For those who like to wear dresses for the holidays, events, and occasions, there are countless looks to inspire you, as well as a whole slew of dresses. There are formal, semi-formal, smart casual, and casual frocks to choose from so take your pick. Dress them up or down, and make the dress work your way. 

Boden
Mini Cord Shift Dress
View Info
Top Pick
4
Zara
Draped Velvet Dress
View Info
Top Pick
6
Boden
Midi Party Tea Dress
View Info
Top Pick
3
H&M
Printed Jersey Dress
View Info
Top Pick
4
Boden
Plisse Mini Dress
View Info
Top Pick
2
Hobbs
Ciara Dress
View Info
Top Pick
2

I adore dresses, but generally don’t wear them for the holidays and Winter events in the US because the weather is icy and I also run cold. I stick to dressy separates, unless I can find a very warm and suitable sweater dress, and wear it with thermals. But if you bat for Team Winter Dress, here are some interesting options, all of which are sleeved and worn with closed shoes.

1. Little Black Dress

The LBD is a classic, it doesn’t need to be sleeveless or very short. Here’s a sweater dress version with elegant billowing sleeves that finishes just above the knee, which might be your cup of tea. The rhinestone bow embellishment on the neck is matched with earrings and glittery silver shoes, which takes care of the festive bling component of the look. A black and white polkadot topper finishes off the look. I see a larger silver, black, or red bag instead of the minute one shown here. I particularly like how the dress was completed with dressy flats instead of heels. Nice change. Add nude-for-you or sheer black hosiery for warmth.

Little Black Dress

2. Bright Pink and Red

This is my favourite of the four because I love the colour combination. I wear bright pink and red separates together, and will do just that for some of our holiday events. Wear a pink dress with red footwear, or a red dress with pink footwear. Choose booties, pumps or another kind of closed shoe that keeps you insulated if tall boots aren’t your thing. Add hosiery for warmth. A dark red coat would look gorgeous over this outfit. But so would navy, turquoise, orange, cream, or burgundy. Add a red, pink or metallic bag, and jewellery to your taste.

Bright Pink and Red

3. Sparkly Boho

Here’s a more casual version for Team Boho. The sparkles on this dress make it look more festive. The casual brown suede boots add a further boho and casual touch. I see silver metallic or black boots with a bag to match as an alternative option. A black, navy, or brown coat would top things off nicely. Add a little sparkle in your ears and wrists.

Sparkly Bo-Ho

4. Skirted Jumpsuit

And last, a dressy jumpsuit with a removable skirted layer is a unique and creative idea. The colour-blocked version here is visually striking. I particularly like how you can see the pants component under the skirt. You might not like bows, but to my eye it adds a lovely finishing touch to the waist of the outfit. Dressy pumps and bag that pick up the brights in the outfit complete the look, as does a good bit of bling. Wear knee-highs to keep your ankles warm if you like. You might want to keep libations to a minimum when wearing this outfit.

Skirted Jumpsuit