I’m SO excited that the holidays are finally here. I’ve always loved Thanksgiving and Christmas time, but now that I’m a mom, it’s 10x more magical. And this year, it’s extra special because I’m pregnant with our second baby (I announced the gender in this instagram reel last week)!
While being pregnant during the holidays is obviously a blessing, it does add a few challenges. One being finding cute, maternity holiday dresses. I know firsthand how difficult it can be to find maternity dresses that are trendy and cute. (And that don’t break the bank.) So, since my job is to help make shopping easier for you, I spent a good bit of time sourcing cute holiday maternity dresses so we pregnant moms can enjoy the festivities too!
I’m mainly focusing on affordable maternity holiday dresses, but I also included a few spurge worthy finds towards the bottom in case anyone has a super special event to shop for this season.
Note: I have a reel going live on my Instagram account in a few days so you can see how a few of these move, so make sure you are following there. I also have a YouTube video with a try-on of even more maternity cocktail dresses (including some that didn’t make the cut) and you can watch that below.
The first dress I ordered was the Black Sequin Fitted Maternity Mini Dress from Pink Blush Maternity. Pink Blush is a new-to-me brand that I discovered earlier this year and I did a full try-on of all the Pink Blush items I’ve tried in this post. They carry cute maternity clothes that are completely on trend AND affordable.
This sparkly dress caught my eye because it’s similar to a holiday cocktail dress I wore last year to Tommy’s office Christmas party. I am wearing a size small in this dress, and I’m typically an XS when I’m not pregnant so perhaps size up from your usual pre-pregnancy size. (However, Pink Blush carries basic sizes and rarely has an XS option.)
This dress fits perfectly, the length is ideal (not too short, not long), and the little puff sleeves added a touch of interest. I styled it with my favorite splurgy Loeffler Randall heels. And my clutch is an almost perfect match by Olga Berg. And bonus, my regular Natori bra works well with this. I am keeping this dress, of course.
How fun is this Burgundy Sequin Velour Front Tie Maternity Mini Dress? It’s more relaxed than the dress above, but still feels super festive with the sequins (I’m a big sparkle girl around the holidays). The front tie adds a feminine touch, and the balloon sleeves are nice and comfortable. The back is open, which is gorgeous. (This is the sticky bra I’ll wear with it.) This dress also comes in black and gold!
I styled this with the same Loeffler Randall heels. As much as I LOVE how this looks, I know I like a few other dresses a little better, so I’m returning this and keeping a few others. I have a size small and it felt a little large, but since I’m typically an XS, I’d say to size down from your usual pre-pregnancy size.
I ordered this t-shirt style sequin dress to see if it would work to include in my non-maternity affordable cocktail dresses blog post, and shockingly, it worked SO well with my bump that I wanted to include it here too.
It’s on the short side, especially factoring in the split on the left leg — and that’s saying something considering I’m 5’1″ — but gosh is it cute. It’s similar to the first dress in this post but not fitted throughout, which makes the shorter length work perfectly. The open back adds a bit of sexiness too. I have a size small and I felt it fit well. I styled with the same shoes as the two dresses above. Also, I kept this for obvious reasons! (Again, you’ll need a sticky bra for this dress.)
I almost always go for a darker dress for the holidays, but this rose gold wrap dress could not be more perfect for the holidays, and especially NYE. Even though this is non-maternity, a wrap dress style is perfect for maternity because it’s forgiving and adjustable.
I like that the sleeves make it comfortable for cooler weather as well. I didn’t keep this but I’m kind of regretting it after seeing pictures again. It’s gorgeous.
Since it was non-maternity I sized up to a medium and it works, but I do think this dress is best if you are earlier in your pregnancy since the fabric folds back just a bit as it pulls over my bump. (You can see a little bit on the first photo) Or, you could buy a stitch gun and just change where it snaps in place.
You’ve got to see the back of this fitted midi dress. So classic and beautiful, right? While this is not technically maternity, it seems like it would be incredibly bump friendly and comfortable because of the stretch ribbed knit material. It’s under $100, fully stocked in all sizes as I’m writing this, and has great reviews.
I own a few pieces from Petal and Pup that I LOVE, so I trust this brand to work well for you too. I plan to order this since I think it’d be pretty for Christmas Eve at church.
Okay, we need a moment to take in this halter mini dress. WOW. It’s not maternity specific either, but looks very bump friendly. If you’re not a sequin girl, this would be a great festive option that still feels very dressy! The bow on the high neckline is everything.
I know, I know, this is a little more expensive. But if I had any big event to attend this holiday season, I would buy this Gloria One-Shoulder dress SO fast. The color is perfect for NYE, the relaxed fit would work perfectly with a bump, and the one shoulder style adds some fun interest.
Most items on Net-A-Porte are REALLY splurgy, but this dress comes in under $250, which isn’t as bad as you’d expect. It’s been sitting in my cart for over a week. I just need an excuse to wear it and buy it!
The colors on this Yellow Good Luck Dress aren’t the first thing I think of when I’m shopping for holiday, but I saw an influencer wear this in NYC last winter and it looked SO good with tights and a coat. I love that the style is oversized but not maternity specific.
Pair with black tights, black booties, and a black coat. If you want to stand out and wear something a little more unique (and something you can wear all winter long after the holidays), this would be such a fun option.
Another pricier find that’s around $250 and worth the splurge is this Highland Tartan Palmerston Dress from Tuckernuck. I’ve been a tartan fan for my whole life, and Christmas is the only time that it feels appropriate. This is a more casual option that would also be perfect for Christmas services or family parties.
I really want to get this dress, but I ordered the dress I’m sharing next first, and the shape is too similar to buy both (right? Or should I do it?). I hope one of you buys this and wears it to a Christmas Eve church service!
Last, but certainly not least, is this Nightly Organza Palmerston Dress from Tuckernuck. I LOVE the material, the tiered style, and long sleeves. It feels appropriate for church, but it’s also dressy enough to wear to a cocktail party! I ordered this in an XS. It’s supposed to arrive early next week so I’ll share pictures soon! Keep an eye on my Instagram stories and LTK since that’s where I post pictures first!
If you’re in the mood to REALLY splurge, you’ll want to check out this Kika Vargas dress. I wore it this fall to a black tie event and it may be the most fun dress I’ve ever worn.
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