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Christmas Eve & Christmas Day Outfit Inspiration

December 22, 2020

Merry Christmas! I hope you are having a lovely week filled with tender moments of reflection, special times with the ones you love (one way or another!), holiday treats and memory making activities. Never before has it been more true for most of us that Christmas really is what you make it. So let’s make it merry and bright and full of good cheer. To that end, today I’m simply sharing a little Christmas outfit inspiration to help you get dressed for your special day.

Christmas Eve + Christmas Day Outfit Inspiration

James and I plan to be home alone on Christmas, but we’ll begin our day with a late but special breakfast. I doubt we’ll have the monkey bread our family has traditionally enjoyed on Christmas morning, but I’ll fix something yummy. And maybe James will brew a special coffee. Then in the afternoon James is using the sous vide to prepare rack of lamb while I make the mashed potatoes, red wine sauce and roasted brussels sprouts.

So I’ll definitely be wearing something very casual but festive. And my bet is I’ll wear my pajamas late into the morning and then change into fresh ones early in the evening. Besides it’s forecasted to be in the low 20s all day Friday, so cozy and warm will definitely be the goal.

Casual Outfit Inspiration

Cozy at Home and Ready for a Walk

Normally I would always fit in a good long walk on Christmas afternoon. With the extreme cold we’re supposed to have, I don’t know if that will happen this year. But something like these leggings and a colorful long sweater would be perfect for a day at home followed by a long walk through the neighborhood.

Work from Home Outfit
cowlneck sweater // tech stretch leggings // boots no longer available

You can learn more about the above look in this previous post.

Stay in Your PJs!

Especially if you’re not expecting company or visiting in someone else’s home, I’m all for staying in your pajamas, if that’s your thing. My tip is simply to choose some pajamas that match. Ha! And wear some that make you feel festive and happy. I know for me, if I stay in slouchy, over-worn, mismatched pajamas all day my mood just sinks, sinks, sinks. This Christmas may be tough for you – for a variety of reasons – so set yourself up for more joy and less sadness by at least wearing pjs that help set the right spirit.

pajama pants and their coordinating top (not shown here) // “I Run On Coffee and Christmas Cheer” t-shirt // similar slippers

I purchased the pajama pants and their coordinating top (not shown here) from L.L.Bean. They are so yummy soft and cozy. The flannel pants and coordinating 100% jersey knit cotton tee have fast become my favorite. I’ve already washed them so they’re on the ready for late Christmas afternoon!

But I’m enjoying the “I Run On Coffee and Christmas Cheer” t-shirt, too. In fact, I’m wearing it right now with my T by Talbots joggers as I type this post.

For the outdoorsy day

If you need inspiration for a casual outfit that you can wear for outdoor activities, I suggest something like these boundless performance pocket tights and this cozy pullover. Better yet, slip into some fleece lined tights if you have them.

Tips for Staying Fit Through the Holidays
boundless performance pocket tights (fleece lined tights) // cozy pullover in spruce heather // Katahdin hiker socks in deep admiral blue // mountain pile fleece vest in natural // pom hat in charcoal // Blondo waterproof boots // earrings // similar water bottle

Check out my post on 10 Tips for Staying Fit Through the Holidays in which I featured the outfit above.

Fleece-lined Pants for an Indoor/Outdoor Day

Since our weather forecast is for us to stay in the 20s on Christmas day, my bet is I’ll be wearing my fleece-lined pants that day. And if I get busy and get it washed in time, I’ll probably be wearing my Nordic fair isle crewneck sweater with them.

outfit Friday Outdoor outing
Nordic fair isle sweater // fleece-lined pants // wedge sneakers // puffer vest // camisole // long sleeve layering tee

The above photo was taken before visiting with friends in their backyard around their fire pit. I think I was also wearing this long sleeve layering tee for warmth. Be sure to layer on a camisole and/or long sleeve layering tee for warmth, if needed.

I also showed the same fleece-lined pants with my black winter fair isle sweater. While not as colorful, I still think this outfit is quite festive and appropriate for any day during the holidays. I wore it Sunday to church. Get more details on the look below in this previous post.

