Best Boots for Fall 2025: Our Top Picks

Best Boots for Fall 2025: Our Top Picks

July 18, 2025

Overview

Get ready to step into fall 2025 with our curated selection of the best boots! This guide highlights the top footwear trends, from classic styles to the latest innovations, ensuring you find the perfect pair to complement your wardrobe. Whether you're searching for everyday comfort or a statement piece, we've got you covered with a range of boots designed to keep you stylish and comfortable all season long. Explore our top picks and discover the ideal boots to elevate your fall style.

Sophia Filly

In this guide

Classic Fall Boot Styles for 2025Trending Boots: The Hottest LooksBest Boots for Everyday ComfortStatement Boots: Make a Bold ImpressionBest Boots for the OutdoorsBest Ankle Boots for Fall

Our picks

The Most Trending Boots to Elevate Your Look: Lucca Biker Boot, $380.00

The Best Boots for All-Day Comfort and Wear: Fields Chelsea Waterproof Boot, $119.99

The Most Statement Boots to Turn Heads: Rocky Brown Distressed, $159.94

The Most Versatile Ankle Boots for Any Outfit: Kiki Kitten Heel Boots, $248.00

The Best Suede Boots for Softness and Style: Elle Short Black, $89.99

Classic Fall Boot Styles for 2025

Timeless boot designs that never go out of style and provide enduring elegance for fall.

5.5

Listful
Score

Clarks Stayso Rise

$194.95

Clarks Stayso Rise Chelsea Boot offers a premium, responsibly-sourced leather finish that aligns with style and sustainability, though slight in size leading to a 5.5/10 rating during our testing. While its lightweight EVA outsole ensures comfortable wear, our reviews reveal possible fit concerns. These boots are ideal for those committed to eco-conscious fashion with stylish flair—consider trying a size up for added comfort.

Chiappettash... logo

$194.95

at Chiappettash...

The Good

Crafted from premium responsibly sourced leather, offering a stylish and sustainable choice.

Features a lightweight, shock-absorbing EVA outsole for enhanced comfort during extended wear.

The Bad

Some customers report the boots run small and narrow, suggesting sizing up may be necessary.

The boots may feel hard and lack flexibility, leading to discomfort for some wearers.

Material: Leather / Water Resistance: false / Style Type: Chelsea Boot / Comfort Level: Medium


5.5

Listful
Score

Kate Harness

$358.00

With the Kate Harness boots, you can blend timeless elegance with practical style. We found the 2-inch block heel offers comfortable lift although some concerns about thin leather and a snug fit resulted in a 5.5/10 score. These knee-high boots, complete with Frye's harness detailing, ensure you look polished whether you're in dresses or jeans, although consider sizing up for optimal comfort.

The Good

The boots feature a versatile 2-inch block heel that provides a flattering lift and is easy to walk in.

The Bad

Some customers report that the leather in the boot shaft feels thin and flimsy, raising concerns about durability.

Several reviewers mention sizing issues, noting that the boots run small and may require ordering a half size up.

Material: Leather / Water Resistance: false / Style Type: Knee-High Boot / Comfort Level: Medium

Best Boots for Everyday Comfort

Find the perfect pair for daily wear, prioritizing comfort, support, and all-day style.

7

Listful
Score

Elle Short Black

$89.99

The Elle Short Black boots are a cozy choice for cooler fall days with their fuzzy lining offering warmth and comfort. During our review, they ranked 7/10 mainly due to some narrow fit complaints, which may make them uncomfortable for wider feet. If you value easy slip-on convenience and water resistance at an affordable price, these are worth considering for your fall wardrobe.

The Good

The boots are praised for their comfort and warmth, making them suitable for cold weather.

The slip-on design allows for easy wear, appreciated by users for convenience.

The Bad

Some users report that the boots run narrow, which may be uncomfortable for those with wider feet.

A few customers have experienced issues with the back seam causing discomfort or blisters.

