Tennis skirt with capri-length leggings. Tuckernuck’s new flat-front tennis skirt includes leggings with side ball pockets. Navy or white. $148

Split pleat tennis skirt. Wilson’s new skirt includes undershorts, is wildly flattering, and comes in 2 colors: a lilac check and classic off-white with red-and-blue accents (above). $98

Quarter-zip cable pullover. This preppy, washable grey cotton cable-knit sweatshirt is the perfect layer for chilly mornings on court. $178

Organic cotton fisherman’s sweater. A washable, wear-everywhere, affordable staple in 5 new, seasonal colors. We love it in taupe and brick red (above). $45

Mid-rise barrel-leg jean. Available in 14 colors, this cult-favorite ankle-length jean with a slightly curved leg flatters every body! $250

“Better-Than-Silk” maxi skirt. Skirts are having a moment, and this navy foulard-patterned, washable silk tiered maxi skirt is an easy addition to your fall wardrobe. $148

Tennis racquet needlepoint ornament. A fun stocking stuffer or end-of-year team gift! $28

Striped cashmere crewneck. Every fall closet needs a striped crewneck, like Everlane’s well-priced cabernet/coffee bean version. Sizes from XXS to XXL. $104