Black Look
fleece-lined pants // black winter fair isle sweater // puffer vest // camisole // long sleeve turtleneck in ivory // boots option // crossbody bag // earrings // bracelet

And here’s one more option with the above fleece-lined pants. I know many of my readers (including my mom) purchased these, so I’m glad to be able to show you several options with them. But if you don’t have these fleece-lined pants you can create similar looks with black jeans, cords or knit pants.

Daily Look 1
supersoft cableknit sweater // fleece-lined pants // bracelet // necklace // wedge sneakers

I love the classy simplicity of the above look.

Jeans & a Sweater

As you might have picked up, we’re moving from very casual to just casual to a little dressier. I think jeans and a pullover sweater in a color of the season or one that just makes you happy is always a good pairing. My first option is the same Nordic fair isle sweater above with blue jeans.

How I Dressed for Thursday
AG Jeans // red turtleneck sweater // waterproof boots // Nordic fair isle crewneck sweater // crossbody bag // earrings

This look would work beautifully whether you’re staying home alone, having someone in or going somewhere.

Red Sweater and Jeans
similar red cashmere sweater // straight leg black jeans (wearing size 30 regular) // boots // earrings // necklace (or here)

I’m not one to shy away from colors of the season, as you may have surmised by now. Of course, I love red year round. So Christmas just legitimizes my decision to wear the festive hue. See how I layered on warmth on this outfit for the outdoors in yesterday’s post.

If you have a grey festive sweater or tee, you can pair it with black jeans for a chic, casual and understated look.

Black Jeans and Snowflake Sweater
snowflake sweater // straight leg black jeans (wearing size 30 regular) // boots // belt // snowflake earrings

Or pair it with grey jeans for a monochromatic outfit. Then you can top it with a colored or patterned coat when you get out and about.

Soft Grey with Ivory Snowflakes and Camel Accents
coat in other colors // similar coat // grey jeans // snowflake sweater // comparable boots // sterling silver snowflake earrings // faux fur cowl scarf no longer available

Have you seen my recent video about 6 ways to style a colorful coat? Check it out here.

Here’s another pretty sweater and jeans combo. This time I topped the cashmere turtleneck with a casual quilted vest. And I wore my leather riding boots. I suppose this outfit is more suited to going out somewhere.

Copy of How I Really Dressed 12_04_20
Talbots denim jeggings // cashmere turtleneck (similar in more colors) // Kendra Scott Love Knot Y necklace // navy diamond quilted vest // Frye boots (comparable boots and less expensive) // teardrop earrings // bracelet alternative // red crossbody bag

If you happened to pick up one of the J.Jill Weston the dog sweaters, that’s a perfect choice for either Christmas Eve or Christmas Day. I gave mine to a friend, but I love this little sweater…and it’s still available and 40% off.

Weston The Dog Crew-Neck Sweater // L.L. Bean signature denim boyfriend jeans in faded rinse // Blondo Rachelle waterproof bootie // Kendra Scott earrings // multi strand necklace in iridescent drusy // long sleeve layering t-shirt

Casual, but Not Jeans

Now let’s move on to options that are still casual, but don’t include jeans. These J.Jill Ponte pants (or similar pants from your closet, of course) are perfect for Christmas because they’re comfortable, classy but also easy to move around in.

How I Really Dressed for My Day Wednesday
ponte knit pants in espresso // cashmere Audrey sweater in light rosewood heather // fringe python print loafers // necklace // stud earrings // bracelet

But I also think cords are very comfortable and appropriate for Christmas celebrations. You can dress them up or down.

Holiday Looks
embellished snowflake tee // black corduroy jeggings // faux fur collar metallic down puffer vest // red crossbody bag // square stone earrings // square stones bracelet // embroidered flannel loafers

See more details about the look above in this previous post. I wore this embellished snowflake tee when I got out to run some errands this morning. It felt festive but still casual with a pair of light wash jeans. But these black corduroy jeggings complete it in a little dressier vibe.

Here’s another look with those same black corduroy jeggings. Again, I added some bling for that festive feel. Not only is my Shimmer Sweater in classic acorn full of sparkle, but my thick pave hoop earrings and my tassel chain link necklace echo the dazzling effect.