Material: Suede / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High


8.5

Listful
Score

Fields Chelsea Waterproof Boot

$119.99

Scoring a high 8.5/10, the Fields Chelsea Waterproof Boot is your reliable counterpart for wet fall days. With notable arch support and a stylish design, these boots keep your feet dry while complementing various looks. However, our feedback pointed to a narrow fit and extended break-in period, so wider-footed folks should tread with caution. Your go-to for enduring comfort under any fall conditions.

The Good

The boots offer excellent arch support, enhancing comfort during extended wear.

The waterproof construction effectively keeps feet dry in wet conditions.

The boots feature a stylish design suitable for various occasions.

The Bad

Some users report that the boots run narrow, causing discomfort for those with wider feet.

A break-in period is required before the boots become fully comfortable.

The pull-on loop at the back is too small to be functional for some users.

Material: Leather / Water Resistance: true / Style Type: Chelsea Boot / Comfort Level: Medium


7

Listful
Score

UGG Classic Ultra Mini Booties

$160.00

Stay cozy and stylish with the UGG Classic Ultra Mini Booties, which scored 7/10 for their warmth thanks to shearling material and versatile design. Though they excel in snugness, some users found the ankle opening tight and noted a lack of arch support. While these aren't waterproof, they make an excellent choice for dry fall days with a wide array of color options.

The Good

The boots are warm and cozy due to their shearling material.

The lower cut design makes them versatile for dressing up or down.

They are available in a wide variety of colors.

The Bad

Some users report that the ankle opening is tight, making them hard to put on.

The boots could use more arch support.

They are not waterproof.

Material: Suede / Water Resistance: false / Style Type: Ankle Boot / Comfort Level: High


9

Listful
Score

Bradley Up

$49.99

Discover elegant simplicity with the Bradley Up, the top scorer at 9/10 for its balance of style and comfort. Perfect for long days of walking, these boots feature a cushioned footbed and are lightweight, making them an excellent choice for both casual and semi-formal wear. Be mindful of their slight size, as they can run large, but overall, they're an impressive budget-friendly option.

The Good

The shoe offers a stylish design suitable for both casual and semi-formal occasions.

The shoe provides exceptional comfort with cushioned footbed, making it suitable for long days of walking.

The shoe is lightweight and easy to wear, enhancing overall comfort.

The Bad

Some users report that the leather is sensitive and prone to showing lines on the folds.

Some users find the leather scratches easily, requiring regular maintenance to maintain appearance.

Some users report that the shoe runs slightly large, leading to a less secure fit.

Material: Leather / Water Resistance: false / Style Type: Ankle Boot / Comfort Level: High


7

Listful
Score

Style 2151

$209.95

Elevate your fall style with the Style 2151, a durable leather boot featuring classic Chelsea design and a solid 7/10 rating. While its cushioned midsole and excellent traction are top-notch for all-day wear, the narrow ankle opening can present a challenge. We found its stylish design and reliable build ideal for those seeking both fashion and function, though full waterproofing is lacking, so consider its water-resistant feature when facing heavier rainfalls.

The Good

The boots are made from premium leather, offering durability and a stylish appearance.

The cushioned midsole and removable footbed provide enhanced comfort for prolonged wear.

The boots feature a durable TPU outsole, offering excellent grip and traction on various terrains.

The high-top design provides added ankle support and protection against the elements.

The Bad

Some users find the ankle opening too narrow, making the boots difficult to put on and take off.

The boots are water-resistant, but not fully waterproof, which may be a concern in heavy rain conditions.

Material: Leather / Water Resistance: true / Style Type: Chelsea Boot / Comfort Level: High

Statement Boots: Make a Bold Impression

Showcase unique designs and elevate your fall wardrobe with these standout styles.

7.5

Listful
Score

Rocky Brown Distressed

$159.94

With a vintage distressed vibe and sturdy block heel, the Rocky Brown Distressed boots deliver on both style and comfort, earning them a 7.5/10 in our review. Although they may appear slightly different than expected due to finish inconsistencies, they offer fantastic traction and height. These knee-high boots suit those with narrower feet best and offer an attention-commanding look for fall.

The Good

The distressed leather gives them a vintage vibe, while the block heel adds just the right amount of height.

