Holiday Style Tip For Women Over 50

The first week of October is already over, and that means the holidays are fast approaching…yikes! I know we’ll have several holiday parties and festive events to attend so I’ve started to think about what I’ll wear. Today I’m sharing my number one holiday style tip.

Welcome to your monthly style guide for women over fifty. Pam of Over 50 Feeling 40 and I are sharing our best style tips to bring you a month of head-turning style.

Our holiday season includes formal, or dressy parties and casual get together’s at friends’ houses. Long gone are the days when I’d wear Santa sweaters or Christmas-themed accessories. At my age, I aim for modern, classic clothes that can be worn in different ways.

Black and white separates from Chico's with vinatge pin and suede booties

It’s hard to go wrong with black and white. I love a beautiful party dress but find that separates give me more versatility. I can wear this blouse with jeans and boots. The pants will be great with a sweater and flat shoes.

Wearing- Chico’s Belted Trousers | Chico’s Ruffled Shirt | Muro Peep Toe Bootie || Chico’s Leopard handbag

Chico's Pleated Belted trousers

These have front slash pockets and faux besom back pockets for interest, not bulk.

I usually take self-tie belts off garments and replace them with a belt. I decided to wear this one off-center. I crossed it over the center front and secured it with a vintage pin. I didn’t tie a bow or knot which adds extra bulk. I let the pin hold the belt in place.

White ruffled blouse wiht nclassic black trousers from Chico's

The only other jewelry I added was my grandmother’s Art Deco earrings. I feel blessed to have them and think of her whenever I wear them. I didn’t add bracelets or necklaces. I’m not trying to look like a Christmas tree! I’d rather my precious earrings, pin, and I be the focus.

Chicos blacj and white separates with vintage pin at waistline

I added a Leopard handbag with a shoulder strap to keep my hands free at cocktail parties or to hold my grandson’s sweet little hand when I take him to the Nutcracker Ballet this Christmas! That will be so much fun!!

holiday style tip, separates fromChico's

Dressing with separates is more cost-effective and gives you more flexibility. Now is the time to plan and shop for what you’ll need. There’s nothing worse than a last-minute party invitation when you have no clue what you’ll wear.





  1. I love this holiday outfit! I would definitely wear something like this. For one thing, I prefer wearing pants more than dresses. I usually don’t wear belts, but I think I could pull off the way you styled it. Thanks for the unspiration!

  2. Dear Jennifer – just returned from our vacation trip niagara-on-the lake and,of course,visited chico’s (so sorry that this shop is not in Germany!). Bought the pants on brown, they fit so good and i love your amazing idea with the pin!

    Thanks always for yor great inpiration!
    Yours Angela

  3. You look lovely. The fit of these items is perfect and you picked the perfect accessories. What a great comfortable special occasion outfit!

  4. Along with everything else that looks great, I noticed the toe nail polish and absolutely love it…..headed out to get some today!

  5. Lovely . ..I’m thinking less is more works more and more for me! Maybe a huge jump for me since a arm full of silver braclets is a trademark!
    And brings me such joy!

  6. What a fantastic idea to hold the belt closed with that wonderful brooch—it adds some great bling & is functional!!

    ps…I remember the days of the christmas sweaters—they were a blast but I look at them now and laugh!!

  7. I really like your idea about pinning a brooch on the belt! What a great idea to keep a smooth look with less bulk around the waist. You look lovely!

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