15 of the Most Comfortable Boots That Won’t Leave You With Blisters After Just One Wear

• Why We Love Them: Inner padding, slip-resistant

“I am so excited to wear these boots all year-round,” says Operations Director of Branded Content Rachel Gulmi. “I’ve been wearing them a ton since buying them, and they’re so comfy and needed no breaking in.” Indeed, these leather boots may look rigid, but they’re actually very supple. Plus, they come with Madewell’s proprietary MWL Cloudlift Lite padding in the sole for bonus cushion and comfort. Although they aren’t weather-resistant, the lug sole gives you plenty of traction for walking on wet sidewalks or snowy driveways. And for an eco-friendly boost, that very same sole is made from 30 percent recycled materials. They come in classic black, off-white, deep burgundy and saddle brown.

• Why We Love Them: Waterresistant, PureWow Editor-in-Chief approved

“I’ve been wearing these basically every day since October 1,” says PureWow Editor-in-Chief Jillian Quint. She raves about how comfortable and durable they are straight out of the box, and like almost all Hush Puppies boots, they come in wide widths in sizes 6 through 11. This style is also available in both a classic, pull-on Chelsea boot and a lace-up style, both with the same lightweight lug sole and cushioned insole. And both have been treated for water-resistance, so you can wear them in all kinds of weather without stressing about ruining that beautiful suede.

• Why We Love Them: Padded insole, 5 neutral colorways

“As a fashion editor, I am always torn between wanting to wear the coolest, funkiest styles I can find and also not wanting to tear up my poor feet,” says fashion editor Abby Hepworth. “But these boots are both incredibly chic and super comfortable, so I can run around the city in them without sacrificing style or comfort.” The sleek leather style comes with Margaux’s signature padded insole that works to combat any pressure put on your arches by the 2.5-inch stacked heel. As for sizing, this style is designed specifically to be worn with thinner socks, so if you’re hoping to wearing them with thick wool socks come winter, you might want to go up half a size. “I highly suggest double checking the size chart since these are sold in European sizes,” adds Hepworth. “I ended up going up a half size from my usual and I’m very glad I did.”

• Why We Love Them: Signature UGG plush lining, easy slip-on

If you’re not planning to trudge through the snow but still want to protect your feet from winter’s chill, try these wool-lined booties from UGG. They’re seam-sealed and waterproof to keep out moisture, and are every bit as comfortable and warm as the brand’s classic booties (which are not acceptable winter boots, by the way). A wide lace-up front makes it easy to slip them on and off. “It’s like wearing slippers all day,” confirms PureWow Director of Affiliate Strategy Pam Masin. “Plus, a wider toe box means no pinched toes, even with chunky socks.” While these booties might be ideal for exploring the city or commuting to work during the winter months, keep in mind they may not be warm enough for long outdoor excursions when temperatures are under 30 degrees.

• Why We Love Them: Podiatrist-recommended, room for toe movement, color range

These boots actually come recommended by Dr. Miguel Cunha, a board-certified podiatric surgeon and founder of Gotham Footcare in NYC. He’s a fan of Blondo in general for the brand’s dedication to waterproof materials and generous toe boxes. The Dahlia style in particular has a wide toe box, is supportive, durable and slip-resistant, and features a 1.5-inch heel (it actually adds 2.25 inches to your height thanks to a .75-inch platform). Although we often think of waterproofing for rain, snow or winter boots, Dr. Cunha recommends seeking this feature out as often as possible to help prevent bacteria or fungi from growing in the shoe, or worse, on your feet. They come in cognac, chocolate, black and a sandy beige hue.

• Why We Love Them: Slip-resistant sole, minimalist styling

These rugged Chelsea boots come with an anatomically designed shock-absorbing extra XRD footbed, which basically just means they'll have you more than prepared for a full day of walking, standing and exploring. Front and back tabs make them easy to get on or off, plus the leather upper is water-resistant, making this Australian staple a stylish option for rainy days. “Right out of the box, these were almost perfect,” raves one shopper. “It only took two days to break them in, and now, two weeks in, they fit like gloves.” What more could a gal ask for?

