2020 Fall Fashion Checklist
Fall is just around the corner, and what a different season this will be! Usually, at this time of year, I buy “dress-up” pieces as we tend to have a full social calendar. This year, though, we’ll be at home much more, so I’m focusing more on casual outfits and home decor. From what I hear, you’re all leaning towards casual, easy-care, versatile pieces too. So here are my recommendations for 2020 Fall Fashion (I’ll write a post about home decor soon)…
P.S. There’s a 2020 Fall Fashion Checklist at the end of this post, that you can print or pin for later.
1. Easy-Care Hair And Beauty
Are you still a bit traumatized by the salon closures in the spring?! I know many women who were counting the days until they could get a cut and color again (me!) Some of us were brave enough to color and cut our own hair (not me!) Going forward, I think that a lot of us will be opting for low-maintenance styles and natural color. I wanted a fresh, new look, so I had my hair cut into an angled bob. I love that I can wear straight or wavy, with or without accessories.

For beauty, I’m going to continue to recommend clean, non-toxic makeup. Some of the products that I’m wearing in this photo are Mineral Fusion Foundation, bareMinerals Bareskin Concealer, Burt’s Bees Nourishing Eyeliner, and Eco Bella Lipstick.
2020 Fall Fashion Outfits

I think we’re all going to be more casual, especially since many of us will continue to work from home. Here are some staples for our work-from-home, stay-at-home, and weekend closets…
1. Cozy Sweaters & Leggings
I’m predicting that structured jackets are going to be replaced by cozy cardigans and sweaters since many work environments have become more casual.
My wool duster cardigan is from last year, but Banana Republic has new versions in cashmere and silk cotton. The t-shirt is also a previous season’s style but this slub cotton/modal one is similar.
I wrote about the leggings in this post, Everlane Perform Legging Review & Style Tips so take a look for more details!
2. Statement Sleeve Tops & Jeans
If you’re still doing daily video conferences, consider adding some statement sleeves or asymmetry to your tops. Ruffles, puff sleeves, balloon sleeves, smocked cuffs, and ruching will continue to be popular.
I wrote about my latest statement sleeve blouse in my Fresh Take On The Polka Dot Print post. You’ll find some more shopping options there.
3. Sweater, T-shirt And Loose-Fit Dresses
It’s no secret that I love the ease of t-shirt dresses, so this fall, I’ll be adding more to my closet!
As it gets colder, I’ll switch to sweater-dresses. I’m keeping an eye out for the Everlane Turtleneck Cashmere Mini Dress to go on sale. It just oozes comfort!
I’m also looking out for loose-fit dresses that I can wear with warm foundation layers (more details on how to wear dresses in the fall in an upcoming post!)
4. High Waist Pants & Fitted Sweaters
If you prefer to wear pants, then look for high waisted ones, which are flattering to those of us who don’t have a flat belly! Add a cropped or fitted top and booties.
5. Jumpsuits
If you don’t like dresses, then you’ll find plenty of jumpsuits for one-and-done dressing. I have yet to find a jumpsuit that fits my almost-petite figure, so when I do I’ll include it in a post. Right now I’m thinking about this Zella Gwen Sleeveless Knit Romper.
2020 Fall Fashion Colors And Prints
This fall, you’ll find the usual warm colors (browns, oranges, and warm greens), but if these colors don’t work for you, there are plenty of other options!
I’m loving the jewel tones (literally, the colors of gems like ruby, sapphire, and amethyst) which look much better on cool skin tones, than the traditional fall colors.
If you can’t live without pink, don’t worry, that pale hue that gives us all the warm fuzzies will continue to be strong this fall.
For your fall staples (or capsule closet), look out for neutrals like black, chocolate brown, beige, gray, and soft winter white.
I haven’t seen a lot of innovative new prints yet, but there are plenty of stripes, plaids, dark florals, tie-dye, camo and animal prints in stores already.
Fall Shoes And Handbags
For shoes, I’m definitely going for comfort shoes (sneakers, flats, and low heels.) If you love chunky boots (think Doc Martens from the nineties) you’ll find plenty of those too.

I found these Vince Blair Snakeskin-Embossed Slip-on Shoes at Saks Fifth Avenue. This must be an older color, as Vince has a few very similar ones that are over $200 (full price) right now.
Though I keep seeing mini handbags in trend reports and on social media, I find them to be impractical even for a quick run to the store. I’m looking out for medium-sized handbags, as I know I’ll be carrying snacks, sanitizer, masks, and wipes, in addition to my usual wallet, keys, and phone.
If you’re looking for a handbag update, then the latest trends are soft ruched bags like Danse Lente’s Lola, circle-shaped bags like Staud’s Moon Bag, and color-blocked bags like Coach’s Rambler Signature CC Color Block Crossbody.
Accessories
The most important fall accessory is, of course, the face mask. I’ve tried a few different ones out including these ones from Nordstrom. I Like that the loops are adjustable, but they do take an extra minute to put on because you have to tie them in the back.

If you’re worried about dropping or losing your face mask, consider buying a chain.
Since I’ll be spending more time at my computer this fall, I’ve also stocked up on these blue light blocking glasses.
For video conferences, I’m keeping silk scarves handy for a quick upgrade. I’m also looking for new jewelry styles like chokers, chain link necklaces, pearl earrings, and sculpted metal earrings.
I just discovered Soko and love their clean organic shapes.
As promised, here’s the 2020 Fall Fashion Checklist:

Let me know what you are looking for to update your fall closet (and decor.)

I’m obsessed with those python shoes! Also, love that you included face masks as part of your trend round up. I’m always looking for new cute masks these days!
Hi Ally, Thanks so much! Lots of cute face mask options out there now. I’m still looking for more, so I’ll post those options soon. xo Nipa
These are some great staple pieces for fall! I personally am really into puff sleeves right now, and of course, high waisted jeans! Thanks for sharing!
Hi Lex, Thanks for reading my post! xo Nipa
I loved the idea of adding sweater dresses to leggings as my go-to loungewear. Leggings with a tunic top or sweater or hoodie has been my favorite way to dress at home as it is very comfortable, but definitely so are sweater dresses. Great suggestion!
Hi Robyn, I’m just starting to see more sweater dresses in stores now… you might also like sweatshirt dresses for loungewear. I bought one at Athleta last year, that’s really cute! xo Nipa
In San Diego, my summer wardrobe is pretty much the same as my summer wardrobe but bringing a light sweater just in case. I have definitely noticed a difference in my hair preferences, however. I can’t rely on my stylest to I opted for a bit shorter than normal the one time I actually did get in.
Hi Hannah, Ahh, I haven’t been to San Diego for a long time, but I do remember the beautiful weather! We’ll be dealing with snow and mud in a few months in NY! xo Nipa
I love your hair cut! It looks fantastic!
Thank you! It took my stylist two years to convince me to do it! xo Nipa
Great post and I really love your new haircut! It is definitely fun to get a new look. I am happy to stay more casual and think that even though I am going to work I will dress more casually than usual. I just ordered the facemasks from Athleta and really like them a lot. They are soft, neutral colors and have adjustable ear loops.
Thank you, Chris! I looked at those Athleta ones, but some didn’t get great reviews (may they were the kids’ ones) so I didn’t buy them. Will take another look! xo Nipa