TOMS

TOMS Womens Bailey Ankle Boots

$51.19$95.00
size5

60+ bought in the past month

$51.19
Was $95.00Save $43.81

In Stock

Easy Returns · Return eligibility shown before checkout


How you'll get this item

DeliveryShipping details confirmed at checkout

Fulfillment

Ships fromVentari
Sold by
Sold by Amazon Resale and Fulfilled by Amazon .
Returns
Easy ReturnsReturn eligibility shown before checkout
PaymentsPayment details confirmed at checkout

Currently unavailable
Easy Returns · 30-day window
Technical specifications
departmentwomens
date_first_availableJanuary 21, 2022
manufacturerTOMS
best_sellers_rank#12,931 in Clothing, Shoes & Jewelry ( See Top 100 in Clothing, Shoes & Jewelry ) #93 in Women's Ankle Boots & Booties

From the brand

Product detail
Product detailProduct detailProduct detailProduct detailProduct detailProduct detailProduct detailProduct detailProduct detailProduct detailProduct detail

Product videos

Product video 1

Customer reviews

4.31,199 ratings
  1. 563%
  2. 413%
  3. 313%
  4. 20%
  5. 113%

Customers say

Customers find these boots comfortable, cute, and durable enough to wear for 10 hours straight, particularly noting their performance in wet and cold weather conditions.

★★★★★

Super cute. Perfect fit for narrow to medium width

Michelle DilksDecember 22, 2025

Love these. Super cute and comfortable. Get lots of complements. May for small on someone with wider feet. They fit perfectly on me but I have narrow feet Read more

★★★★★

Super cute boots and very easy to walk in and don't make a lot of noise when walking!

EEBDecember 7, 2025

Tom's boots are my all-time favorite! They're made so well and are so comfortable! I've always found them to be true to size. Sometimes they're just a bit tight depending on the thickness of the sock that you wear. Even so, they are the best boots ever and these in particular are one of my favorites. I highly recommend! Read more

★★★★★

Love these shoes

AundreaDecember 22, 2025

Very comfortable and fit well. They can make any outfit stylish or more dressed up. I have stood and walked far in these. Depending on the fabric they can scuff a little easily. I bought my mom a pair after only having these a week myself. Read more

★★★★☆

Softness, nice looking

RobyjDecember 11, 2025

These are very nice-looking ankle boots. The material on the outside looks stylish and feels good quality, and the zipper works perfectly with no snagging. I purchased them as a gift, and they look even better in person than in the photos. Pros: • Great-looking design • Quality material on the outside • Smooth, easy-to-use zipper • Makes a great gift Cons: • None so far Final Thoughts: Beautiful boots that feel well made — Read more

★★★☆☆

Had to size up, and I'm still not sure!

OhmyOctober 13, 2025

I generally love TOMS shoes because they're comfortable, so I was excited to try these. I'm a true 7.5 with between normal and wide feet. I struggled to get my feet out of the 7.5 after putting them on with socks. Oh, wow, the struggle was real. Fortunately, I also bought a size 8 to try. I was able to wear thick socks with these. I still have to figure out if they're comfortable, though. These booties are very light, but the heel is slightly narrow. I'm not great at walking in heels, so these might cause stability issues for me. I also notice that the shoes themselves might fit slightly narrow for my feet, so they're not outright comfortable. Nonetheless, they are well-made, and I will decide soon whether I'd keep them. I'd definitely recommend them to people with narrower feet, though! Read more

★★★★★

Comfortable and cute...

Terrie Lou WilliamsNovember 7, 2025

The TOMS Bailey Ankle Boots won me over fast. They slip on easily, feel great all day, and are light enough that my feet don’t feel tired. The style is simple but polished, and they pair with just about anything. Comfortable, flattering, and well made. I would highly recommend these boots. Read more

★★★★★

Great day/night shoes

Chelsey P PattonDecember 14, 2025

Excellent. Look really nice for day and night and very comfy. Wore them till 3am for a work Christmas party and they were great Read more

★☆☆☆☆

So cheaply made would not have lasted her all even if I could get my foot in them

disappointed in color and the feel of the fabric. It wasn’t like a lightweight TerriNovember 25, 2025

Looked good in the picture. But I could tell the minute I had my hands on them they would never get nothing in here even if it has a zipper they’re way too small for the size they say. Read more

Recently Viewed

We use optional analytics cookies to understand how visitors use Ventari and improve the experience. This banner controls analytics measurement only. See our Cookie Policy.