Sandal season is over, and fall calls for cute, well-fitting boots. Whether you prefer a preppy or more rugged autumn style, you’ll need a sturdy pair of wide calf boots that can weather the season and are easy to walk in— especially if you’re shepherding the kids around. Here are 12 boots in extended calf sizes to wear while apple picking, getting ready for Halloween, or just strolling around town this fall.
Sam Edelman Penny 2 Wide Calf Leather Riding Boot
These knee high Sam Edelman Penny 2 Wide Calf Leather Riding Boot come in autumnal colors like olive, whiskey leather, and grey frost, as well as the universal basic black and dark brown. These boots are streamlined, with a gold button as the only accessory.
Madewell The Francie Tall Boot with Extended Calf
You can dress the Madewell The Francie Tall Boot with Extended Calf up or down. Made with eco-friendly leather, these boots feature a two-inch heel and 16.5-inch shaft circumference. The soles are comfy thanks to Madewell’s special MWL Cloudlift Lite padding.
Hunter Original Short Back Adjustable Rain Boot
These are classics for rainy weather, and the adjustable strap on the back of this pair of Hunter Original Short Back Adjustable Rain Boot makes it easy to get a custom fit.
Naturalizer Sterling Knee High Boot
A tiny gold buckle adds a sophisticated touch to the Naturalizer Sterling Knee High Boot, sold in saddle tan suede. A two-inch block heel gives you height and walkability (plus, Naturalizer is known for their padded soles).
Bella Vita Sasha Knee High Boot
Kelsi Dagger Logan Wide Calf Boot
Looking for an over-the-knee boot? The Kelsi Dagger Logan Wide Calf Boot stays in place thanks to a zipper and elastic back panel, and comes in four different shades of suede.
Bed Stu Manchester Over the Knee Boot
For a rugged, over-the-knee boot you can walk miles in, check out the Bed Stu Manchester Over the Knee Boot. The leather is designed to look already broken-in, and you can cinch up the top of the boot via laces.
Trotters Kirby Knee High Boot
There’s a vintage, English riding boot feel to this pair of Trotters Kirby Knee High Boots, which you can pick up in black or wine-colored leather, or in black with a croc effect. The panel of fabric at the calf is super-stretchy.
Clarks Women’s Emslie Emma Wide Calf Fashion Boot
Clarks shoes are known for comfort and the Clarks Women’s Emslie Emma Wide Calf Fashion Boot are no exception, featuring an OrthoLite footbed with Cushion Soft technology. The simple shape of these black boots is a forever classic, and the heel height is walkable too.
Journee Collection Walla Boot – Wide Calf
Whether you choose a pair of the Journee Collection Walla Boot – Wide Calf in wine, black, brown, chestnut, or gray, this knee high riding boot will be a closet staple. Loops around the ankle make for a fun accent.
Comfortview Women’s Wide Width Charleston Wide Calf Boot
The Comfortview Women’s Wide Width Charleston Wide Calf Boot combines delicate details like a lace-up back panel with practical considerations like a tough rubber sole and padded insoles.
Related: 10 Quintessential Fall Trips
Journee Collection Aneil Boot – Extra Wide Calf
Slouchy boots are still going strong, and the Journee Collection Aneil Boot – Extra Wide Calf includes a ruched vegan leather upper that looks casually cool.
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