This fall, hems are up, down and everywhere in between, making it the perfect time to show off autumn’s most-wanted boots. Here, we’ve rounded up the trendiest styles and paired them with the season’s hottest looks to create the go-to outfits you’ll wear again and again.
(MORE: 15 ways stripes can pull your look together)These products were curated by the Hinted editorial team. Hinted is the social shopping platform that lets you create lists of what you want to buy, and discover what’s new and trending. Use Hinted to keep track of anything you want to buy from anywhere online, including fashion, trips, and experiences. "Good Morning America" has affiliate partnerships, so we will get a small share of revenue from your purchases through these links. All product prices are determined by the retailer and subject to change. By visiting these websites, you will leave GoodMorningAmerica.com and any information you share with the retailer will be governed by its website's terms and conditions and privacy policies.
The bohemian’s best bet.
Style Hint: Pair a short, breezy dress with a tall slouchy boot. The combination feels carefree with a touch of edginess. We love these slouchy boots because you can wear them relaxed, or pull them up over your knee to lengthen your legs even more.
Free People, Day-by-Day Slouch Boot
Price: $248
freepeople.com
Free People, Sydney Dress
Price: $148
freepeople.com
Discover the season’s most high-contrast combination.
Style Hint: Fashion’s obsession with the humble hiking boot paired with maxi dresses, proof that beauty and comfort rule this fall. Slip into a long, flowing dress and this go-anywhere boot for an outfit that looks as good as it feels.
Sorel, Ainsley Conquest Shoe
Price: $170
revolve.com
Free People, Rare Feelings Maxi Dress
Price: $148
freepeople.com
The long and short of it.
Style Hint: While a low bootie is the obvious choice with a mini, a tall, a lean boot creates a sophisticated silhouette that lengthens your legs. Here’s proof that showing less can do more.
Sam Edelman, Hai Knee High Boot
Price: $199.95
samedelman.com
Free People, Modern Femme Vegan Suede Mini Skirt
Price: $60
freepeople.com
Strut your stuff.
Style Hint: Diffuse a slit skirt by skipping high heels in favor of a pair of tall ankle boots. When you do, you transform a date night dress into a daytime look that is polished and work-friendly.
Steve Madden, Rein Bootie
Price: $150
revolve.com
The Reformation, Alma Dress
Price: $218
thereformation.com
Rethink the power suit.
Style Hint: Up the ante on your work uniform by adding a pair of eye-catching bold booties. We love pairing these stacked turquoise zip-ons with a soft grey skirt to turn a quiet outfit into a fearless style statement.
Mango, Leather Ankle Boots
Price: $149
mango.com
Mango, Flight Button Skirt
Price: $49.99
mango.com
The new uniform.
Style Hint: Everywhere we look we see delicate dresses paired with chunky combat boots. The stark contrast is part of the new femininity that defines what’s trending: Sophisticated, feminine dressing that shows she is as tough as she is sweet.
Dr. Martens, Jadon Platform 8-Eyed Boot
Price: $170
urbanoutfitters.com
Free People, Loveless Printed Midi Dress
Price: $168
freepeople.com
Cowgirl cool.
Style Hint: The way to make the western trend look natural (not like a Halloween costume) is to keep the boots sleek and chic, like these in matte black. Pair them with another fall trend: the plaid midi-skirt worn with a chunky knit.
Topshop, Arizona 2 Western Bootie
Price: $125
nordstrom.com
Mango, Wool Boots Skirt
Price: $99
mango.com
