Artists of the 2000s infused their holiday tracks with the signature sparkle of the decade’s sound. These songs didn’t just celebrate the season—they captured the spirit of a generation growing up with frosted tips, flip phones, and festive flair.

The 2000s gave us a sleigh-full of holiday hits that blended Y2K vibes with timeless cheer. Whether you were dancing around the tree to pop-punk carols or cozying up with soulful ballads, this era brought a fresh twist to Christmas soundtracks. Let’s unwrap the glittery, catchy, and sometimes underrated gems that made 2000s Christmas music unforgettable.

My Only Wish (This Year) by Britney Spears

This 2000s hit is nothing short of magical and of course nostalgic!

Have Yourself a Merry Little Christmas by Christina Aguilera

Xtina’s vocals are just perfect.

Holiday Celebrate by Toni Braxton

This song takes me right back!

This Christmas by Chris Brown

This classic is a holiday favorite.

It’s Christmas Time Again by Jessica Simpson

This song just feels like December of 2004!