17 Cute and Comfortable Boots for Women, Starting at $33

Robyn Moreno

May 10, 2023 at 9:30 PM·4 min read

Boots and booties are a stylish choice year-round, but if you're on your feet all day or have foot pain like plantar fasciitis, ill-fitting shoes can leave you sore, aching, blistered and cranky!

To help you out, we found the most comfortable boots around that offer proper support, range of fit, and most importantly: look really good.

So, whether for dancing, hiking, work or play, check out these snazzy boots that will put a little spring into your step!

Here at Parade.com, we're all about sharing products we love with our audience. When you make a purchase on an item seen on this page, we may earn a commission, however, all picks are independently chosen unless otherwise mentioned.

17 Most Comfortable Boots For Women

1. Dr. Scholl's Dakota Wedge Boots, $44.93 on Amazon

With over 3,500 4-star Amazon reviews, fans of these stylish, wedge booties say "They don’t even feel like you’re wearing heels!" Dr. Scholl's Dakota Wedge Boots, $44.93 on Amazon

2. Amazon Essentials Women's Lace-Up Combat Boots, $33.20 on Amazon

Available in four colors and garnering over 10,000 reviews, these combats boots rate high for comfort and price. Amazon Essentials Women's Lace-Up Combat Boots, $33.20 on Amazon

3. Sorel Women's Out 'N About III Waterproof Classic Boots, $129.95 on Amazon

This chic waterproof boots can be worn in inclement weather and all occasions, making them a worthy investment. Sorel Women's Out 'N About III Waterproof Classic Boots, $129.95 on Amazon

4. Naturalizer Axel Tall Waterproof Boot, $168.98 at Zappos

These sleek, waterproof boots pair well with jeans or dresses and come in wide widths. Naturalizer Axel Tall Waterproof Boot, $168.98 at Zappos

5. Asgard Waterproof Ankle Rain Boots, $32.99 on Amazon

With over 21,000 reviews, these playful, waterproof boots come in 13 colors ways and are easy to slip on and off. Asgard Waterproof Ankle Rain Boots, $32.99 on Amazon

6. Ugg Classic Ultra Mini Boots, $139.95 on Amazon

Beloved by celebs and influencers, the mini version of these early-aughts fave look surprisingly good with everything, and are a comfortable choice for looking effortlessly cool while running errands. Ugg Classic Ultra Mini Boots, $139.95 on Amazon

7. Vionic Shantelle Nubuck Western Bootie, $169.99 at DSW

Created with supportive arch support technology, these trendy boots were made with those who suffer from heel pain and plantar fasciitis in mind. Available in three colors. Vionic Cecily Zip Western Bootie, $169.99 at DSW

8. Faux-Fur Lined Winter Boots, $36.59 on Amazon

"Comfortable and cute!" "Great fit and stylish!" raves buyers of these affordable lined boots available in eight colors. Faux-Fur Lined Winter Boots, $36.59 on Amazon

9. Red Wing 6-Inch Moc Lace-Up Boots, $320 at Madewell

Available in black or brown, these iconic lace-up work boots have been crafted in the U.S.A since 1905. Made with premium leather and heavy-traction soles, these boots look bad-ass and will last forever. Red Wing 6-Inch Moc Lace-Up Boots, $320 at Madewell

10. Dr. Marten's 2976 Chelsea Boots, $169.99 at DSW

A good pair of Docs are a wardrobe staple, and we like the Chelsea boot version, which pairs well with dresses, shorts, jeans and pretty much all the things. Made with a cushioned footbed and extra stretch for maximum ease on the feet. Dr. Marten's 2976 Chelsea Boots, $169.99 at DSW