Dark Floral Dresses for Winter

Over the past several years, I have completely fallen in love with dark floral dresses for winter and fall. this season, I ordered a few options to try and couldn’t wait to share them with you! From a wedding-friendly option to more casual everyday options, I have a variety of dark floral dresses for winter!

What makes a dark floral dress so special in my book? Even though, they’ve risen in popularity, wearing floral print in cooler weather still feels unexpected. They add a little femininity to my wardrobe in a time of year when I lean more towards classic tailored layers. But I also love them because of how well they pair with edgier details like leather accessories and heavier boots.

Dark Floral Dresses for Winter

My Sizing

For reference, I’m 5’7 1/2″ with a short torso and very long legs! I typically wear a 28/29 in jeans or a size 8. My bra size is a 36C, and I typically wear a size medium (or 8) top. 

If you ever have any question about what size I’m wearing, check the links below each image! I list any recommendations I have for sizing up or down for quick reference. (TTS= true to size!) For full details, I’ll be chatting all about quality, style, and fit in the paragraphs above each photo. Let’s go!

Dark Floral Maxi Dress

If you have a winter wedding on your schedule, this floral maxi dress is my top recommendation. It is absolutely stunning in person. The fabric is a heavyweight textured cotton. It’s fully lined, has pockets, and has a smocked panel in the back! I would recommend sizing down one. I’m in a medium, but the fit is generous. I would prefer a small. If floral isn’t your thing, it also comes in a zebra print and solid red.

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Maxi Dress (size down) | Boots (TTS)

V-Neck Floral Maxi Dress

With a relaxed boho vibe, this a-line maxi is perfect for everyday wear. The top is button-front with a drawstring waist with tassel detail. I love the mix of floral prints on the tiered skirt and sleeves. The skirt is also fully-lined! If you love this cut, there are six different dark floral prints to chose from! I recommend sizing up one. I’m in a large.

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Dress (size up) | Boots (TTS)

V-Neck Shirred Midi Dress

If you’re looking for an affordable option, this is it! The bodice is smocked and creates a bit of a fit and flare fit! The skirt has a ruffle tier and it also has pockets! I’m in a medium and find that it fits true to size. It also comes in a solid clip dot. Currently 40% off!

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Dress (TTS) | Boots (TTS)

Square Neck Tiered Maxi

I hate to pick favorites, but this easy midi tops my list! I love the relaxed fit and tiered skirt. The color is also beautiful in person with a mix of burgundy, brown, and lavender! You might recognize it from my fall try on post or Instagram, where I wore it layered with a cardigan! I’m in an 8 but could have easily sized down one. If you are bustier, stay true to size. The fabric has zero stretch.

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Dress (TTS or size down) | Boots (TTS)

Boho Maxi Dress

With a relaxed fit, billowy cut, and tiered skirt, this dress is the answer to all my boho dress dreams. The floral on my exact dress is a mix of cream, blue, brown, and orange, but it also comes in several other color ways. I sized down one and like the fit! The lining is more form-fitting, so keep that in mind, but the outer layer has plenty of space! This could make a beautiful maternity option if you swapped out the slip for something with stretch!

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Dress (size down) | Boots (TTS)

Shop Dark Floral Dresses for Winter

Want even more dark floral dress options?! Here are a few that have caught my eye lately!

Virginia influencer, Lauren Dix, shares dark floral dresses for winter. Fall and winter floral dresses.
Black V-Neck | Sweetheart Neckline Maxi | Burgundy Midi | Black Floral Tiered | V-neck Shirred | Black Trim Floral | Black and Green Chiffon | Blue Floral Chiffon

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