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.


46 thoughts on “Holiday Work Outfit // Christmas plaid print mixing

  • Reply Peppermint Dolly November 17, 2016 at 5:26 am

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


  • Reply Rachelle ( November 17, 2016 at 5:59 am

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


  • Reply Lindsay Bodkin November 17, 2016 at 9:34 am

    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.

  • Reply Neeltje | Thoughts in Style November 17, 2016 at 10:06 am

    I love how you styled this! X

  • Reply Sharan Kaur November 17, 2016 at 10:30 am

    I love how you mix and match different pieces together and I would totally wear this in this office!


  • Reply Julie Hiller November 17, 2016 at 10:36 am

    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

  • Reply Diana November 17, 2016 at 10:54 am

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

    Diana |

  • Reply Jean November 17, 2016 at 11:21 am

    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.

  • Reply Cindy Wong November 17, 2016 at 11:32 am

    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. 🙁

  • Reply bloggity November 17, 2016 at 11:42 am

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

  • Reply Vanessa Kishur November 17, 2016 at 11:50 am

    Where is this belt from?!

  • Reply Renee November 17, 2016 at 11:58 am

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

  • Reply Janet Winton November 17, 2016 at 11:59 am

    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.

  • Reply Brenda Liang November 17, 2016 at 12:08 pm

    Jean, how do you deal with the belt sliding around due to no belt loops?

  • Reply Unknown November 17, 2016 at 12:46 pm

    Where is the belt from?

  • Reply Sasa Zoe November 17, 2016 at 12:51 pm

    Beautiful as always:P

    Shall We Sasa

  • Reply Karrie November 17, 2016 at 1:36 pm

    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.

  • Reply Anonymous November 17, 2016 at 1:38 pm

    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?

  • Reply DressedToCode November 17, 2016 at 1:45 pm

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

  • Reply Ev November 17, 2016 at 1:48 pm

    Beautiful shirt 😉

  • Reply Kelsey Quackenbush November 17, 2016 at 4:30 pm

    This outfit is gorgeous!
    Kelsey |

  • Reply affecionada November 17, 2016 at 6:52 pm

    Very New England prep!

    Jen | affecionada

  • Reply Anne November 17, 2016 at 7:41 pm

    I was wondering the same thing !

  • Reply Jean November 17, 2016 at 7:47 pm

    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.

  • Reply Jean November 17, 2016 at 7:48 pm

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

  • Reply Jean November 17, 2016 at 7:48 pm

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

  • Reply THE NEON FACTOR | Diana November 17, 2016 at 7:48 pm

    Love the shirt and skirt combo!!
    || D I A N A ||

  • Reply Jean November 17, 2016 at 7:50 pm

    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.

  • Reply Jean November 17, 2016 at 7:52 pm

    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!

  • Reply Jean November 17, 2016 at 7:53 pm

    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!

  • Reply Jean November 17, 2016 at 7:53 pm

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

  • Reply Jean November 17, 2016 at 7:54 pm

    Thanks so much for voting, Karrie!

  • Reply Jean November 17, 2016 at 7:55 pm

    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!

  • Reply Renee November 17, 2016 at 9:39 pm

    Thanks, Jean! That's really helpful.

  • Reply Designer Era November 18, 2016 at 1:18 am

    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.

  • Reply Janinafran November 18, 2016 at 2:34 am

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

  • Reply Jeany Roge November 18, 2016 at 4:37 am

    Such a beautiful outfit! Looks so much like holidays!

  • Reply Fred Lohmann November 18, 2016 at 10:02 am


  • Reply jing116 November 18, 2016 at 10:30 am

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

  • Reply me November 18, 2016 at 2:49 pm

    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! 😀

  • Reply Anonymous November 19, 2016 at 7:24 am

    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!

  • Reply shoegirl November 19, 2016 at 7:40 pm

    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.

  • Reply Anonymous November 21, 2016 at 10:12 am

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

  • Reply Unknown November 22, 2016 at 6:25 pm

    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,

  • Reply Classy By Cass November 23, 2016 at 11:45 am

    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!

  • Reply Amanda November 25, 2016 at 4:00 am

    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?

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