Seasonal Favorites: The Fall & Winter Best Sellers You Shop Every Year

There are always a few things that surprise me when I look at my top sellers, and then there are the ones I know will be there before I even check. Every fall and winter, these same items show up on the list year after year, and at this point, I’m never surprised to see them! From cozy layers to favorite denim and everyday staples, these are the pieces you continue to come back to every season. If you’ve been around for a while, you’ll probably recognize a few of these!

*For reference, I’m 5’1, 109lbs*

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Wardrobe Staples

Some of these are probably no surprise if you’ve been following me for a while! My floral skirt, puffer vest, flannels, and Quince jeans seem to make the top sellers list every fall. I love seeing these come back year after year, especially because so many of them can be styled in different ways. Here are a few of the staples you shop every season.

Holly styling a floral midi skirt with a rust-colored sweater, black top, and neutral layers for fall outfits. — This floral skirt makes a return appearance in my top sellers every fall! It’s so versatile. It works for teachers, the office, church, family pictures, and more! Plus, its petite friendly.

Target fall clothing finds featuring versatile wardrobe staples, including sweaters, denim, and seasonal outfits for everyday wear.Target fall clothing finds featuring versatile wardrobe staples, including sweaters, denim, and seasonal outfits for everyday wear.

Holly wearing a fall puffer vest and plaid flannel shirts layered over black leggings with ankle boots. — The puffer vest is available in multiple colors and is the perfect fall layer. I love a flannel for casual fall and winter days.

Holly styling a floral dress, floral top, and casual fall outfits with denim, boots, and handbags. — A few pieces that stand out season after season are the floral dress, the dress belt, and the floral top! These looks are versatile and chic for this season and the next.

Holly wearing Quince wide-leg jeans with neutral and burgundy tops, showing different ways to style everyday denim. — My beloved Quince jeans! These are always a fan favorite. They’re available in multiple lengths and washes.

Slacks that feel like yoga pants are a game changer for the office! Even if you don’t go to the office, they’re an elevated style that feel like loungewear.

Matching Sets

Matching sets are always a favorite, and these two are ones I keep coming back to! I love having an outfit that looks put together without having to spend time figuring out what to wear. The sporty set is great for travel, the gym, or running errands, while my SPANX set is comfortable enough for everyday wear. It’s no surprise these keep making the top sellers list!

Holly wearing a black athletic matching set with white stripes, featuring a zip-up jacket and wide-leg pants. — This sporty set is great for loungewear, workouts, the gym, or travel!

Target fall shoe finds featuring stylish everyday footwear options including loafers, flats, and boots perfect for transitioning into the cooler season.

Holly wearing a taupe SPANX matching set with a zip-up top and wide-leg pants, styled with white sneakers. — You all love my SPANX sets, and I do too! I just got this color, but this style has been in my top sellers time and time again!
Save 10% with code HOLLYFXSPANX for new customers!

Activewear

Activewear is another category with a few favorites that show up in my top sellers every year. I love these pants because they’re comfortable enough for everyday wear but still look put together when I’m running errands. Both styles have pockets, and the wide-leg pants come in five different lengths, which makes finding the right fit so much easier.

Holly styling comfortable 7/8-length jogger pants in navy and gray with white T-shirts and sneakers, featuring pockets for everyday wear, travel, lounging, and golf. — Love these 7/8 comfy pants with pockets perfect for everyday, lounging, golf, and travel.

Holly modeling navy wide-leg athletic pants with a fitted long-sleeve top and sneakers, showing front and side views of comfortable pants available in five lengths for everyday wear and workouts. — Wide leg pants in 5 lengths! Perfect for everyday wear and the gym. These sell like crazy every fall.

Everyday Essentials

These are the everyday essentials that make a difference, especially when the weather gets colder! From fleece-lined tights and cozy boot socks to my favorite bras and no-show underwear, these are pieces I use all the time. Several of these have been best sellers year-round, and the fleece-lined tights and boot socks always start getting more attention as soon as fall arrives.

Fleece-lined black tights with a soft beige fleece interior, a winter wardrobe essential for wearing dresses and skirts in cold weather. — These are a cold weather must have and my favorite hack for wearing dresses and skirts all season!

Women's cozy ribbed boot socks in neutral fall colors, including cream, black, gray, brown, and taupe. — Cute and comfy boot socks I wear all season! And you all start adding to cart as soon as the weather starts cooling down

Women's seamless wireless bras in black, tan, and ivory with a deep V neckline, comfortable everyday bras for wearing under sweaters and V-neck tops. — The comfiest bras! These are best sellers year round but I couldn’t not include them in this roundup.

Women's seamless no-show thong underwear in neutral shades of black, white, beige, and blush, designed to stay discreet under leggings and fitted clothing. — These undies are the BEST! Especially when you’re wearing leggings

Honorable Mention

These plush pullovers are the reason I put this roundup together! I’ve been buying them from Walmart for the last five years, and every fall and winter, you all shop them right along with me. They’re affordable, cozy, and come in so many fun colors and patterns. I always look forward to seeing which ones Walmart brings back each year!

Holly holding several soft, striped plush pullovers in different colors and patterns, highlighting affordable fall and winter layers.

Skincare

With cold weather comes dry skin. Gold Bond is one of those brands that shows up in my top sellers every year, and I know why! From the crepe corrector creams to the hand and foot creams, these are products that save us from dry and cracked skin every season!