If you haven’t traded in sundresses and sandals for boots and sweaters, get a move on. Before you know it, Halloween will be over, and we’ll be in full-fledged winter mode. You can stock up for the cold months ahead with the Macy’s Lowest Prices of the Season sale, which is full of winter boots and booties at unbeatable prices.

You can never go wrong with a classic pair of riding boots, and this sleek style is on sale for just $40. The tall boots are made from faux leather and come in six different colors, including a black-and-brown hybrid that will match everything in your closet. “They’re so comfortable that I wear them all day at work which is a good 10 hours,” a reviewer wrote.

The sale also includes tons of versatile booties. For everyday wear, the Clarks Addiy Kara Booties are half-off, and they come in black and tan leather. The Cole Haan Haidyn Booties are a more formal option, and they’re available in black leather and gray suede for $108. If you’re looking for a pair of statement boots, this pair comes in three different croc designs and is half-off the original price.

With so many different boot styles at such low prices, we’d definitely recommend checking out this Macy’s sale. And to make your shopping experience a little easier, we rounded up our 10 favorite boot options for under $110. Shop our picks below.


Karen Scott Deliee2 Riding Boots

Shop now: $40 (Originally $80);


Clarks Addiy Kara Booties

Shop now: $65 (Originally $130);


Style & Co Rizio Lace-Up Ankle Booties

Shop now: $40 (Originally $80);


XOXO Strasburg Slouch Boots

Shop now: $23 (Originally $89);


Cole Haan Haidyn Booties

Shop now: $108 (Originally $180);


Gentle Souls by Kenneth Cole Emma Stretch Tall Boots

Shop now: $68 (Originally $150);


Aqua College Quiana Waterproof Booties

Shop now: $65 (Originally $130);


White Mountain Cosmic Regular Tall Shaft Boots

Shop now: $50 (Originally $99);


Lauren Ralph Lauren Tally Short Rain Booties

Shop now: $36 (Originally $60);


Cole Haan Chandra Booties

Shop now: $108 (Originally $180);