Not So Christmassy Holiday Outfit
Shimmer Sweater in classic acorn // black stretch corduroy jeggings (or black stretch corduroy straight leg pants) // tassel chain link necklace // thick pave hoop earrings // shoulder bag sold out (substitute) // black Franto Sarto booties

I know several readers also picked up this olive green turtleneck pullover sweater when I shared it, too. This color is a super choice when you want to wear the colors of the season, but with a more subdued twist.

sweater and black pants
 straight leg black pants //  olive green turtleneck pullover sweater  // camisole // long linked tassel necklace // twisted ring earrings // black leather booties

A Little Dressier, but Still Appropriate for Any Celebration

My final few outfits are a little dressier, but they’re still suitable for staying home, too. In fact, I’ll probably wear this first look to our church’s Christmas Eve service. And now it looks like we may be joining another couple at a restaurant afterwards for dinner. So this will do nicely.

Tartan Plaid Party Look
comparable cashmere turtleneck sweater // black watch tartan plaid velveteen pants // pumps  // classic gold hoops // tassel chain link necklace 

Of course, I can also wear these black watch tartan plaid pants with my ribbed turtleneck sweater. Either will work. While the cashmere turtlenecks at Talbots are sold out, this ribbed turtleneck sweater is still in stock. I love these sweaters, and I’m kicking myself for not ordering the red when they were marked down to $39 the other day.

Tartan Plaid Holiday Look for Women Over 50
ribbed turtleneck sweater // black watch tartan plaid velveteen pants // pumps  // classic gold hoops // tassel chain link necklace 

While you could also certainly wear a pretty dress, such as a sweater dress or other festive selection, I don’t have one from this year to show. But I did pull out my wool blend skirt to wear recently. I love this choice, too. And if I’m really feeling festive Friday, I just might put this on. I actually feel just as comfortable in this skirt and sweater as I do in jeans, if not more so.

Skirt and Sweater
similar plaid skirt // winter Fair Isle yoke sweater // snowflake earrings // bangle // tights // Blondo waterproof booties // similar puffer vest

What about you? What will you wear this Christmas Eve and Christmas Day? Obviously, I’m all for any of the above, so you’ll hear no condemnation from me if you choose to wear those jammies all day or something just as casual. I simply and graciously suggest that we do indeed put our best foot forward…for at least a portion of the day. Ha! Whether we’ll be with extended family, just our spouses or all alone, I think it’s important to dress to celebrate. Don’t you?

Save + Share

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Christmas Eve + Christmas Day Outfit Inspiration for women over 50 - with Kay Harms at Dressed for My Day

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Blessed for My Day

Jesus. There’s no other name under heaven or earth by which you can be saved. It’s the sweetest name on earth. While far too many make a mockery of the name every day by saying it with disgust or vile disregard, the name of Jesus is indeed the name above all names. And one day every knee will bow and every tongue will confess that Jesus is indeed Lord (Philippians 2:10-11).

Jesus is the Aramaic equivalent of the name Joshua, which means Jehovah saves. The Joshua of the Old Testament delivered the Israelites to the Promised Land flowing with mild and honey. He carried the people valiantly through battle and brought them out as victors. But Jesus, our one and only Savior, is God’s salvation for all mankind. He has conquered death, saved us from the penalty of sin and one day He will deliver us to heaven as promised. Let’s commit to treasure that beautiful name and only to say it reverently and gratefully.

And at the end of eight days, when he was circumcised, he was called Jesus, the name given by the angel before he was conceived in the womb. ~ Luke 2:21

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xoxo, Kay
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23 thoughts on “Christmas Eve & Christmas Day Outfit Inspiration

  1. Kay, wishing you and family a Merry Christmas. My husband and I will be celebrating Christmas at home as well. Hopefully, we will be able to FaceTime with our grandchildren watching them open their gifts. Thank you for sharing beautiful and put together ensemble of clothing and and wisdom throughout the year. Blessings.

