Home » Outfits » Christmas Holiday Looks Over 40: 12 Dressy/Casual Outfit Ideas

Christmas Holiday Looks Over 40: 12 Dressy/Casual Outfit Ideas

The Christmas holidays are such a fun and busy time. There are family gatherings, holiday parties, gift exchanges, concerts to attend and more. In all of the busyness, deciding what to wear to all of these events can be stressful.

Last minute decisions made in a rush can leave us feeling less than confident and social. Here are 12 Christmas holiday looks over 40 women can wear.

Dressy Holiday Looks Over 40

If you love having the holidays as a chance to dress up, go for it. Being overdressed is always better than underdressed in my opinion. Wear these looks to those Christmas plays, concerts and church services.

Velvet top + midi slip skirt+ heels

Pair up a velvet top with a silky slip skirt and heels for a simple but glamorous look. While some can pull off skirts with flats, a midi skirt generally looks better with heels.

A slip skirt is easy and comfortable to wear, so there is no need to sacrifice comfort. Add a sparkly pendant necklace or statement necklace.

Christmas outfits don’t have to be traditional colors. Embrace rich jewel tones that suggest winter.

dressy holiday look over 40 midi slip skirtPin

This look would also be perfect for New Year’s Eve dinners and parties as well. Keep wearing the navy skirt into the New Year.

Opting for separates will allow you to get more wear out of your party outfits later rather than being limited by one party dress.

midi slip skirt hoiday outfit with velvet topPin

Skirt- Amazon; top- Amazon; sandals- similar; clutch- Target; necklace- similar option

Another take on the velvet top and slip skirt, but in a festive green that’s a little more traditional for a Christmas party outfit.

velvet top and green midi slip skirtPin

The green is so bright that it makes a statement on its own. I added some colorful bauble earrings to balance it but kept the necklace simple. A small black glitter clutch completes the accessories.

This clutch has enough sparkle to be festive but not so much as to distract from an outfit.

slip skirt holiday lookPin

Top- Target; slip skirt- Amazon; earrings- option; necklace- option; option; sandals- option; clutch- Target

SEE ALSO: Trend to Try: How to Wear a Slip Skirt 7 Ways

Velvet Pants + Peplum Top + Silver Metallic Shoes

For a comfortable but stylish Christmas party outfit, consider black velvet pants. Velvet pants, especially ones with an elastic waist like these, are cozy, comfy, and easy to dress up.

Peplum top and velvet pants outfitPin

Details like the peplum hem and fine silver metallic thread in this top give it a festive flair. Silver metallic pumps complete the look. A lower heel or metallic flats would work with this look also.

silver metallic shoes outfitPin

Shop the look:

Ruffle top + Plaid Ruffle Skirt + Black Pumps

Ruffles should always be among your Christmas party outfit ideas. These dramatic ruffles aren’t childish and can certainly be worn as holiday looks over 40.

The blue and green plaid pattern is perfect for the holiday season.

ruffle top and plaid skirt holiday outfit over 40Pin

Top- Walmart; Skirt- Walmart; pumps- similar; similar

If this look is just too much ruffles for you, pair the top with this pull on blackwatch plaid skirt.

Bow Sleeve Sweater + Plaid Skirt + Tall Black Boots

Another option for the the skirt is a green bow sleeve sweater. Little details like the simple bows make an outfit festive. Tall black suede boots are an option for those who live in cooler climates.

More options for this skirt are the blue and black velvet tops above. Wear it to the office with a white button up.

bow sleeve sweater holiday outfitPin
holiday outfit over 40Pin

Sweater- Walmart; skirt- Walmart; necklace- option; boots- option

Red Print Peplum Top + Faux Leather Midi Skirt + Black Pumps

This red print peplum top gets a little sparkle from a metallic thread that runs through it. Pair it with a faux leather skirt and black heels for a dressy Christmas outfit.

This faux leather midi skirt is a comfy pull on style with an elastic waistband and it’s an affordable way to try this trend.

faux leather midi skirt outfitPin
holiday looks over 40 Pin

Top- Target; skirt- Walmart; shoes- similar; purse- Target

Casual Holiday Looks Over 40

Plaid Flannel Shirt Dress + Sweater Vest + White Ankle Boots

A plaid flannel shirt dress paired with a sweater vest is a great option for a casual holiday gathering. The dress will be comfortable and roomy. Wear it with white ankle boots for a trendy look or go more casual with sneakers.

plaid flannel dress outfitPin
plaid flannel dress with sweater vestPin

Dress- Walmart; vest- Walmart; boots- Amazon

Red Blouse + Ivory Jeans + Taupe Boots

Ivory jeans are trendy this year. Pair them with a red blouse for a striking Christmas outfit. This blouse is lightweight and perfect for warmer climates. The pleats and bishop sleeves elevate this blouse above a plain red tee.

red and ivory holiday outfitPin
ivory and red Christmas outfitPin

Top- Target; jeans- Gap Factory; Boots – Amazon

Add a casual plaid coat if you need another layer.

plaid coat Christmas outfitPin

Coat- Amazon

Bright Pink Sweater + Plaid Pants + Loafers

Non-traditional holiday colors can be just as festive as red or green. Pair a hot pink sweater with plaid pants. These high rise pants are a relaxed fit that will keep you comfortable through all of your holiday gatherings.

plaid pants Christmas outfitPin

If you are going to be on your feet hosting a cookie exchange or casual dinner, these loafers will keep you comfortable and mobile.

plaid pants Christmas outfitPin

Sweater- Target; pants- Target; shoes- Nordstrom

Plaid Button Down Shirt +Ivory Jeans + Black Quilted Vest + Black Boots

For another casual holiday look over 40, pair a plaid button down with ivory jeans and layer on a quilted puffer vest. Finish the look with black ankle boots.

plaid shirt and quilted vest outfitPin
plaid vest outfitPin

Shirt- Old Navy; vest- JCPenney; jeans- Gap Factory; boots- simliar

Fair Isle Sweater + Grey Jeans + Neutral Ankle Boots

Fair Isle is a winter classic and makes a good choice for a holiday outfit. Pair a neutral color fair isle sweater with grey jeans and neutral boots.

fair isle holiay outfit over 40Pin

If you are going to an outdoor event and need more warmth, add a beanie and a quilted vest. You can also layer a thermal top under the sweater for more warmth.

quilted vest with sweater outfitPin

Sweater- Old Navy; vest- Old Navy- similar; jeans- Old Navy boots- Amazon; beanie- Amazon

I always have to make this disclaimer- women over 40 should not be limited in what they can wear. Just because this post focuses on looks over 40 doesn’t mean women over 40 should only dress a certain way.

Women should dress in a way that works with their body type and makes them feel confident at any age. Make the holidays extra special by wearing an outfit that makes you feel good!

Have an extra special event to dress up for? Check out How to Wear A Sequin Dress: Style Tips You Need to Know.

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12 casual and dressy Holiday Outfit for women over 40Pin