If you’re anything like me, picking out holiday outfits is half the fun of the season! Whether I’m sightseeing, catching a special holiday dinner, or ringing in New Year’s Eve, I’ve got a lineup of festive looks that are totally travel-friendly (and oh-so-stylish). Below, you’ll find my top outfit picks with everything linked so you can easily shop these looks for your own holiday celebrations. Let’s dive in and make this season a fashionable one!

🎄 Casual & Cozy: A Pop of Yellow for Sightseeing Days

Outfit:
I’m obsessed with this bright yellow sweater paired with white booties. It’s the perfect balance of cozy and chic, keeping you warm while adding a cheerful pop of color. It’s my go-to for sightseeing, holiday shopping, and checking out local Christmas markets. Shop a similar ribbed sweater dress here and block heel booties in a cream color.

Hair Tip:
Loose waves done with a travel-friendly mini flat iron add just the right amount of effortless style without too much fuss. It’s quick, easy, and fits perfectly in a carry-on!

✨ Velvet Dreams: Glam Dinner Date

Outfit:
For a night out, I love reaching for my red velvet dress with a drawstring velvet bag. It’s flattering, festive, and has a slight vintage vibe that’s perfect for holiday dinners. I add statement earrings for that extra sparkle, and voilà — I’m dinner-date ready! Shop the same drawstring bag here and a similar velvet maxi cocktail dress.

Hair Tip:
A low bun with a chic hair clip is my secret to looking put-together in minutes. Plus, it keeps the focus on the neckline and earrings! If not, opt for loose waves — similar to the style I show here.

🎉 Statement Coat: Colorful Outerwear for Festive Fun

Outfit:
Nothing makes an outfit pop like a colorful coat, and this one’s my fave! It’s vibrant, eye-catching, and works over practically anything, making it a staple for holiday travel. I love how it instantly upgrades even the simplest outfit. Shop a similar teddy coat from Ann Taylor.

🖤 Sequin Sparkle: The NYE Party Look

Outfit:
New Year’s Eve = sequins, and this short sequin dress with black heels and stockings does not disappoint! Perfect for a night out dancing, this dress is all about celebrating with sparkle. Pair it with black heels, and you’re ready to shine. Shop this fun multi-sequin dress and a sequined dress with low-cut back.

Hair Tip:
Messy, carefree waves with a sea salt spray add volume and texture for that “just glam enough” holiday vibe.

🌈 Color Contrast: Green Satin Pants & Cozy Blue Sweater

Outfit:
For something playful and bold, I adore this combo of green satin pants with a bright blue sweater. The contrast is unexpected but so fun—it’s perfect for a holiday dinner or cozy gathering with friends. Shop this blue turtle neck from LOFT and these green satin floral pants.

🎅 Classic Red: Simple Holiday Sweater Vibes

Outfit:
A simple, red sweater is a holiday staple, and this one’s perfect for a laid-back day. Whether it’s a holiday brunch or family dinner, this classic look never goes out of style. Shop this Callahan Mock-Neck Loop-Stitch Sweater — it’s so fun!

🔥 Cozy & Bold: Festive Red Teddy Coat for Warmth and Style

Outfit:
If you’re looking to make a bold statement while staying cozy, a red teddy coat is the perfect choice! It’s stylish, warm, and has that eye-catching holiday vibe that works just as well at an outdoor winter market as it does at a festive gathering. I love this look for its versatility and impact — plus, who doesn’t feel fabulous wrapped in a vibrant red coat? Shop a similar red teddy coat from Levi’s.

Ready to Ring in the New Year?

I hope these outfits spark some inspiration for a fabulous holiday season! If you’re looking for even more outfit ideas—from cozy to glam to bold statement looks — shop my looks here where I share all my favorite holiday styles and shoppable links.

Let’s make this season your most stylish one yet — happy shopping and happy holidays!