Whether you have a fall capsule wardrobe or are still shopping for key pieces, every Prime Woman should have at least one pair of well-made boots. We’ve rounded up our favorite styles of the season, from sleek chain details to Western-inspired jean silhouettes. Read on to find out the best fall boots to wear this season!
Fall boots that we will buy this season
Disclosure: This post contains affiliate links.
Classic knee-high boots (also known as riding boots)
Women’s fall boot trends in 2025 are a mix of timeless styles with fresh, modern updates, offering options for every wardrobe and occasion. One of the biggest trends this season is the classic knee-high boots, which continue to dominate the fashion scene. Sleek leather or suede versions in neutral hues like black, brown, and beige are versatile enough to wear with everything from skirts to tailored pants. This season, knee-high boots also include added details like square toes or slouchy silhouettes, giving them a contemporary touch.
Advantages: This classic boot features a block heel, soft, supple leather, and a sleek look. We love that it matches our favorite dress, a bohemian skirt or a great pair of jeans.
Advantages: Get ready with the Mable starter. This timeless version of the riding boot features sleek leather and a short heel.
Advantages: Check out these stylish motorcycle-inspired riding boots featuring buckled ankle straps, a distressed curved zipper, and an instep zipper for easy on and off.
Advantages: Secure fit shaft with corset-inspired adjustable back lacing allows you to customize the calf fit for total comfort. Plus, the full side zipper closure allows for easy on and off.
Advantages: Criss-cross straps and rich leather bring distinctive style to this equestrian-inspired boot, which is equipped with Naturalizer’s exclusive Contour+ technology, allowing for endless comfort.
Chelsea Boots
Chelsea boots remain a staple, with sleek designs and elastic side panels for ease of wear. This season, Chelsea boots get an update with lug soles and bold colors, offering a stylish yet practical option for fall.
Advantages: Stretch side panels and a rear pull tab bring classic elements to a versatile Chelsea boot based on a cushioned insole and stacked block heel.
Advantages: Get cozy in these Chelsea boots, made from soft leather with elastic side panels and a bow at the back.
Advantages: Keep it simple but elegant by rocking these super stylish leather boots. With a traditional lace-up closure and pull tabs for added comfort, you’ll love these boots.
Advantages: Stylish looks and lightweight comfort with every step make this Chelsea boot a versatile fit for every occasion.
The best rain boots
Rain boots are a practical and stylish option for fall, offering protection from wet, unpredictable weather. As the season brings rain and muddy conditions, rain boots keep feet dry and add a fashion element to any outfit. Popular styles include ankle-high and knee-high boots, often made of waterproof rubber or PVC. Many come in vibrant colors or patterns, making them a fun accessory that stands out against neutral fall wardrobes. Combined with comfortable socks, they can be functional and comfortable, ensuring you stay dry and stylish during rainy autumn days.
Advantages: These boots are made of rubber, which is waterproof and durable. The handmade vulcanized construction prevents weak spots in the seams and allows for a fun look and feel.
Advantages: These stylish London Fog rain boots will keep you dry no matter how much it rains! Plus, they come in a variety of fun, quirky colors and patterns for every personality.
Advantages: These adorable boots are ankle-length, slip-on, and insulated to keep your toes nice and dry on wet, wet days.
Advantages: Get through rainy days with ease in these classic rubber rain boots. This style features a buckle detail on the side, logo details on the front, and a treaded rubber sole for added security.
Kitten Heel Boots
Low-heeled boots are a stylish and comfortable option for women who want a touch of height without sacrificing ease. With a low heel, typically between 1.5 and 2 inches, these boots offer a stylish yet understated look. They are perfect for both casual and formal outfits and pair well with dresses, skirts or tailored pants. Low-heeled boots come in a variety of styles, from sleek leather to textured suede, often with pointed or almond toes for a refined silhouette. Their modest heel height makes them ideal for all-day wear, combining fashion with practicality for the fall and winter seasons.
Advantages: A pointed toe and tapered heel balance a versatile boot with a knee-high silhouette for timeless appeal.
Advantages: Distressed logo hardware makes a distinctive statement on a knee-high suede boot balanced with a slim square toe and stacked heel.
baggy boots
Slouchy boots make a stylish comeback for Fall 2024, offering a relaxed yet sophisticated look. Characterized by their soft, slightly loose fit around the ankle and calf, these boots add a sense of effortless elegance to any outfit. Available in a variety of materials like leather and suede, slouchy boots pair well with everything from skinny jeans to flowy dresses. Neutral shades of beige, brown and black are popular this season, although bolder shades can add a statement touch. Their relaxed style, combined with comfort, makes them a versatile option for the colder months.
Advantages: The Sheriff boot features a Western-inspired look with a stacked heel and easy-on style. In addition, they combine very well with dresses, skirts or shorts.
Advantages: Retro-inspired and highly versatile, these tall, relaxed leather boots are everything you need for transitional season style.
Advantages: These platform wedge boots work great for dressy or casual occasions, and the side zipper allows for easy on and off.
Advantages: These chunky boots are made of faux suede with a knit lining, allowing for soft, breathable wear any time of year.
Advantages: This slouchy boot is made from supple leather, making it the perfect complement to any cold-weather look.
Western-inspired boots
Western-inspired boots, with pointed toes, decorative stitching and mid-calf height, are also making a comeback. These boots offer a vintage feel, but can be paired with modern styles, like oversized blazers or bohemian dresses.
Advantages: These western-inspired leather boots are your go-to new boot all season long. They feature a short silhouette, a square pointed toe and a contrast sole for added dimension.
Advantages: Smooth leather makes a party-ready western boot with electrifying contrast stitching for an iconic silhouette.
Advantages: These cowboy boots shine like stars, sway with your steps and make you radiate charm on any occasion.
Advantages: Soft synthetic lining wicks away moisture for a comfortable next-to-skin feel. Cushioning provides maximum comfort and a side zipper allows you to easily take them on and off.
Whether you prefer classic or statement styles, fall 2025 offers a wide range of boot trends to explore.
But before you dive down the rabbit hole of fall fashion online shopping, check out our top picks for the best top-notch women’s jeans.
Read next:
Prime Pick: We love these $25 linen pants
Chic Sweater Dresses We Love for Fall and Winter
Your fall begins
