UPDATED FOR FALL 2023!

Fall fashion trends are great. Fashion Week is the bee’s knees. But, there are five Fall outfit pieces that never go out of style (at any age) and will last far beyond Fall 2019. These are Fall fashion staples that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street-style-worthy outfit perfect for the cool climate. And I don’t know about you, but I am so ready for a chilly Fall!

The best thing about these five pieces is that they can make a Fall outfit all on its own! Of course, they can also be mixed and matched with other pieces in your closet, too, and I’ll share some of those outfit ideas as we cover each piece.

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

I will also provide links to retailer sites, at various price points, so you can start stocking up on your Fall and Winter collection now.

Get your hot chocolate ready while you shop these looks!

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

5 Fall and Winter Outfit Pieces That Never Go Out of Style

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5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

1. SCARVES

Let’s start with a basic scarf. I prefer lightweight scarves if I’ll be wearing them outdoors and inside, and most can double as a shawl to create a completely different look. Whether you’re going oversized or sleek on top, a scarf (in multiple colors and prints) is an essential piece to have in your Fall and Winter collection.

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

recommendations:

3-piece Soft Lightweight Solid Scarves (9 color bundles) $11.99 via Amazon

Soft Printed Scarves (30 prints) $13.92 via Amazon

Multiple Style Scarves $9.99+ via Target

2. OVERSIZED SWEATERS

The silhouette that we’re going for is cozy (oversized) on top and sleek on the bottom. The best way to create that shape is with an oversized sweater or tunic.

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

 

recommendations:

Oversized Fall Winter Warm Crewneck Long Sleeve Knit Cable Long Pullover Merino Wool Sweater Dress (13 colors) $29.99 via Amazon

Pullover Oversized Crew Neck Long Sleeve Knit Sweater Tunic Top (4 colors) $28.96+ via Amazon

3. LEGGINGS

Leggings are a sleek, but comfortable way to lengthen the leg with an oversized top, and you can purchase them in just about any color you desire!

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

recommendations:

Super Soft High Waisted Full Length Opaque Leggings (25 Colors) $8.99-$13.99 via Amazon

High Waisted Fleece-Lined Leggings (20 colors) $11.95 via Amazon

Totally Shaping Pull-on Skinny Jeans (19 colors) $23.00+ via Amazon

🌶 IT UP ⇒ Faux Leather Liquid Leggings (black) $15.99 via Amazon

4. ANKLE BOOTS

I prefer an ankle boot over a knee/long boot because ankle boots are timeless, whereas some tall boots do look dated. I also believe it created a slimmer, streamlined look on the lower half of the body.

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

recommendations:

The Benning Chelsea Boot (two colors) $188 via Madewell

Multiple Ankle Boot Styles and Colors $21+ via Target

Multiple Ankle Boot Styles and Colors $17+ via Amazon

🌶 IT UP ⇒ Soft Round Toe Elastic Cut Out Stiletto Booties (7 colors) $9.98-$40.15 via Amazon

5. CHUNKY BAG

To pull the whole look together, a good chunky bag is perfect. A bigger bag can hold your scarf and other Fall and Winter gear as well, so not only is it cute but it’s functional!

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

recommendations:

Transport Tote (two colors) $143.99 via Madewell

Vintage Genuine Leather Tote Shoulder Bag Handbag (nine colors) $41.99 via Amazon

Leather Crossbody Satchel (two colors) $37.99-$41.99 via Amazon

Large Shoulder Bag (ten colors) $37.99+ via Amazon

Campus Tote (six colors) $30.00 via Target

Now that you have your 5 Fall outfit essentials, you can mix and match them to your heart’s desire! The key is to keep the silhouette!

5 Fall Outfit Pieces That Never Go Out of Style At Any Age - these are Fall fashion staples - scarf, boots, sweater, leggings, big bag - that we should all have in our closets (in multiple styles and colors, of course) to put together an easy, comfy, cozy, and street style-worthy outfit perfect for the cool climate.

Other basics you need for your Fall and Winter collection:

THE PERFECT WINTER OUTFIT

*this blog post contains affiliate links