The synthetic rubber sole provides great traction and makes them super comfortable to walk in.

The 2 inch heel is the perfect height for both style and comfort, and the synthetic midsole and outsole make them durable enough to withstand my busy schedule.

The Bad

The boots may run slightly narrow, which could be uncomfortable for individuals with wider feet.

The distressed finish may vary slightly from the pictures, leading to potential inconsistencies in appearance.

The slip-on style with multiple buckle straps might make it time-consuming to put on and take off the boots.

Material: Leather / Water Resistance: false / Style Type: Knee-High Boot / Comfort Level: High


8

Listful
Score

Denver Studded Leather Western Boots

$152.00

Embrace the fall with a touch of Western flair using the Denver Studded Leather Boots, which scored 8/10 in our reviews. Their premium cow leather and studded detailing add a rock-and-roll edge to any ensemble. Despite their stylish appeal, be aware that intentional creases deepen with use, potentially altering their appearance over time. For an effortless slip-on fit, their elastic gussets offer great practicality.

The Good

Crafted from premium cow leather with intricate western overlays and pin stud detailing.

Features a comfortable fixed cushioned insole for enhanced comfort.

Elastic gusset allows for easy slip-on access.

The Bad

Design includes intentional creases that will naturally deepen with use, altering the appearance over time.

Special finishing on the soles may deteriorate over time, requiring careful handling.

If between sizes, sizing up is recommended, which may not suit all customers.

Material: Leather / Water Resistance: false / Style Type: Western Boot / Comfort Level: Medium

Best Boots for the Outdoors

Durable and weather-resistant boots built for outdoor adventures and fall activities.

9.5

Listful
Score

Hoka Anacapa 2 Mid GTX

$195.00

The Hoka Anacapa 2 Mid GTX boasts an impressive 9.5/10 score, built for those who love challenging trails with robust traction and waterproofing. While the lacing system can be a bit tricky, we found its Vibram Megagrip soles provide unbeatable stability on diverse terrains. Perfect for any outdoor enthusiast, these boots balance performance with comfort thanks to a lightweight construction.

The Good

Excellent traction on various terrains due to Vibram Megagrip soles.

The Bad

Lacing system is not user-friendly, making it difficult to achieve a secure fit.

Swallowtail heel design may require an adjustment period for some users.

Material: Leather / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High


7.5

Listful
Score

Moab 3 Mid Waterproof Wide Width

$170.00

Ready to tackle both trails and city streets, the Moab 3 Mid Waterproof Wide Width provides exceptional comfort straight from the box, offering ample room for wider feet. Our review praised the Vibram TC5+ outsole's fantastic traction on wet surfaces, though some wearers noted the weight as a drawback. While the initial waterproofing is impressive, be aware it may degrade over time, possibly leading to damp feet during prolonged exposure.

The Good

The boots are comfortable right out of the box, requiring minimal break-in time.

The wide width option provides ample room for those with wider feet.

The Vibram TC5+ outsole offers excellent traction on wet and icy surfaces.

The Bad

Some users report that the waterproofing may degrade over time, leading to wet feet in damp conditions.

The boots are relatively heavy compared to other models, which may be a drawback for some hikers.

The waterproof membrane can trap heat, potentially leading to sweaty feet in warmer conditions.

Material: Leather / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High


8.5

Listful
Score

Escape Thrive Mid Shoe

$160.00

Step up your hiking game with the Escape Thrive Mid Shoe, a top-tier choice with a remarkable rating of 8.5/10 in our testing. This lightweight boot offers excellent waterproofing and a grippy outsole, perfect for various terrains. While the snug fit may require sizing adjustments, its weather-resistant design ensures you'll stay dry and agile on your outdoor adventures this fall.

The Good

Reliable waterproofing keeps feet dry in wet conditions.

Lightweight design reduces fatigue during hikes.

Grippy outsole provides excellent traction on various terrains.

The Bad

Some users find the fit tight and uncomfortable.

Limited color options may not appeal to all buyers.

Mid-height design may not offer sufficient ankle support for some users.

