When it comes to fall and winter fashion trends, there’s one trend I’m hooked on this season and that’s plaid, especially plaid dresses. Plaid dresses are uber trendy, versatile and so much fun. You can pair a plaid dress with ankle booties, riding boots, Hunter wellie boots, flat sandals or wedge sandals if you live somewhere warm like California or Florida, slip-on sneakers, Converse Chuck Taylor’s and so much more. You can wear a plaid dress to Sunday brunch with your besties, concerts, out to lunch on the weekends, bridal showers or baby showers, wine tasting with your guy, antique shopping with your mom and so much more. If you’re searching for the perfect plaid dress this season, you’re in luck! I scoured the net and found 36 plaid dresses in every style, color and price range that you’ll adore this fall, winter and beyond!
Trendy plaid dresses for fall and winter
Casual plaid dresses for fall and winter
Here are a few gorgeous casual plaid dresses that you can dress up or down for fall and winter too! They’ll look amazing with a chic blazer, a leather or suede moto jacket.
Rails tops and dresses are my absolute favorite! They are so comfy, cozy and chic. They’re perfect for everyday and can be worn to brunch with the girls on the weekend.

Madewell is one of my favorite brands for trendy and affordable fashion! This fall I’m loving this black and white plaid dress by the brand. It will look great with ankle boots or wedges.


This cute plaid dress with three quarter length sleeves will look great with sandals or sneakers.

This best selling blue and white Rails plaid dress is on sale!


I love everything about this blue and black plaid dress, especially since it has pockets! I can’t get enough of dresses with pockets.

My favorite Rails plaid dress is on sale! I love this cheery red, white and blue plaid combo. I own the shirt and it’s my absolute favorite. 🙂



Fun plaid dress with fringe detail!


This chic sleeveless black and white plaid dress will look great with a great moto jacket this fall. It will also be a must come spring.


Chic white collared shirtdress with red, blue and black plaid detailing.

You can’t go wrong with this trendy and affordable fall inspired plaid dress.





Dressy plaid dresses for fall and winter
Who says you can’t wear a plaid dress to the office, church or date night? Here are a few dressy plaid dresses that you are sure to love in a variety of styles and colors.


Such a pretty plaid fit and flare dress for fall! It will look great with your favorite jacket.



Must have pastel drop waist dress for fall and spring too!








Adore this chic black and white knit dress!



Discover more fall fashion finds in my fall and winter fashion section: https://candieanderson.com/fall-winter-fashion
