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Deal.ai › Stuart Weitzman
Stuart Weitzman
Stuart Weitzman Henley Leather Bootie

Stuart Weitzman Henley Leather Bootie

Best price now

$40.00at PoshmarkObserved at 4:16 PM

42% under what the other stores charge

Compared across 5 stores. Prices are checked against each store and labelled with when.

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Our take on the Stuart Weitzman Henley Leather Bootie

The Stuart Weitzman Henley is a lace-up ankle bootie in genuine leather with a rubber sole and a military-inspired look. It has a 6-inch shaft, cushioning underfoot, and comes in white or black. The best new price is $40.00 at Poshmark as of November 7, 2026, well below what a Stuart Weitzman leather bootie usually sells for, so check that the listing is the real thing and in your size.

Best forShoppers who want a designer leather bootie at a low priceFall and winter casual outfitsAnyone who prefers lace-up ankle boots over pull-onsBuyers who want a cushioned, walkable heel height
Pros
  • Genuine leather upper with a rubber sole
  • Lace-up closure lets you adjust the fit around the ankle
  • 6-inch shaft covers the ankle without bulk
  • Cushioning underfoot for all-day wear
  • Works across spring, fall and winter
Cons
  • White leather shows scuffs and dirt quickly
  • Lace-up military styling is not for everyone
  • Only two colorways offered
  • Deep discounts often mean limited sizes or final-sale stock

Stuart Weitzman Henley Leather Bootie prices at every store

  • ShopSimonNew

    In stock

    $68.98Observed at 4:16 PM
    Visit ShopSimon
  • WalmartNew

    In stockSold by La Via

    $167.99Observed at 4:16 PM
    Visit Walmart
  • PoshmarkNew

    Availability unknown

    $40.00Observed at 4:16 PM
    Visit Poshmark
  • ModeSensNew

    Availability unknown

    $69.00Observed at 4:16 PM
    Visit ModeSens
  • Zulily.comNew

    Availability unknown

    $69.99Observed at 4:16 PM
    Visit Zulily.com

Also available at

  • BlueflyCheck price at Bluefly
  • RueLaLaCheck price at RueLaLa

Stuart Weitzman Henley Leather Bootie price history

Lowest price we've seen: $40.00 on Nov 7 at Poshmark. Tracked across 7 stores since Nov 7.

What reviewers say

What people mention
  • Leather qualityPraisedOwners say the leather is soft and molds to the foot.
  • ComfortPraisedThe cushioned footbed is described as comfortable for extended wear.
  • Lace-up fitMixedSome like the adjustable fit; others find the laces slow to put on.
  • White colorCriticisedBuyers note the white leather scuffs and needs frequent cleaning.

Specifications

Width
Width Medium
Material
Genuine Leather, Rubber
Color
White, Black
Shaft Height
Ankle
Closure Style
Lace-up
Style
Casual
Military Style
Yes
Season

Questions and answers

Is $40 a good price for the Henley bootie?
Yes. $40.00 at Poshmark as of November 7, 2026 is far below typical Stuart Weitzman bootie pricing, so confirm authenticity and condition before buying.
Does the Henley run true to size?
It is listed in medium width. Lace-up boots are adjustable, but shoppers between sizes often size up to leave room for thicker socks.
What is the shaft height?
The shaft is 6 inches, an ankle height that sits just above the ankle bone.
What colors does it come in?
White and black.
Is it good for winter?
It suits fall and mild winter days. The leather upper is not insulated or waterproof, so it is not a snow boot.
What is in the box?
The boots come as a pair with their laces. Resale listings may not include the original box or dust bag.
Where is the Stuart Weitzman Henley Leather Bootie cheapest?
At Poshmark, for $40.00, 42% under what the other stores charge, as of our latest check.
Where can I buy the Stuart Weitzman Henley Leather Bootie?
7 stores we checked sell it, including Poshmark, ShopSimon, ModeSens, Zulily.com, Walmart.

Stores we've priced the Stuart Weitzman Henley Leather Bootie at

  • Bluefly deals and prices
  • ModeSens deals and prices
  • RueLaLa deals and prices
  • ShopSimon deals and prices
  • Walmart deals and prices
  • Zulily.com deals and prices

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All Stuart Weitzman deals and products →
Spring, Winter, Fall
Support Type
Cushioning
Shaft Length
6″ shaft