Material: Synthetic / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High


8

Listful
Score

Pedroc Pro Mid Boot Women

$159.96

Tackle any trail with the Pedroc Pro Mid Boot Women, a standout in our reviews with a score of 8/10. Combining lightweight design and exceptional waterproofing, these boots ensure dry comfort on long hikes. Although the synthetic material provides durability, some users find the boots a bit stiff, slightly affecting comfort. Yet, their superior traction and ankle protection make them perfect for adventurous hikes in wet conditions, whether you're a beginner or seasoned hiker.

The Good

Lightweight design enhances comfort during long hikes.

Waterproof membrane effectively keeps feet dry in wet conditions.

The Bad

Some users find the boots too stiff, affecting comfort.

Material: Synthetic / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High

Best Ankle Boots for Fall

A focused selection of stylish and versatile ankle boots, perfect for any outfit.

6

Listful
Score

Sam Edelman Daria Ankle Boot

$83.55

The Sam Edelman Daria Ankle Boot offers a sleek almond-toe design and convenient side zipper, making it a stylish budget-friendly choice. Despite ranking 6/10 in our tests due to its tight toe box and stiffness, this pair remains a fashion steal for those with narrower feet. Perfect for fall outings where you balance style with practicality, just be mindful if seeking all-day comfort.

The Good

The boots feature a polished almond toe and block heel, offering a stylish design.

The side zipper allows for easy entry and removal.

The Bad

Some users report the toe box is tight and uncomfortable.

The leather material may feel stiff and thin, leading to concerns about creasing.

The boots may run narrow, making them less suitable for wider feet.

Material: Leather / Water Resistance: false / Style Type: Ankle Boot / Comfort Level: Medium


6.5

Listful
Score

Laguna Boot by Sam Edelman

$94.99

The Laguna Boot by Sam Edelman boasts impressive versatility suitable for various occasions, though their slightly narrow fit brought a score of 6.5/10 in our review. Style lovers will appreciate their water-resistant Chelsea design, but smaller pull tabs make dressing cumbersome. Perfect for fall's unpredictable weather, these boots marry style with practical wear, ensuring a fashionable foot forward.

The Good

The boots are stylish and versatile, suitable for both casual and semi-formal occasions.

The Bad

The boots run narrow, which may cause discomfort for individuals with wider feet.

The pull tabs are small, making it difficult to put the boots on and take them off.

Material: Leather / Water Resistance: true / Style Type: Chelsea Boot / Comfort Level: Medium


6

Listful
Score

ONA AVE Chelsea Boot

$96.00

ONA AVE Chelsea Boot combines waterproof durability with style, suitable for varying fall outfits. Their versatility earned them a 6/10 in our review, though initial stiffness and sizing inconsistencies were noted. If you're navigating wet conditions or need adaptable footwear, these boots offer great traction and a classic design. We find them ideal for those willing to invest in a brief break-in period.

The Good

The boots are stylish and versatile, suitable for various outfits.

The boots are waterproof, providing protection in wet conditions.

The boots offer good traction, suitable for slippery surfaces.

The Bad

Some users find the boots run narrow, making them uncomfortable for wider feet.

Sizing inconsistencies reported, with some customers finding them too large or too small.

Some users find the boots stiff initially, requiring a break-in period.

Material: Leather / Water Resistance: true / Style Type: Chelsea Boot / Comfort Level: Medium


6

Listful
Score

Aimee Bootie

$199.95

The Aimee Bootie, scoring 6/10, is the perfect fall companion for those caught in unpredictable weather. We value its functional buckle style and wraparound straps, though narrow fittings and less forgiving heel height were cited by some. With water-resistant leather, this bootie promises both style and practicality, provided the fit works for you.

The Good

The boots are water-resistant, making them suitable for heavy rain conditions.

The boots feature a functional buckle and wraparound straps for added style.

The Bad

Some users find the boots to be narrow, even in wide sizes.

The heel height may cause discomfort when worn all day.

Material: Leather / Water Resistance: true / Style Type: Ankle Boot / Comfort Level: High

Share

More Guides

Latest Articles