It’s that time: from early fall to late spring – and everything in between – boot season! Regardless of the temperature, we always come back to the boots, probably because they are available in so many different styles and can upgrade any look.
We spoke with stylists and fashion experts to find out their choices for the best waterproof winter boots, winter boots, ankle boots, winter riding boots and more. Whatever your style is, there are a pair of boots that fit perfectly.
Trainer Rivington Rain boots for women ($ 95; macys.com)
Coach Rivington Rain ankle boots for women
Light up a rainy autumn day with these cheerful boots, say Stephanie Muehlhausen, senior fashion director for women’s accessories at Macy’s, and Erica Gustafson, the retail associate fashion director for women’s accessories. “We love taking two of our favorite trends, bold color and logo, to add a pop to any rainy outfit.”
Ugg Women’s Classic Mini Clear Boots ($ 150; macys.com)
Ugg Classic Mini Clear boots for women
Another choice from Macy’s fashion team, these Ugg mini boots are available in four colors and are lined with the brand’s beloved curly faux shearling – which you can see through the transparent molded design.
Northside Women’s Modesto Snow Boot (starting at $ 51.62; amazon.com)
Northside Modesto snow boot for women
Keep the winter out and the heat inside with these highly rated, affordable snow boots that have a completely waterproof nail sealed construction to keep your feet dry and a gusseted tongue to keep the cold out.
Sorel Women’s Out N About III Conquest Booties ($ 130; macys.com)
Sorel Women’s Out N About III Conquest Booties
“Faux Sherpa and shearling have been everywhere this season,” Muehlhausen and Gustafson say. “One of our favorite ways to apply this trend is our footwear.” These cozy Sorel boots are trendy and 100% waterproof.
Dr. Martens Waterproof 1460 ($ 159.95; zappos.com)
Dr. Martens Waterproof 1460
Always on trend, these waterproof lace-up boots from Doc Martens combine the traditional Doc’s combat boot look with a double heat-sealed jacket that forms the basis of a waterproof boot and prevents water from entering the air-cushioned sole.
Ugg Classic Weather Hiker Boots ($ 200; macys.com)
Ugg Classic Weather Hiker boots
These cute weatherproof boots from Ugg are another good example of the comfortable shearling trend. Available in black and chestnut, the short boots lace up and have a lock over the arch to keep them secure. “Whether it’s a hiker or sneaker boot, we’ve definitely got the cozy trend on this season!” says Muehlhausen and Gustafson.
Sam Edelman Laguna waterproof boot ($ 169.95; zappos.com)
Sam Edelman Laguna waterproof boot
You want to be a dry-footed star in these waterproof Chelsea boots, says the stylist Christina Stein. “Sam Edelman has amazing waterproof boots that are absolutely trendy this year.”
Circus by Sam Edelman Darielle Lug Sole Chelsea Boots for Women ($ 99; macys.com)
Circus by Sam Edelman Darielle Lug Sole Chelsea boots for women
“Lug soles are one of our favorite trends this fall,” Muehlhausen and Gustafson told us. This well-priced pair comes in 14 fun colors, including ballet pink and porcelain blue. The mighty sole keeps you confident and comfortable on icy days and cold nights.
Cool Planet by Steve Madden Women’s Cyclone Cold-Weather Hiker Booties ($ 109; macys.com)
Cool Planet by Steve Madden boots for cyclones in cold weather for women
These cozy boots, recommended by Muehlhausen and Gustafson, come in tan and black and have an extensive hatch sole to get you safely across treacherous ice this winter. The faux shearling will keep you warm and look cute.
Steve Madden Women’s Amulet Ornate Lug Sole Boots ($ 129; macys.com)
Steve Madden women’s amulet embellished boots with fur sole
Another fun hatch sole, these boots come in four colors, including our favorite (and Muehlhausen and Gustafson’s) winter white, which has a stylish chain decoration across the front — giving these affordable boots a major upgrade.
Inc International Concepts Reanna Chain Dress Booties for Women ($ 119.50; macys.com)
Inc International Concepts Reanna Dress – Boots for Women
“Our favorite dress boots this season have details in chain, vest and knit!” Muehlhausen and Gustafson told us that. Get into the trend of this sexy taupe couple dressing up a boho look for a night out.
Steve Madden Women’s Tackle Block-Heel Strick Sock Booties ($ 129; macys.com)
Steve Madden Boots for women with tackle block heel in knit
“A great way to lift any outfit this fall,” Muehlhausen and Gustafson say. The unique heel of these boots elevates the artful blend of leather and rib knit for an elegant evening look. We love this in bone or burgundy.
Stuart Weitzman 5050 Ultralift Over The Knee Boot ($ 750; nordstrom.com)
Stuart Weitzman 5050 Ultralift Over The Knee Boot
Give your riding boots a more modern look with a lug sole, says Stein. “In some situations a riding boot is needed, but these days the boot on the boot is the winner.” She recommends this boot from Stuart Weitzman to stay elegant and warm.
Vince Camuto boots for Felinda dress for women ($ 229; macys.com)
Vince Camuto boots for Felinda dress for women
For a slimmer and more elegant look, try these dramatic dress boots that are “elevated” by their “chain details”, Muehlhausen and Gustafson explain. Absolutely fantastic in blood red, the boots are also available in black and white.
Sam Edelman Penny 2 Wide Calf Leather Riding Boot (starting at $ 75.97; zappos.com)
Sam Edelman Penny 2 Wide Calf Leather Riding Boot
Wide calves? Not a problem with these stylish riding boots in black or brown. Not only are they at a great price, they have the western feel that all our stylists agree is right now, and the low heel is perfect for running around in an afternoon.
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