31 Transitional Fall Items I Can't Stop Thinking About—Boots, Sweaters, and More

I don't know about you, but I'm counting down the days until fall. Don't get me wrong. I enjoy summer as much as the next person, but the excessive heat we've experienced this summer has been quite limiting in the wardrobe department. The name of the game has been minimal clothing, which doesn't leave much room for outfit innovation. This lack of possibility has left me feeling creatively stifled, so the prospect of cooler temperatures is thrilling.

We have another few weeks of back-and-forth weather until we reach true fall temps (at least here in California), so I'm mentally preparing my transitional outfits. The key to transitional dressing for me is keeping some aspects of summer while adding one component of fall—for example, wearing my favorite summer dress with a pair of fall boots, layering a lightweight jacket over a miniskirt, or throwing a chunky knit over your shoulders with your maxi skirt. You get the idea.

This mix of summer and fall pieces allows you to blend the best parts of both seasons while the temperatures fluctuate. Since these outfit combinations have been running through my mind lately, I've started my fall shopping by paying particular attention to the pieces that can be mixed in with my summer wardrobe. Below, I'm highlighting the 31 best transitional fall items to add to your cart ahead of the season, from suede boots to lightweight sweaters to knit dresses.  

This lightweight canvas fabric is ideal for transitional weather now, then layered over heavier knits all through fall. 
I would style these boots exactly like this now and then with jeans and sweaters later. 
These might be the most flattering cargo pants I've seen. Plus, this color is perfect to go from summer whites to fall neutrals. 
Styled with boots? Yes, please. 
The ultimate layering piece.
I have these in two colors already and am contemplating a third—they're just that good. 
I dream about these boots regularly. 
This would look equally chic thrown over a T-shirt or a thick sweater.
It's giving quiet luxury. 
TikTok loves this aesthetic right now. 
The fit of these is perfection. 
A true closet staple. 
Maxi skirts are still going strong, and this color is as versatile as it gets. 
A cozy cardigan is at the top of my wish list right now. 
Western boots are the ultimate transitional shoes—pair them with dresses now and jeans once temperatures cool. 
A classic. 
I love a light-denim moment for fall. 
Cult Gaia never misses.
Loafers are the quintessential transitional shoes. 
The color say summer, but the silhouette says fall. 
Pair with a skirt now and then layered under a sweater through fall. 
Just add boots and your outfit is done. 
This looks so luxe. 
This color is just dreamy. 
Wear open over a dress or buttoned up with jeans. 
This color!
Lightweight enough for now but wearable for the entire season. 
I'll be swapping my summer bag for this suede beauty stat. 
Denim is synonymous with fall. 
If you're looking to branch out from black loafers. 
We love a sweater-coat. 


from Who What Wear

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