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A Few Early “Almost” Holiday Outfits That Are Possibly Year Round

For the recent Holiday shoot (that was shot in early October) I struggled to find anything that read as “Christmas” but found a lot that felt “holiday adjacent” (i.e., festive, pops of red, or even just slightly more elevated than my usual denim/denim/scarf vibe). Here are some cute holiday outfits if you are starting to think about what to wear for Thanksgiving or the holiday season. I rarely dress up these days, opting for holiday sweaters over cocktail attire, but some of these feel more transitional and easier to throw on.

holiday outfits

Dress | Shoes

This dress is viral for a reason – it has these nice wide sleeves, pin tuck pleating around the waist, and pockets -i.e., it’s flattering and easy to wear. The plaid is what got me – so festive and fun (and can definitely be worn for multiple seasons).

Dress | Shoes

This dress comes in a bunch of different colors and patterns (and even fabrics) because it’s so popular. If I still went to church (well, a church where you dress up), I would wear this for sure. I even dressed it down with a chambray shirt tied around my waist and ballet flats or samba sneakers for a more casual look. It’s just very easy to wear.

Sweater | Jeans | Belt | Boots

This fair isle sweater is pretty solid and while on the splurgier side (god, it feels like everything is more expensive right now), it is soft, easy to wear, and can go from fall through winter (not just “holiday”). But in great news, when we checked yesterday, it’s on sale! I love it because it’s classic and neutral (I LOVE a Christmas sweater, TBH, but really only wear the bright red ones for 6 weeks, so I like that this has more longevity). The jeans are the Bella Wide Leg from Quince that are pretty dang incredible (for $50!!!). I sized slightly down. The boots are Vince Camuto for anyone looking for a slightly western vibe.

Blouse | Pants | Shoes

Another pair of pants that is so popular they make it in soooo many different colors/styles – the Colette (from Anthro). But the ruffles are so dang fun (and they flow/drape in such a fun way). I joked that it’s about time your ankles had more fun – it really dances and hits your ankles when you walk (not typically a priority of mine, but I was delighted). The shirt is from Old Navy and a great menswear short/boxy look that I’ve been wearing a lot. Can’t stop wearing those mesh leopard ballet flats (Dolce Vita shoes really are so comfortable).

Sweatshirt | Skirt

This was SUCH a fun skirt to wear that could definitely be good for fall/harvest/Thanksgiving or Christmas. I paired it with this sweatshirt from Gap (it’s really good – drop shoulders, great color), but it would also look good with a T-shirt or white button-up (1/2 tucked in). Of course, you could dress it up as well, but it’s less my vibe.

Sweatshirt Vs Sweater

Cardigan | Skirt | Shoes (similar)

Here I wore it with a burgundy cardigan, and I liked it, but it felt a bit less my style (a bit too prim and proper). I liked dressing it down with the casual sweatshirt above (but wish I had put on necklaces or a scarf). It’s a lot of fabric and lined really nicely (and has pockets!).

Blouse | Skirt | Belt | Shoes

This skirt really surprised me – floral corduroy, pencil with enough stretch to be comfortable but still so flattering. It’s bold, for sure, but the floral is in such a pretty color palette. I paired it with my Frank & Eileen denim top (so thin, so easy to tuck in and layer, and yes, splurgy, but I’ve had it for 4 years and still wear it all the time).

Top | Bottom | Slippers

Lastly, the satin PJs that everyone on set wanted (that I wore in the little reading nook below). If you are following my pajama journey (LOL), you probably know I like a thinner modal fabric over the satin-y feel (just a sleeping preference), but if you want something objectively cuter, these are great. My current favorites are from The Gap, but I also love J.Crew (both feel “barely there” while not getting tangled up with my legs, no cutting in, and still draping really nicely). I returned this set not because it wasn’t great, but I’m just very loyal to my matching sets.

Top | Bottom | Slippers

Happy holiday shopping, everyone. xx

*Photos by Kailtin Green

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