Roundhill Grand waterproof Chelsea boots Men product image (primary)
Right-facing Chelsea boot shown in full side profile; single-piece suede upper with elastic side panel, pull tab at rear, welt with visible topstitching, stacked-looking heel and lugged rubber outsole.

Cole Haan

Roundhill Grand Waterproof Chelsea Boots Men

CA$340.00CAD
In Stock

The Cole Haan Roundhill Grand Waterproof Chelsea Boots for men are ankle-height pull-on boots with a waterproof suede upper, side elastic gussets, and a rear pull loop. They are intended for everyday wear in wet conditions and feature a removable foam footbed with Flexcraft comfort technology and a leather top layer, an EVA FlowerFoam midsole made with at least 25% dandelion rubber, and an embossed non-skid rubber outsole. Model C44514; shown in rust brown suede with dark brown elastic panels, tan pull tabs, contrast welt stitching, and a lugged rubber sole.

Material
Waterproof suede upper; leather upper layer on footbed; EVA FlowerFoam midsole; rubber outsole
Gender
male
Style
classic, casual, smart-casual
Category
Apparel & Accessories > Shoes

Color

Specifications

Men's waterproof Chelsea boots crafted with suede uppers and comfort-focused FlowerFoam technology.

Waterproof suede upper, side elastic gussets, back pull loop, removable foam footbed with leather upper layer and Flexcraft™ comfort technology, EVA FlowerFoam™ midsole with at least 25% dandelion rubber, embossed non-skid rubber outsole.

Material
Waterproof suede upper; leather upper layer on footbed; EVA FlowerFoam midsole; rubber outsole
Secondary
leather, eva, rubber
Style
classic, casual, smart-casual
Occasion
everyday, casual, travel, weekend
Gender
male
Age Group
adult
Condition
new
Category
Apparel & Accessories > Shoes

Additional Attributes

  • Waterproof suede upper
  • Chelsea boot silhouette
  • Side elastic gussets
  • Back pull loop for easy on
  • Removable foam footbed
  • Leather upper layer on footbed
  • Flexcraft™ comfort technology
  • EVA FlowerFoam™ midsole
  • Midsole made with a minimum of 25% dandelion rubber
  • Embossed non-skid rubber outsole
  • Slip-on design
  • Model number C44514

Product Insights

Roundhill Grand Waterproof Chelsea Boots Men Cole Haan 340 CAD Expect a snug initial fit with mild elastic tension, not a loose slip-on Waterproof suede upper, but the suede still needs maintenance Non-skid rubber outsole for wet pavement, not a dedicated ice or packed-snow boot

Verified claims

design
Men's brown suede Chelsea with elastic sides, rear pull tab and welt stitching
color
Only Brown is offered
sizing
Sizes 8–12 with half sizes at 9.5, 10.5 and 11.5; size up if between
fit
Expect a snug initial fit with mild elastic tension, not a loose slip-on
break-in
Elastic should spring back and hold the ankle; suede and padding soften with wear
warmth
Leather/textile lining without insulation: a fall/spring and mild-winter boot
waterproofing
Waterproof suede upper, but the suede still needs maintenance
care
Use a suede-specific protective spray, not wax or oil
care
Clean and dry fully before treating; blot wet suede and stuff with newspaper
maintenance
Use the bead test and re-treat when water stops rolling off
traction
Non-skid rubber outsole for wet pavement, not a dedicated ice or packed-snow boot
comfort
Removable foam footbed with Flexcraft comfort technology and a leather upper layer
cushioning
EVA FlowerFoam midsole contains at least 25% dandelion rubber
use
Best for office, commute and wet city days rather than deep snow or trails
value
Premium 340 CAD price buys waterproof suede and comfort tech, not a winter-boot replacement
comparison
Lace-up boots offer more adjustability than this elastic-sided Chelsea
weather
The elastic gore seam is the most likely water-entry point on a Chelsea
care
Road salt is especially damaging to suede; brush and re-treat after exposure
color
Rust brown suede with dark brown elastic, tan pull tab and off-white welt stitching
construction
Visible welt stitching and neat elastic stitching are quality cues

Product record

Title
Roundhill Grand Waterproof Chelsea Boots Men
Brand
Cole Haan
Price
340 CAD
Availability
In stock

Buying Guide

0 comparisons · 2 sources

Uses

Quick slip-on with back pull tabs

Each boot has a tan fabric pull loop at the rear top, extending above the collar, which the merchant describes as making the boots easy to pull on. That makes these Chelsea boots a fit for days when you want to step out quickly without fussing with laces.[1,2]

Image Analysis

3 images
Roundhill Grand waterproof Chelsea boots Men product image (primary)
01

Product

Right-facing Chelsea boot shown in full side profile; single-piece suede upper with elastic side panel, pull tab at rear, welt with visible topstitching, stacked-looking heel and lugged rubber outsole.

