Casual, Chic Ways to Transition Into Fall

It may still be summer, but most of us have our minds on fall. What will you be wearing as you shift your wardrobe from vacation mode back to reality? Here are three ways to dress casually and comfortably as you head towards autumn.

Talbots Tops - Red Jacket

1.  Move to Fall Colors

The easiest way to start looking and feeling more fall-like is to wear darker colors, but you don’t have to do it all at once. A great way to transition is to team up a pair of your favorite jeans with a classic striped top and add a fall-colored utility jacket. This burgundy one is a beauty and a refreshing change from olive or tan.

You can keep your accessories light and more summery if it is still hot out, and then switch to booties and a darker bag as it starts to cool down mid-fall.



Talbots Sale Poncho

2. Throw on a Poncho

We all know how crazy the weather can be in the fall.  One day it’s hot, the next day it’s cool. You don’t want to look like you’re wearing your summer clothes once the back-to-work season arrives, but it’s not cold enough to wear a turtleneck either.

Another easy way to build a bridge between hot and cold is with a light poncho. A thin, light poncho is ideal on cooler days take along in your bag in case you are going out and it’s cooler at night.  This toasted coconut one with the pretty buttons is a gorgeous color for this time of year and looks great with black jeans, booties, and a rich-looking dark leather bag.



Talbots Tops - Orange

3.  Reinvent the Way You Wear White

Can You Wear White  Or Cream in the Fall?  Absolutely! Just because it’s September doesn’t mean white is suddenly off-limits.  White can look chic year-round. It’s all in the way style it.

For example, take a pair of white jeans and a  ribbed knit sweater in a classic fall color like rust, gold burgundy, or brown. Accessorize with a dark tan leather bag and some cute sneakers and some gold jewelry for an early fall look.



Talbots Tops Leopard

4. Wear an Animal Print

Some prints like stripes and animal prints are seasonless, which makes them ideal for this time of year. This sporty leopard print shirt is a classic and looks fabulous with jeans, woven sandals, and this chic Chanel-inspired bag.  Try riding boots and a big tote with this look in October!


Check out these other ideas on how to transition into fall as well as my style recipe for how to add leggings to your wardrobe when temperatures are constantly changing.

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22 thoughts on “Casual, Chic Ways to Transition Into Fall

  1. Hi Deb! What a great site! Do you have an e-book for overweight women? I find I am instinctively going towards classic fashion and have purchased many neutral shrugs and bright shells and enjoy interchanging them. I have trouble wearing belts since I am short-waisted. I have an elastic waistband, but by the end of the day, it is folded over…not a great look. I have thick, heavy legs with “cankles” and need an idea for dress shoes. Due to a balance problem, I cannot wear high heels, so a lower or chunky heel would be better. Should I be looking for a nude tone in shoes? HELP!

    1. Hi Celeste! Great to hear from you! I was at a friend’s 50th birthday party over the weekend, and she had no idea what to wear. When I saw her and told her how wonderful she looked, she took me aside and confessed that she had gone to Fabulous After 40 and searched for some inspiration on what to wear. She ended up with a snakeskin print jersey dress from Ann Taylor that added a hip belt, a pretty chunky necklace, and tall boots! That recipe worked perfectly for her!

  2. I loved the scarf and kept rewinding the video to see how you tied it, but you were still too quick for me! I remember your head video about tying a scarf, but it didn’t turn up in my search. Can you tell me where to find that video?

  3. I love this look! Thanks for these simple ideas which make a big difference. I can’t wait to tweak a few outfits of my own for fall!

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