Holiday Outfits With Jeans and Heels

ashley wearing a v-neck black cashmere sweater, black denim, black block heel pumps, and a black vintage clutch.

Are you ready for the holiday season? I’m getting excited for all the twinkling lights, festive food, and fun get-togethers. Today I’m sharing five holiday outfits with jeans and heels. These looks would be perfect for the more casual events you have planned this holiday season – drinks with friends, low-key work events, or even a holiday date night.

For all these looks, I stuck with black or mid-wash non-distressed denim so the outfit felt a little more dressed up. I am also wearing the same black block heel pumps and my vintage clutch bag in all the outfits. My bag was my Grandma’s, but I linked a similar option below.

To complete the overall look, I also added a swipe of my favorite red lipstick, a deep red nail polish, some subtle gold eyeshadow, and a bit of at-home self tanner for a little glow.

Holiday Outfits With Jeans and Heels

LOOK ONE: Silk Camisole + Optional Blazer

ashley wearing a white silk camisole, mid-wash denim, black block heel pumps, and a vintage black clutch

Cami // Jeans (c/o) // Heels // Clutch (vintage, similar)

This is such a classic look. I picked up this little camisole from Target, and I just love it. In the reel I shared on my Instagram, I showed the option to add a black blazer over this, too.

LOOK TWO: Black V-Neck Sweater + Statement Earrings

Sweater (c/o) // Jeans (c/o) // Heels // Clutch (vintage, similar) // Earrings

This is the perfect example of taking a regular outfit and dressing it up for nighttime. I kept this look all black and added in some statement earrings for a chic holiday outfit. I like how the v-neck of this sweater shows a little skin. I also recommend bunching your sleeves to show a little wrist. These little touches can totally change the look of an outfit. My earrings are from a local boutique here in Kansas City, but you can shop them online, too.

LOOK THREE: White Button Down + Low Bun

ashley wearing a white button down with a peter pan collar and balloon sleeves, mid-wash denim, black block heeled pumps, and a vintage black clutch with hair in a low bun

White Button Down // Jeans (c/o) // Heels // Clutch (vintage, similar)

I first shared this top in my Thanksgiving outfits post. It is such a fun take on a white button down with it’s peter pan collar and balloon sleeves; although, you can wear any white button down you have. I also secured my hair back into a low bun. Not only is this hairstyle super chic, but it really shows off the collar on this top.

LOOK FOUR: Square Neck Sweater

ashley wearing an emerald green square neck sweater with black denim and black block heeled pumps holding a vintage black clutch

Sweater // Jeans (c/o) // Heels // Clutch (vintage, similar)

My favorite thing to buy right now is any top with a square neck (and also puff sleeves, but that’s another story!) The emerald green color of this top is festive without screaming “CHRISTMAS!” I can work this color into my wardrobe the whole year rather than something red which I don’t tend to wear much.

LOOK FIVE: Bodysuit

ashley wearing a black cap sleeve bodysuit with a square neck line, mid-wash jeans, and black block heeled pumps with a vintage black clutch

Bodysuit (c/o) // Jeans // Heels // Clutch (vintage, similar)

I just love the sleek look of a bodysuit. This exact one was gifted to me as part of a collaboration with Parallel 51. I’ll be sharing more about them soon! This bodysuit fits like a freaking glove. Plus the cap sleeves and square neck are beautiful details that take this bodysuit up a notch.

I hope you enjoyed these holiday outfit ideas! I know Thanksgiving hasn’t happened yet, but I wanted to post this ahead in case you were interested in ordering any of these exact pieces. Happy holidays!