  • View and orientationFull right-side profile of a single ankle-height Chelsea boot facing right.
    1 regionx 0.04 · y 0.30 · w 0.92 · h 0.61 (high)
  • Upper materialSmooth suede upper with uniform nap visible across vamp and quarter.
    1 regionx 0.12 · y 0.38 · w 0.62 · h 0.40 (high)
  • Elastic side panelLarge ribbed elastic gore on the boot's medial side in a darker brown color, set into a rectangular cutout with visible stitching.
    1 regionx 0.21 · y 0.36 · w 0.18 · h 0.30 (high)
  • Pull tabFabric pull tab at the rear collar in a lighter tan color with a visible vertical stripe.
    1 regionx 0.07 · y 0.29 · w 0.05 · h 0.11 (high)
  • Toe finishToe area shows slightly darker, subtly textured finish compared with the vamp, still suede.
    1 regionx 0.66 · y 0.55 · w 0.23 · h 0.22 (high)
  • Welt and topstitchingContrasting light-colored stitch running along the welt above the sole, visible around the perimeter.
    1 regionx 0.14 · y 0.78 · w 0.74 · h 0.07 (high)
  • Sole constructionDark stacked-looking midsole with a lugged rubber outsole and a low block heel; outsole has shallow rectangular treads.
    1 regionx 0.08 · y 0.80 · w 0.84 · h 0.17 (high)
  • Seam detailsSingle vertical seam at rear heel and small horizontal stitch at the quarter joining vamp to heel counter.
    1 regionx 0.06 · y 0.47 · w 0.12 · h 0.36 (high)

Other

Studio product shot on a light neutral background with soft shadow beneath the sole; even diffuse lighting with minimal reflections.

  • Background and stagingEven light gray background occupying the full frame, no props visible.
  • Shadow and lightingSoft shadow directly beneath and slightly behind the boot indicating diffuse overhead lighting.
    1 regionx 0.10 · y 0.85 · w 0.80 · h 0.10 (medium)
  • Image qualityHigh-resolution photograph with clear detail and no visible noise.

Colors

rust brown· suede upperdark brown· elastic side paneltan· pull taboff-white stitch· welt stitchingdark brown· sole and heel
Roundhill Grand waterproof Chelsea boots Men product image 2
02

Product

Rear three-quarter view of a pair of Chelsea boots showing suede uppers, elastic side panels, pull tabs, stacked midsole and lug rubber outsoles; visible stitching along the welt.

  • Upper materialSoft suede upper with a slightly brushed texture in a warm reddish-brown tone, visible scuff-like variations in nap near the heel.
    1 regionx 0.06 · y 0.18 · w 0.58 · h 0.66 (high)
  • Elastic side panelRibbed elastic gore panel on the boot shaft in a dark brown color, inset from the suede upper with neat topstitching around its perimeter.
    2 regionsx 0.48 · y 0.22 · w 0.19 · h 0.39 (high); x 0.17 · y 0.24 · w 0.16 · h 0.36 (high)
  • Pull tabWoven fabric pull tab at the rear top of each shaft in a tan color with a repeating darker pattern, folded and stitched into the boot seam.
    2 regionsx 0.44 · y 0.03 · w 0.08 · h 0.13 (high); x 0.12 · y 0.04 · w 0.07 · h 0.14 (high)
  • Heel seam and panelingVertical rear seam joining heel panel to shaft with visible single-needle topstitching; lower heel panel has a slightly darker shade.
    2 regionsx 0.37 · y 0.33 · w 0.24 · h 0.46 (high); x 0.08 · y 0.32 · w 0.22 · h 0.50 (high)
  • Welt stitchingContrasting light-colored stitched welt running around the junction of upper and midsole, clearly visible above the stacked midsole.
    1 regionx 0.06 · y 0.67 · w 0.86 · h 0.19 (high)
  • Stacked midsole and lug outsoleLayered midsole in dark brown tones with a textured stacked appearance and a darker rubber lug outsole with tread blocks visible on the heel.
    1 regionx 0.06 · y 0.73 · w 0.86 · h 0.25 (high)
  • Interior label text“MEN'S”
    1 regionx 0.61 · y 0.18 · w 0.08 · h 0.07 (medium)

Other

Studio product shot with a neutral light grey background and soft diffuse lighting that casts minimal shadow under the boots; composition centers the rear halves of both boots with the right boot slightly forward.