• Why We Love Them: Stretchy shaft accommodates calfs, wide widths available

This gorgeous pair of classic tall boots from Naturalizer has a trendy square-toe (but not too square, so it won’t feel out of style in a year) and has the added bonus of being totally waterproof. “I've owned Naturalizer boots in the past, and they held up well and were comfortable, so I decided to give these a go, too,” reads one review. “I wore them all day on my first try and no blisters or sore feet.” The heel is under 3 inches, but the footbed is also cushioned to counteract any pressure on the balls of your feet and keep your toes feeling happy all day long. (FYI, podiatrists recommend a slight heel for winter boots to prevent your feet from overpronating.) The back of the shaft is made from a stretchy fabric to better accommodate calves of different shapes and sizes, but these boots also come in wide widths for those who want that. Oh, and did we mention both the boots themselves and the packaging are made from sustainable, eco-friendly materials?

• Why We Love Them: Vegan leather, available in regular and wide widths

Wedges are a great way to add height without putting as much stress on your arches or the balls of your feet as a traditional heel. And this Aerosoles pair has the added bonus of a supremely supportive sole that’s been specifically designed to keep your feet feeling good on long walks or while standing for extended periods. The site suggests these do run a half-size large, so take that into account when ordering. They also come in wide widths in all seven color options if you’re in need of some extra toe room. Reviewer Monica P. writes, “Love these! Great fit, comfortable, love the look. I can’t do heels any more thanks to arthritis, but these give me the right lift without the pain!”

• Why We Love Them: Protective toe cap, waterproof

When you’re out in the wilderness clambering over rocks and hiking up mountains, the last thing you want to be thinking about is how sore your feet feel, especially if you’re on a multi-day trek. These waterproof boots by Merrell have been nicknamed the “Mother of All Boots” in the hiking community for their short break-in period and superior comfort—not to mention their ability to keep feet dry while still feeling breathable. A contoured footbed with extra arch and heel support means your feet will stay happy, even if you’re up in the mountains for a week (or longer). One recent Moab convert writes, “These are amazing. I wore them around my apartment a few times to break them in, but they didn’t even need it. Fit was perfect. ... I did an 8-mile backpacking trail, half of which was a very wet riverbed, and these are truly waterproof! I was on rocky trails, steep inclines, and lots of wet clay, and I didn’t lose my footing once. Merrell for life!” Oh, and they also come in wide widths.

• Why We Love Them: Comfy memory foam insole, stylish round toe

If you just can’t get on board with the look of traditional rain boots, you can always opt for a more fashion-forward pair that just happens to be waterproof. And few companies nail this concept better than La Canadienne. It has tons of chic leather and suede boots that are guaranteed waterproof for six months from purchase date, but can be treated for weather-resistance year after year. The Joanie silhouette in particular has gained a lot of praise for its super stylish design coupled with complete ease of wear. A 2.5-inch heel gives you just enough lift, while the soft shaft provides ankle support that isn’t too stiff. As one shopper notes, “Well worth the investment. I don't usually like wearing heels, but these are extremely comfortable and sturdy. Bottom line, they’re very comfortable, extremely stylish, waterproof and warm.” A quadruple threat, if ever there was one.

• Why We Love Them: Lots of toe room, handcrafted by African artisans

These suede booties are handcrafted in South Africa from locally, ethically sourced materials and are reportedly so comfortable that you won’t even need to wear socks. The double-sided suede upper has an incredibly soft feel that conforms and molds to your feet after just a few wears and continues to become even comfier the more you wear them. The material is naturally weather and rain-resistant, so you don’t have to worry about being precious with them, either. And while they aren’t technically a wide-width shoe, lots of reviews mention the benefits of the larger toe box, especially for anyone with bunions or those who struggle to find shoes that don’t squish their toes.

“I’ve had my boots for a couple of weeks now, but the real test was four days of walking around Fredericksburg,” reads one review. “Absolutely LOVE these boots! They were comfortable when I put them on but have become even more so after wear.” Of course, we can’t forget to mention that wonderful pop of pink on the sole and laces. In fact, there are eight colors to choose from (including classic black and a muted gray), so you can have fun mixing and matching them with different looks.