Holiday Work Outfit // Christmas plaid print mixing

preppy office work holiday christmas party outfit

As temps continue to dip, I wanted to share another holiday outfit idea that is both office-appropriate and warm! This is a New England-inspired look with preppy, buildable layers and mix-and-match details. It could also be a festive but classic option for for holiday photos! If a blazer is too formal for you, simply swap in a cardigan or skip the top layer altogether.

blazer office christmas holiday party outfit extra petite boston blog

I’m partnering with J.Crew Factory today to share holiday-ready pieces that are good quality and don’t require breaking the bank. They are having a flash sale right now with 50% off site-wide, making each piece in my outfit here pretty affordable. I’m wearing a mix of items from both their petites and regular-sizing line, and didn’t alter anything. The sleeves are a little long for me on a regular sized button-up, but I usually wear my shirt sleeves cuffed up.

what to wear for holiday christmas pictures outfit extra petite

This wool-blend schoolboy blazer is an item that I get lots of questions on, now that this style is only offered at J.Crew Factory. It’s a good piece for the price with a full lining, functional pockets, and a fit that is true to size and petite-friendly. Vibrant red would be gorgeous for holiday pairings, and black and navy are easily year-round closet staples.

jcrew factory petites holiday party outfit

My sidewalk skirt comes back year after year and is a flattering and forgiving piece, due to the wider gathered waistband that stretches comfortably. The skirt is lined and also has two convenient side pockets. This particular one is a thicker textured herringbone which I love for pattern-mixing! The general rule of thumb for doing so is to combine patterns of differing sizes and scales, like the large tartan plaid here paired with mini herringbone.

preppy jcrew petite christmas holiday party outfit

If you’re getting a head start on gift shopping, this cozy gift guide has me giddy for the holidays! I see one of my favorite knit pom pom hats is back this year (see it on me), along with plaid earmuffs which are both practical and adorable.

what to wear to a professional office holiday christmas party

Thank you to J.Crew Factory for partnering on this post.

When you purchase through the links on this blog, I may earn a commission. Thank you for your support!

When you purchase through the links on this blog, I may earn a commission. Thank you for your support!

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  1. Amanda wrote:

    I'm not sure if you'll see this comment, but what other shoe types do you think would go with this outfit? Does it only work with the black pumps?

    Posted 11.25.16 Reply
  2. Hi there! Did you have to have your blazer altered at all? I'm 5'2 and usually wear a 0 – 2 petite in J.Crew, but I feel like the mid-section always looks a bit baggy on me. This is such a great price for this blazer, that actually spending the extra $$ on alterations doesn't scare me as much. I have an navy blazer from J.Crew from a few years ago and it's a looser fit one that I love, but I would love a more fitted one like this. Yours looks good and fits as you would want them too! The 00 Petite is too small around the shoulders for me so going down a size doesn't help either. Oh the joys of being petite sometimes! Hehe. Last quesiton; when looking for alterations/tailoring, what tips have you got? Thanks in advance!

    Posted 11.23.16 Reply
  3. Unknown wrote:

    Super cute! I love the navy tights. Do you wear them with black or blue pumps?

    Any ideas where else to get a paid shirt like that? J crew us almost sold out!

    Thank you,

    Posted 11.22.16 Reply
  4. Anonymous wrote:

    Where do you get your tights? I've been looking for some like that!

    Posted 11.21.16 Reply
  5. shoegirl wrote:

    Hi Jean. Love this outfit as always. Out of curiosity what kind of tights are you wearing? I love how opaque they are which can be hard to find.

    Posted 11.19.16 Reply
  6. Anonymous wrote:

    Jean, I have been following your blog for years. Your outfits and style are always so put together. Your pictures are always so nice and clear. What camera do you use? I like to go purchase one myself. Thank you!

    Posted 11.19.16 Reply
  7. me wrote:

    Hi Jean, I started following you this year and I'm do glad I found your blog. I'm a petite Asian about your size and the clothes I wore tend to make me look frumpy. I was just sick and tired of my look so I began googling 'petite fashion' and your blog is definitely the best that fits the style I would like to have. I always look forward to your posts! 😀

    Posted 11.18.16 Reply
  8. jing116 wrote:

    This is so cute! I can actually wear this to work 🙂
    Thank you!

    Posted 11.18.16 Reply

    Posted 11.18.16 Reply
  10. Jeany Roge wrote:

    Such a beautiful outfit! Looks so much like holidays!

    Posted 11.18.16 Reply
  11. Janinafran wrote:

    You look stunning! The plaid shirt is so unexpected but looks amazing 🙂
    XO Janina

    Posted 11.18.16 Reply
  12. Looking gorgeous, love the combination of all. Personally i don't like check shirts but after viewing yours, would like to try it on me.

    Posted 11.18.16 Reply
  13. Renee wrote:

    Thanks, Jean! That's really helpful.

    Posted 11.17.16 Reply
  14. Jean wrote:

    Hi there – I tend to experiment a lot with mixing and matching, and I know it's not everyone's cup of tea! As for Talbots, I don't know if I'll be partnering with them but I did share some favorite suggestions from their current collection, like their sweater-sleeve coat with removable faux fur hood, and their petite capes!

