Mind you, I’m not one to think that women over 50 have to dress differently than women under 50. Ha! But I know that a lot of women put that phrase, “Thanksgiving Day outfit ideas for women over 50” into a search engine hoping for a little insight that does take into consideration their maturity and station in life. And there’s nothing wrong with that. I definitely do dress a little differently than I did just 10 years ago. But regardless of your age or stage or whatever, I’ve got some Thanksgiving day outfit inspiration for you here. I’ve rounded up some of my favorite fall outfits from this year to spark our imaginations a little.

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I think many of us dress fairly casually for Thanksgiving dinner. But let’s start with the dressier outfit ideas for Thanksgiving. A simple, comfortable, but also classy skirt could definitely work. The elastic waistband on this pleated skirt makes it a great choice.

This velveteen shirtdress is definitely roomy enough to eat heartily in. Ha! Let’s face it; room to eat well is a priority for me at Thanksgiving.

The velveteen shirtdress does run large. I’m wearing a medium, but I really should have had them take the small off the mannequin because it would have fit me better.

This floral printed dress could be worn with boots or flats. It’s really fun to wear and a definite contender for a slightly dressier Thanksgiving outfit. It also runs large; I’m wearing a small here.
And before we go on to the non-dress options, let me share one idea that is definitely a little more elevated. I have had readers tell me they are going to their country club or other restaurant for Thanksgiving. James and I have done similar things before and I usually wore outfits like the ones above. But in case you need something even dressier (for Thanksgiving or any other time) I can highly recommend the dress I wore to the LTK Con awards banquet.

You’ll have to check out the Maggy London Metallic dress at the website to see the colors in this lovely faux wrap dress better. It’s very comfortable, but also quite elegant. And I think the colors make it really nice for fall and winter.

I think classic black trousers with a classy turtleneck is always a good combination. This is a no-fuss, elegant look that is still classy and comfortable. For a slightly less dressy look simply swap in loafers or ballet flats for the pumps.

The outfit above is one of the holiday party outfits I shared in a recent post. Those black pants from Spanx are slimming, but still comfortable. I do suggest sizing up; I’m wearing a large. The woven sleeve v-neck pullover is one you could wear all holiday season.

As we move toward a little less dressy outfits, let’s consider black jeans. They’re a smart choice because they look elevated but feel like, well, jeans. You can top them with a pretty blouse and jacket for a more elegant look…

or wear them with a pretty pullover sweater for a more casual vibe. But this outfit still looks polished and pretty, especially with those pointy toe booties and the trending fuller leg jeans.

But dark wash jeans in a low contrast in intensity outfit can look just as sharp. I love combining dark denim with brown for a moody, elevated vibe.

On the left above I’ve created a classy but casual look with my black Tribeca pants and a denim button front shirt. And on the right I’ve created a similar look but with dark wash jeans and a pullover sweater. I think that owl sweater might be especially appreciated if you’re celebrating Thanksgiving with little grandchildren. I wore it when I taught children’s Sunday school this past week and the kids loved it.

The outfit above is one I would definitely wear if I were going to a friend’s house for Thanksgiving. It’s polished but comfortable. It’s easy on the eyes and very autumnal. But if you prefer higher contrast in intensity in your outfits, you could wear something like the jeans and sweater pairing below.

I think nice jeans and a simple but polished sweater is a great outfit formula for Thanksgiving day. But if you fear that the jeans may be under dressed, swap in a pair of black pants instead, like I did below.

Here are a few other great jeans outfits for Thanksgiving.




And finally a few non-jeans options that are still casual and comfortable. First up, my favorite wide leg trousers.

Above I’m wearing the Harlow pants in a pretty chocolate brown with my croc Mary Jane sandals. I topped the look with an antique cream ribbed top and a simple cardigan. So this outfit looks a little more elevated than a jeans outfit, but it feels just as comfortable if not more. And below I have a very similar outfit with the Harlow pants, this time in a khaki shade.

Next, I’m a big fan of corduroys on Thanksgiving. They just feel very appropriate to me.

But if you’re staying in and keeping the day super casual, then I suggest putting together a polished outfit of athleisure or activewear.

And here’s another similar option.

Between the two jackets I wore with those outfits, I’d say the sherpa jacket above is my favorite and the softest, coziest.
Thanks so much for dropping in. I hope you got a little Thanksgiving Day outfit inspiration!
Blessed for My Day
Today we can praise the Lord in various ways. We can verbally tell Him who He is. “Lord, you are holy and high and lifted up. Praise You that you are like no other and there is no other like you.” We can praise Him through song, singing along with praise songs or hymns. And we can praise Him to other people.
While I think it is very important – commanded even – to praise God directly, it is such a living testimony to sing His praises to other people. I like to do that simply by bragging on Him in my normal conversations. I may say something like, “We are so grateful that God has provided for us so that we could do this for you. God is faithful to us, and oh so generous. So we wanted to be generous to you.” How will you praise the Lord today?
I will give thanks to the Lord according to His righteousness And will sing praise to the name of the Lord Most High. ~ Psalm 7:17
Thanks Kay! You’ve given me some ideas for Thanksgiving. I’m always debating whether or not to wear pantyhose with dresses that expose your legs. Boots are a great option to avoid the issue, but what about if you want to wear a pump and it’s a dressier event?
I think it’s fine to wear sheer, nude hose with pumps. Just don’t wear them with sandals and I prefer they not be worn with sling backs either. But that may just be me. 😉
Thanks for giving us so many great options! Since I live in So Cal I’ll probably be wearing a sundress 😂
Thanks, Kay! I love all of these options. We will be meeting our family in the N. GA mountains. We’ve rented a house in Blue Ridge. So we will probably be wearing sweaters, jeans and boots, my favorite!
What is the color you have on of the fisherman’s sweater in the picture with the brown jacket? The brand is Quince and I can’t tell if it is Oatmeal or Camel.
I like all of the outfits that you did. We are casual for Thanksgiving so jeans and a sweater are good for me.
Thank you.
Yeah, I accidentally mislabeled that sweater. It’s actually my new Jenni Kayne fisherman sweater in undyed stone. But the Quince sweater is a good one. I just got it in brown and it’s lovely.
I also have a question about pantyhose, even though it’s not directly related to Thanksgiving. I recently purchased a black dress that I will probably wear with black pumps to funerals and possibly dressy restaurants. Should I wear nude or black pantyhose with this outfit? I read somewhere that it is inappropriate to go with bare legs to a funeral. I apologize for getting a little off the subject! I do appreciate all of your great advice.
I think that rule is out the window unless it is for a particular funeral venue, such as a church that requires covering. However, if you feel you should wear hosiery that is perfectly fine and you should definitely do what you feel is best. I think either option is perfect – black or nude – and you could create very different looks depending on which you choose. If you do choose to wear black hosiery then I would opt for black shoes, too.
The cool beiges in the tonal outfits look amazing on you Kay! That bronze dress is next level. What would you wear as a layer over the floral dress if you needed to? Would you do a post on what to layer over dresses for those of us who get chilly but still like to wear the cute dresses? I am deterred from wearing them in the winter because I feel limited by a suitable top layer.