Holiday Dresses for Women Over 40

November 17, 2021

One of my most popular posts every year is my list of the best holiday dresses for women over 40.  After a mellow holiday season last year, this year I’m ready to party and drooling over all the pretty choices!



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Holiday Dresses for Women Over 40

First of all, I always want to make it clear that I truly believe women over 40 can wear whatever they please.  But I do know that quite of few of us would like to cover at least a few body parts at this point in our lives. And we want to look vital, fresh, trendy AND classy.  And most of my readers don’t have time to scroll through endless strapless minidresses for eighteen year olds on the way to find something they love for themselves.  I scanned through many websites for the choices that I think will look stunning on all my midlife babes and I tried to keep different body shapes in mind.  I also picked dresses from $20-$700 so every budget can find the perfect match.  Here’s this year’s list. Let us know which one is your favorite!


Happy shopping, Ladies!

Fun & Fashion

Dawn Lucy


About the blog: Fashion Should Be Fun is ME talking to YOU, other middle-aged women who are over 40, but not over fashion.  We still want to look beautiful and stylish.  We still want to have fun with trends.  And we don’t need anyone giving us rules, because we’re all different. This is a place for me to share my love of fashion with you, including style ideas, tips, trends, and inspiration. I know how liking the way we look can translate into confidence and energy. I know we have so much life left to live and so much adventure ahead of us. Let’s show the world you’re never too old to have fun and look fierce!



  • Reply Rachel November 15, 2017 at 3:08 am

    Such a lovely post! Beautiful dresses!

    • Reply Dawn Lucy November 18, 2017 at 5:08 am

      Thanks, Rachel!

  • Reply Ann Ly November 15, 2017 at 12:38 pm

    Gorgeous and classy!

    • Reply Dawn Lucy November 18, 2017 at 5:08 am

      Thanks, Ann! Gorgeous and classy was my goal! Yay!

  • Reply Laura November 15, 2017 at 1:35 pm

    It’s so hard to find good dresses that aren’t too revealing, but still fashionable. You really found some great ones!

    • Reply Dawn Lucy November 18, 2017 at 5:10 am

      Thanks so much, Laura!

  • Reply Nancy Baten November 15, 2017 at 11:14 pm

    Oh, I love dresses!

    • Reply Dawn Lucy November 18, 2017 at 5:10 am

      Me too!

  • Reply Katya November 16, 2017 at 10:07 am

    A lot say that life starts at 40, I agree, it is a great age to be more keen on fashion. I love bell sleeves, so classy.

    StyleSprinter Blog by Katya Bychkova

    • Reply Dawn Lucy November 18, 2017 at 5:10 am

      It’s a great time in life to focus on yourself, I think! Yes, I love the bell sleeves too!

  • Reply Theresa November 17, 2017 at 2:55 pm

    Great list! I bought the Ann Taylor black/floral midi.. I love the Anthropologie pleated midi but I don’t have anywhere to wear it!

    • Reply Dawn Lucy November 18, 2017 at 5:12 am

      The Ann Taylor is one of my favs! I know I wish I had like 10 fancy parties to go to! I’m glad I have at least one!!

  • Reply Nicole November 17, 2017 at 8:43 pm

    Thanks for coming to the Top of the World Style linkup party. The green sheath and the red plaid fit-and-flare dress are my favorites. Great picks.

    • Reply Dawn Lucy November 18, 2017 at 5:12 am

      You would look great in both, Nicole!

  • Reply Sarah May 16, 2018 at 9:22 pm

    Lovely collection!!! Specially that red velvet dress is awesome. I guess it would be perfect for me. Thanks for sharing such wonderful dresses.

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