    Posted 11.17.16 Reply
  15. Jean wrote:

    Thanks so much for voting, Karrie!

    Posted 11.17.16 Reply
  16. Jean wrote:

    Hi – it's just an old belt I took from my husband and punched more holes into.

    Posted 11.17.16 Reply
  17. Jean wrote:

    Both this skirt and the backside of my belt have some texture to it so it doesn't slide much. You could try fashion tape, though!

    Posted 11.17.16 Reply
  18. Jean wrote:

    Hi Janet & Anne! I'm wearing dark navy tights and pumps. The shirt is listed as black, but it has blue and green stripes in it which I think makes it easy to pair with either black or dark, colored tights. I'm always a mixer of black and navy, anyways!

    Posted 11.17.16 Reply
  19. Jean wrote:

    Hi Renee – the reviews were pretty mixed and mine would fall in the middle. It's definitely a thinner cotton shirt, but you don't see your undergarments through it like some ppl made it seem. For $30 it's comparable to some other button-ups I have in my closet at that price point.

    Posted 11.17.16 Reply
  20. Love the shirt and skirt combo!!
    || D I A N A ||

    Posted 11.17.16 Reply
  21. Jean wrote:

    Hi Vanessa – it's a super old belt that I took from my husband and punched more holes into!

    Posted 11.17.16 Reply
  22. Jean wrote:

    Hi! I haven't tried it yet! (this one is a thinner cotton one btw, not thicker like flannel)

    Posted 11.17.16 Reply
  23. Jean wrote:

    Hi Cindy – yes I host them on Flickr, a photo gallery website. I'm sorry to hear they get blocked! I can't imagine why that would be.

    Posted 11.17.16 Reply
  24. Anne wrote:

    I was wondering the same thing !

    Posted 11.17.16 Reply
  25. Very New England prep!

    Jen | affecionada

    Posted 11.17.16 Reply
  26. This outfit is gorgeous!
    Kelsey |

    Posted 11.17.16 Reply
  27. Ev wrote:

    Beautiful shirt 😉

    Posted 11.17.16 Reply
  28. I'm glad to hear that this outfit has multiple sets of pockets! That's music to my ears.

    Posted 11.17.16 Reply
  29. Anonymous wrote:

    Hi Jean… you are lovely as always. I always find something in your posts to translate to my wardrobe! Admittedly, I was with you until the skirt and belt. The large belt and busy black-based skirt just look jarring in the total outfit with the large necklace. Maybe it's the photos… or me needing to take more fashion risks! I do look forward to practicing that belt wrapping technique though. Any chance you'll be partnering with Talbots again this year?

    Posted 11.17.16 Reply
  30. Karrie wrote:

    I love how you tie your belt. I am going to try that with mine.
    I also just voted for you on Shopstyle for the Best Timeless Style award. Did you know you were up for one? No need to log in or sign up to vote.

    Posted 11.17.16 Reply
  31. Sasa Zoe wrote:

    Beautiful as always:P

    Shall We Sasa

    Posted 11.17.16 Reply
  32. Unknown wrote:

    Where is the belt from?

    Posted 11.17.16 Reply
  33. Jean, how do you deal with the belt sliding around due to no belt loops?

    Posted 11.17.16 Reply
  34. Jean, what color tights and shoes are you wearing? Does the shirt have navy or black in it? It's hard to tell. Thank you.

    Posted 11.17.16 Reply
  35. Renee wrote:

    The reviews on this plaid top say it's very thin fabric and poor quality overall. Would you agree? It certainly looks beautiful regardless!

    Posted 11.17.16 Reply
  36. Where is this belt from?!

    Posted 11.17.16 Reply
  37. bloggity wrote:

    ah, this reminded me I need some winter flannel! do you have any experience with the J Crew Factory Boy Fit flannel?

    Posted 11.17.16 Reply
  38. Cindy Wong wrote:

    Hi Jean, just curious, do you host your images on another website? I love following your blog but your images seem to be always blocked when I access your site at work. 🙁

    Posted 11.17.16 Reply
  39. Jean wrote:

    Yes about an inch or two longer and wider. As long as you don't mind cuffing up the sleeves, I didn't think the regular sizing was too big for a button-up.

    Posted 11.17.16 Reply
  40. Diana wrote:

    Such a cute and cozy holiday look! Always love how you style your belts too 🙂

    Diana |

    Posted 11.17.16 Reply
  41. This outfit is so perfect! I love the bold belt–it really offsets how ladylike the outfit is and gives it just the right amount of edge. Great look!

    Style by Joules

    Posted 11.17.16 Reply
  42. I love how you mix and match different pieces together and I would totally wear this in this office!


    Posted 11.17.16 Reply
  43. I love how you styled this! X

    Posted 11.17.16 Reply
  44. Jean, how does the regular XXS fit compared to the petite XXS? Longer or wider? There are a few styles that I like in the button downs but they didn't come in petite sizing. Maybe I'll try the regular XXS.

    Posted 11.17.16 Reply
  45. I love this plaid, got the J.Crew one last year. Great styling!


    Posted 11.17.16 Reply
  46. Love this ensemble, you look great! Bit random of me -> but I am really liking how you've knotted that belt!


    Posted 11.17.16 Reply

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