  2. Beautiful outfits Kay. My favorite look is the gold vest, followed by the gray sweater and jeans. Here in New York we are going to have rain and wind and temps in the 50’s! Our cold will come on Saturday. I love to go to midnight mass and hope I can get in as we have strict limits on numbers for gathering. Christmas Day will be spent with my daughters this year and will probably wear a pair of navy velvet leggings with a sweater. I am still healing from a broken ankle so no cute boots or shoes for me this Christmas??

    1. I went to a midnight service once when I was quite young and I remember struggling to stay awake. But I could see how it would be more meaningful to me as an adult. I do hope you get to go. Have a blessed and beautiful Christmas. ❄️

  3. Hey Kay! Thank you for all you beautiful blogging!! You are such a beauty, inside and out! Merry Christmas!! Love the Talbots puffer vest! What size are you wearing? Does it run small?

    1. Hi Gail. Thanks so much for your kind words. You ladies bring me great joy. Actually I’d say the puffer vest run true to size except I sized down to a small for a slimmer fit. I found the medium to be too full looking. So the small is a slim fit on me (when zipped up) but not tight at all. Hope that helps. ? Merry Christmas! ?

  4. I love all of these looks! Thanks for the inspiration. We leave the tree up through Epiphany and celebrate the 12 days of Christmas. You’ve provided plenty of options to get me through Jan. 6. Thanks, and Merry Christmas!

  5. Such cute outfits. I like so many of the ideas, even the PJ’s. I usually get dressed for the day, but my husband and I will be
    by ourselves this Christmas day. I will most likely stay in my PJ’s till noon. drinking our coffee and talking, Then I will
    get dressed for the day. Our children with their family will be here for Christmas Eve dinner and celebration. Hope to
    go to Christmas Eve service, but it starts at 4:00 this year so will see as one son is traveling.
    Love your devotional Bible versus. Jesus is the reason.

    1. Thanks for sharing Sherry. I hope all your family arrives safely for Christmas Eve and that you enjoy your time together. What a blessing. ?

  6. I’m so glad I found you and love your style. So much like my own and you’re my height. You and yours have a Merry Christmas!

  7. Hi Kay! You shared some great ideas. It is supposed to be wet and around 60 on Christmas Eve, going down in the 20’s overnight, with a high in the 40’s on Christmas Day. That is cold for this part of Georgia. Larry decided this year that we should have matching Christmas pj’s and wear them all day, no matter where we go. Oh boy! At 74 & 64, we might as well act like kids for a day. Because mine are made of waffle weave cotton, I will have to wear thermals underneath them. His are fleece, so he will be in good shape. We will definitely watch Midnight Mass on tv, since he can’t be in crowds of any size. Beautiful BFMD!

  8. Great outfits for the days ahead. . I will be alone on Christmas Day because my husband is in the hospital and I really don’t feel like being around all the tinsel and merriment at my family gathering.

    I’ll wear my red sweater with the big white angora Christmas cat and enjoy the phone calls with my husband. Prayers for everyone who are in my position today. Merry Christmas and best wishes for a better new year.???

    1. I’m praying for you and your husband, Eve. Bless you. Indeed turn on some nice music and light a candle and make the most of your day. I know there must be many in your shoes, and my heart goes out to you all. ???

  9. I like all of the outfits but my favorites are those with red or green in them. The black watch plaid is a wow.
    We will be watching the midweek service and Christmas services online. Christmas day, we plan to have our Christmas meal early. Later in the day, our son and his little family will be visiting. It will be merry and bright.
    Merry Christmas to you, James, and your dear family,

  10. Merry Christmas Kay and James….love the post today.

    We are making some sweets for breakfast and having mimosas.

    Dinner will be around 3:00 p
    Ham, Fresh Green Beans, Stuffing & Coconut Cream Pie for D.

    It will only be my husband and I this Christmas?


  11. Dear Kay, So glad I found you. My husband has been very ill, and Ihave been a caregiver for a while now. You are giving me a roadmap of how to take care of myself. Thank you so much.

    1. Bless you, dear gal. I know that must be hard. But your mental, emotional and physical health are so important. I’m glad you are enjoying the blog. And you’re so very welcome. ?