday style checklist is a dressy sweater. When you need a quick outfit for a nice casual event, a dressy sweater is your answer. It makes you event-ready in an instant! Extra details, like the pointelle detail on this one, make it feel extra special — so much more elevated than a basic sweater. You can throw it on and feel dressed for the occasion in seconds — the dressy details do all the work for you!
Note: Wear a base layer under this if you’re worried about being able to see through the stitching. Plus, it’s warmer! (I wear a base layer under EVERY top in the winter to stay warmer.)

6. Dark Wash Jeans
Dark wash jeans are a wardrobe essential, and they’re definitely a holiday style essential! They’re super versatile and transition seamlessly from casual to dressy. Flare jeans in particular are perfect this time of year — they add just the right amount of drama to elevate your outfits for dressier occasions.
This pair is my favorite — I’ve raved about them a ton! They’re really stretchy and comfortable, yet sturdy and supportive. And they’re only $31.99, which is an amazing price for jeans this good! (You can see how I’ve styled them for both casual and dressy looks in my post Easy, Polished Outfits With Flare Jeans: Dressed Up and Down.) Find them HERE. I wear size 6.
7. Pointed Toe Dressy Boots
You need a pair of dressy boots that go with everything — something you can throw on with any outfit and instantly look put together. This pair is it. My top recommendation for a versatile dressy boot is a suede, pointed-toe boot with a low kitten heel. The pointed toe instantly polishes up any outfit while the kitten heel keeps the look sleek and streamlined and is easy to walk in. It’s a timeless combo that never goes out of style. (I’ve been wearing and recommending it for over a decade!)
This particular pair checks all the boxes: it’s comfortable, has a cushioned footbed, and is 25% off right now! Find it HERE. I wear size 9.

8. Dressy Blouse
Last, a dressy blouse is an essential in your holiday style toolkit. It’s the perfect choice when you need to take things up a notch beyond a sweater and jeans.
The one I’m wearing has subtle metallic threads that add just a hint of sparkle — perfect for the holiday season! When paired with black wide leg ponte pants, you have a sharp, pulled-together look for dressy activities, like going to a show or dinner. It’s SUCH an easy combo that looks really good! Find the blouse HERE. I’m wearing size S.
(By the way, notice the same pointed toe dressy boots. See how effortlessly they finish off a dressy outfit? Your wardrobe needs a pair!)

You can also go for the classic black version of the blouse, which makes it SO effortless to look pulled together. This is a wardrobe staple that works for everyday work outfits and dressy outfits! Here I’m pairing it with my favorite dark flares that I talked about earlier. These pieces truly do make it so easy to feel ready and pulled together for every holiday occasion!
Shop More Items From Kohl’s
With just a few key pieces like these, your holiday style checklist will have you covered for everything from lounging at home to attending dressier events without stress! And, you can get them all for 25% off with code REWARDS25 until 12/14!
Kohl’s has plenty of options, and I’ve pulled together even more for you below!

Start each day feeling stylish and put together with less time, money, and stress.
With this guide, you won’t have to think so hard about what to wear, how to style the items in your closet, or which new styles to try.
Instead, you’ll have a plan you can follow that you can customize to your tastes, a guide to know which trends to incorporate (if you want to) — AND how to style them, and outfit ideas galore so you can make the most of your clothes.
Check out the brand new Winter 2025-2026 Wardrobe & Outfit Guide! With it, you’ll have:
- a guided plan to build a functional and versatile fall wardrobe
- a capsule of 28 pieces that turn into 78+ outfits
- outfit ideas galore at your fingertips to help you figure out what to wear
- a bonus shopping guide with curated links of great finds all in one place to save you from having to scour the internet yourself
- an easier way to pull together a wardrobe and build outfits
Check out the new Winter Wardrobe & Outfit Guide here and make your wardrobe feel fresh today!



