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Men's Pyrenees Waterproof Hiking Boot vs On Cloudrock Mid Waterproof Men's Boot

Buy the Keen Pyrenees for long, loaded trail days and wet weather. It costs less, has a proven waterproof leather build, and a 4mm lug outsole. Buy the On Cloudrock Mid if you want a lighter, more cushioned boot for single-day hikes and faster movement. As of November 3, 2026, the Keen is $189.95 at Backcountry.com and the On is $239.99 at DICK'S Sporting Goods.

Today the Men's Pyrenees Waterproof Hiking Boot costs $50.04 less at its best price.

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Keen
Men's Pyrenees Waterproof Hiking Boot

Men's Pyrenees Waterproof Hiking Boot

4.3· 1,251 ratings
$189.95at Backcountry.comObserved at 8:18 AM

Choose the Keen Pyrenees if you want a durable all-leather waterproof boot for multi-day trips and rough terrain at a lower price.

Pros
  • Proven waterproof leather build for wet, muddy trails
  • 4mm lugs give solid grip on loose ground
  • Lower price than the On
  • Large review base of 1,251 ratings
Cons
  • Heavy at 21.69oz per shoe
  • 15mm drop is high for some hikers
  • Stiff leather needs break-in

What separates them

Men's Pyrenees Waterproof Hiking BootOn Cloudrock Mid Waterproof Men's Boot
Price (as of November 3, 2026)$189.95 at Backcountry.com$239.99 at DICK'S Sporting Goods
Weight per shoe21.69oz / 615gNot listed; On's Cloudrock Mid is a lighter, cushioned design
WaterproofingKEEN.DRY membrane with waterproof leather upperWaterproof membrane (Mid Waterproof model)
Outsole lug depth4mmNot listed; On uses a Missiongrip-style rubber outsole
Heel-to-toe drop15mm8mm
ProtectionLeather upper, rubber toe bumperToe cap and TPU mudguard
Ratings4.3 out of 5 from 1,251 ratings4.7 out of 5 from 354 ratings

Price history

$179.95$75.98
Nov 2Nov 3
  • Men's Pyrenees Waterproof Hiking Boot: lowest $179.95 on Nov 3.
  • On Cloudrock Mid Waterproof Men's Boot: lowest $75.98 on Nov 3 at Hezipop.

Prices at every store

Men's Pyrenees Waterproof Hiking Boot

  • Backcountry.comNew

    In stock

    $189.95Free shippingObserved at 8:18 AM
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  • Zappos.comNew

    In stock

    $189.95Free shippingObserved at 8:18 AM
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  • REINew

    In stock

    $190.00Free shippingObserved at 8:18 AM
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  • AmazonNew

    Availability unknown

    $189.95Free shippingObserved at 8:17 AM
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Also available at

  • KEEN FootwearCheck price at KEEN Footwear
All 5 stores and price history →

Specs compared

SpecMen's Pyrenees Waterproof Hiking BootOn Cloudrock Mid Waterproof Men's Boot
Heel height1.38in / 35mm8 mm (Heel to toe drop)
Weight per shoe21.69oz / 615g—
Shaft height4.96in / 126mm—
Heel-to-toe drop0.59in / 15mm—
Lug depth4mm—
WaterproofingKEEN.DRY waterproof, breathable membrane—
Upper materialWaterproof premium leather upper—
OutsoleNon-marking rubber outsole—
FitOriginal Fit—
Numeric Size—42

Questions and answers

Which is better for backpacking?
The Keen Pyrenees. Its leather upper, 4mm lugs and stiffer build handle loaded packs and rough ground better than the lighter On Cloudrock Mid.
Which is better for day hikes?
The On Cloudrock Mid. It is lighter and more cushioned, which suits single-day hikes and faster walking.
Is the On worth the extra $50?
Only if weight and cushioning matter more to you than price and outsole grip. The Keen costs less and has deeper lugs.
Which keeps feet drier?
Both use waterproof membranes. The Keen pairs its KEEN.DRY membrane with a waterproof leather upper, which holds up well in sustained wet weather.
Which lasts longer?
The Keen's full leather upper and 4mm rubber outsole tend to wear longer on abrasive terrain. The On's mesh and TPU build is lighter but less abrasion resistant.
Do they fit the same?
No. The Keen uses Keen's Original Fit, which runs roomy in the toe box. The On Cloudrock Mid fits closer to standard running shoe sizing.

More comparisons

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  • Men's Revel IV Polar Waterproof Boot vs Men's Pyrenees Waterproof Hiking Boot
  • Merrell Moab 3 Mid Waterproof Hiking Boots vs On Cloudrock Mid Waterproof Men's Boot
  • Men's Targhee IV Wide Waterproof Hiking Boot vs On Cloudrock Mid Waterproof Men's Boot

Buying guides that pick them

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On
On Cloudrock Mid Waterproof Men's Boot

On Cloudrock Mid Waterproof Men's Boot

4.7· 354 ratings
$239.99at DICK'S Sporting GoodsObserved at 3:03 AM

Choose the On Cloudrock Mid if you want a lighter, more cushioned boot for day hikes and you don't mind paying more.

Pros
  • Lighter, cushioned ride for day hikes
  • Higher rating at 4.7 out of 5
  • Toe cap and TPU mudguard protect against rocks
  • 8mm drop feels more natural underfoot
Cons
  • Costs $50 more than the Keen
  • Fewer ratings, so less proven over time
  • Less aggressive outsole for rough terrain
Best use
Long trail days, backpacking, wet weather
Single-day hikes, faster paced walking

On Cloudrock Mid Waterproof Men's Boot

  • DICK'S Sporting GoodsNew

    In stock

    $239.99Observed at 3:03 AM
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  • OnNew

    In stock

    $240.00Observed at 3:03 AM
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  • REINew

    In stock

    $240.00Observed at 3:03 AM
    Visit store
  • ssense.comNew

    In stock

    $240.00Observed at 3:03 AM
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Also available at

  • Backcountry.comCheck price at Backcountry.com
  • climbgearmart.comCheck price at climbgearmart.com
  • HezipopCheck price at Hezipop
All 4 stores and price history →
Fit Width
—
No information
Gender Size—Men's 44, Men's 41, Men's 42, Men's 42.5, Men's…
Show all 40 specsShow fewer specs
SpecMen's Pyrenees Waterproof Hiking BootOn Cloudrock Mid Waterproof Men's Boot
Men'S Size—Size 46, 42, 42.5, 43, 44
Age Group Size—Adult size
Department Size—Men's
Occasion—Single-day hikes, Hiking
Activity—Hiking
Athletic Style—Hiking
Safety Features—Toe cap and TPU mudguard for protection and dur…
Running Shoes—No
Weightlifting Shoes—No
Fashion Sneaker—No
Gender—Women's
Boot Style—Hiking boots, Hiking
Type—Boots, Hiking boot
Closure Style—Lace-up
Heel Height Measurement—8 mm (Heel to toe drop)
Age Group—Adult
Theme—Outdoor
Outsole Material—Rubber, Missiongrip Rubber
Outsole Style—Missiongrip™ outsole
Sole Material—Helion superfoam (midsole), Helion™ superfoam (…
Sole Support—Stability
Sole Style—Lug sole (updated tread pattern)
Slip Resistant—Yes
Traction Features—Missiongrip
Weather Highlights—Waterproof
Weather Proofing—Waterproof
Department—Women's
Solution For—Rain and river-crossings