  • Shot compositionRear three-quarter studio angle showing both boots cropped below the ankle tops and including the full heel and outsole areas; right boot positioned closer to camera.
  • Background and lightingEven light grey background with soft, diffuse studio lighting and faint soft shadows beneath the boots.
  • Image qualityHigh-resolution, well-focused image with visible fine suede texture and crisp edges; no motion blur.

Colors

rust brown· suede upperdark brown· elastic side paneltan· pull taboff-white· welt stitchingdeep brown· outsole
Roundhill Grand waterproof Chelsea boots Men product image 3
03

Product

Pair of brown suede Chelsea boots shown from a slightly elevated front-three-quarter angle; visible details include elastic side panels, tan pull tabs, stitched welt, lug rubber sole, and low stacked heel.

  • Upper materialSmooth suede upper with a slightly brushed nap, visible on both boots across vamp, quarter, and heel areas.
    2 regionsx 0.05 · y 0.28 · w 0.55 · h 0.58 (high); x 0.48 · y 0.28 · w 0.46 · h 0.50 (high)
  • Elastic side panelsVertical elastic gussets on each boot in a dark brown ribbed fabric, inset between the suede upper and the opening.
    2 regionsx 0.18 · y 0.34 · w 0.13 · h 0.33 (high); x 0.62 · y 0.33 · w 0.08 · h 0.33 (high)
  • Pull tabsFabric pull tabs at the rear top of each boot in a tan woven material extending above the collar.
    2 regionsx 0.16 · y 0.18 · w 0.05 · h 0.12 (high); x 0.55 · y 0.17 · w 0.04 · h 0.11 (high)
  • Toe shape and finishRounded toe with the suede showing slightly darker, smoother wear near the toe cap area on the left boot.
    1 regionx 0.12 · y 0.62 · w 0.44 · h 0.24 (high)
  • Welt stitchingContrasting light-colored welt stitching visible along the seam where the upper meets the sole.
    1 regionx 0.06 · y 0.73 · w 0.86 · h 0.12 (high)
  • Sole and treadThick lug rubber sole in a dark brown/grey tone with pronounced tread pattern and a low stacked heel.
    1 regionx 0.06 · y 0.78 · w 0.90 · h 0.12 (high)
  • Collar liningInner collar visible with a smooth darker lining material contrasting with the suede exterior.
    2 regionsx 0.14 · y 0.25 · w 0.12 · h 0.10 (medium); x 0.53 · y 0.25 · w 0.10 · h 0.10 (medium)

Other

Studio product shot on a light neutral background showing two boots; soft directional lighting from above-left creates gentle shadows beneath and to the right of the boots.

  • Shot compositionTwo boots arranged with the left boot slightly forward and rotated outward, right boot positioned behind and to the right; cropped slightly on the far right edge.
    1 regionx 0.00 · y 0.00 · w 1.00 · h 1.00 (low)
  • BackgroundEven light grey backdrop filling the frame with no visible texture or props.
  • Shadows and lightingSoft shadows beneath and slightly to the right of the boots indicating a light source positioned above-left; highlights on suede are subtle and diffuse.
  • Image qualityHigh-resolution photograph with clear focus on boot surfaces and visible fine texture of suede.

Colors

rust brown· suede upper#833D2Bdark brown· elastic side panels#3B2A24tan· pull tabsdark brown grey· sole#4D413Doff-white· welt stitching

Brand PDP Lookup

Brand
Cole Haan

Men's Roundhill Grand Waterproof Chelsea Boots in Black | Cole Haan

Variants

8 SKUs
All variants of Roundhill Grand Waterproof Chelsea Boots Men
SKUTitlePriceAvail
4636045Roundhill Grand Waterproof Chelsea Boots Men - Brown - 8CA$340.00Yes
4636046Roundhill Grand Waterproof Chelsea Boots Men - Brown - 9CA$340.00Yes
4636047Roundhill Grand Waterproof Chelsea Boots Men - Brown - 9.5CA$340.00Yes
4636048Roundhill Grand Waterproof Chelsea Boots Men - Brown - 10CA$340.00Yes
4636049Roundhill Grand Waterproof Chelsea Boots Men - Brown - 10.5CA$340.00Yes
4636050Roundhill Grand Waterproof Chelsea Boots Men - Brown - 11CA$340.00Yes
4636051Roundhill Grand Waterproof Chelsea Boots Men - Brown - 11.5CA$340.00Yes
4636052Roundhill Grand Waterproof Chelsea Boots Men - Brown - 12CA$340.00Yes

Documents & Data

Provenance

Merchant Link
https://www.simons.ca/en/men-footwear/boots/roundhill-grand-waterproof-chelsea-boots-men--18349-262514
Updated