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Deal.ai › Blundstone › Chelsea Boots
Blundstone
Blundstone Classics 585

Blundstone Classics 585

4.9(6 ratings)

Best price now

$161.00at Shop SimonVerified

27% under what the other stores charge

Compared across 6 stores. Prices are checked against each store and labelled with when. Store links may earn us a commission. Price via Klarna.

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Our take on the Blundstone Classics 585

The Blundstone 585 is the brand's classic unisex Chelsea boot in rustic brown leather, with the signature pull tabs and elastic side gussets. It has a 1.25-inch block heel, a 6-inch shaft and a cushioned removable insole over a shock-absorbing PU midsole. The 585 is water-resistant rather than fully waterproof, so it handles wet pavement but not deep puddles. At $161 at Shop Simon as of November 7, 2026, it sits near the low end of its recent range, a modest saving over the usual $180 to $200.

Best forEveryday wear in fall and winter weatherBuyers who want a pull-on boot with no lacesUnisex sizing for men and womenLong days on your feet on pavement
Pros
  • Thick leather upper breaks in and molds to the foot
  • Removable cushioned insole with a PU midsole absorbs shock
  • Slip-on design with elastic gussets and pull tabs
  • Water-resistant leather handles light rain and slush
  • Resoleable construction and durable TPU outsole
Cons
  • Stiff out of the box; needs a break-in period
  • Not fully waterproof, so deep puddles soak through
  • Runs about a half size large for many buyers
  • At 30 oz per boot, heavier than a sneaker
  • Half sizes share the same length, only the width changes

Blundstone Classics 585 prices at every store

  • Shop SimonNew

    In stock

    $161.00+ $4.95 shippingVerified
    Visit Shop Simon
  • NordstromNew

    In stock

    $219.95Free shippingVerified
    Visit Nordstrom
  • L.L.BeanNew

    In stock

    $219.95Free shippingVerified
    Visit L.L.Bean
  • ZapposNew

    In stock

    $219.95Free shippingVerified
    Visit Zappos
  • Dick's Sporting GoodsNew

    In stock

    $214.95+ $9.99 shippingVerified
    Visit Dick's Sporting Goods
  • The Latest DropNew

    Out of stock

    $209.95Free shippingVerified
    Visit The Latest Drop

Also available at

  • BackcountryCheck price at Backcountry

Store links may earn us a commission. Some prices via Klarna.

Blundstone Classics 585 price history

Lowest price we've seen: $161.00 on Nov 7 at Shop Simon. Tracked across 7 stores since Nov 7.

What reviewers say

Owners rate the 585 highly for comfort, durability and easy on-off wear, and many wear them daily for years. The main complaints are a stiff break-in, sizing that runs large, and leather that scuffs and marks easily.

What people mention
  • ComfortPraisedOwners say the cushioned insole and PU midsole stay comfortable through long days on their feet.
  • Break-inMixedMany find the leather stiff and tight across the top of the foot for the first week or two before it softens.
  • SizingCriticisedBuyers report the boot runs about a half size large, and half sizes only change width, not length.
  • DurabilityPraisedOwners describe pairs lasting several years of daily wear and being resoled rather than replaced.
  • Water resistanceMixedThe leather sheds light rain well, but owners say water gets in through the elastic gussets in deep puddles.
  • Leather careCriticisedThe rustic brown leather scuffs and marks easily and needs regular conditioning to keep its look.

About the Blundstone Classics 585

Blundstone brings you these practical unisex chelsea boots. The outsole on this boot is made from tpu.

Specifications

Gore-Tex
NoSource
Manufacturer Color
Rustic BrownSource
Color
Bronze, BrownSource
Outsole
Rubber, TPU, Synthetic, PolyurethaneSource
Gender

Questions and answers

Is the Blundstone 585 waterproof?
No. The leather is water-resistant and handles light rain, but the boot is not sealed, so water can get in through the elastic side panels in heavy rain or deep puddles.
How does the Blundstone 585 fit?
Most buyers say it runs about a half size large and recommend sizing down. Half sizes only change the width, not the length, so a 9.5 and a 9 are the same length.
What is the difference between the 585 and the 550?
Both are classic Chelsea boots with the same last and sole. The 585 comes in rustic brown leather, while the 550 is the original brown leather; the fit and construction are otherwise the same.
Can the Blundstone 585 be resoled?
Yes. The outsole is stitched and can be replaced by a cobbler, which is one reason owners keep pairs for years.
What is the heel and shaft height?
The heel is 1.25 inches with a 0.75-inch platform, and the shaft measures 6 inches from the sole.
When is the Blundstone 585 cheapest?
Prices dip during fall sales events and end-of-season clearances. At $161 at Shop Simon as of November 7, 2026, it is already near the low end of its recent range.
Where is the Blundstone Classics 585 cheapest?
At Shop Simon, for $161.00, 27% under what the other stores charge, as of our latest check.
What do buyers say about the Blundstone Classics 585?
Rated 4.9 out of 5 from 6 ratings.
Where can I buy the Blundstone Classics 585?
7 stores we checked sell it, including Shop Simon, The Latest Drop, Dick's Sporting Goods, Nordstrom, L.L.Bean.

Stores we've priced the Blundstone Classics 585 at

  • dickssportinggoods.com deals and prices
  • L.L.Bean deals and prices
  • nordstrom.com deals and prices
  • The Latest Drop deals and prices
  • Zappos.com deals and prices

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All Blundstone deals and products →
Female, UnisexSource
Heel Height (")
1.25Source
Shaft Height (")
6.0Source
Insole
Leather, Foam, Polyurethane, Cork, Ortholite, EVA, TextileSource
Weight (oz)
30.0Source
Fastening
Slip-OnSource
Platform Height (")
0.75Source
Heel Type
Low Heel, Block HeelSource
Age Group
AdultSource
Lining
Leather, Textile, Polyurethane, Sheepskin, Wool, CottonSource
Upper Material
Nubuck, Leather, SuedeSource
Width
NormalSource
Midsole
Cloudfoam, Foam, Polyurethane, EVASource
Width (A–EEEE)
DSource