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Waterproof Shoes and Boots

Keep moving when the weather turns. Our waterproof shoes and boots seal out rain and slush while staying breathable and comfortable for long days on your feet. Expect real traction, supportive midsoles, and clean looks that work from job sites to school runs.

Why these work

  • True waterproofing: sealed seams or membranes to block rain
  • Breathable comfort: linings that help manage heat and moisture
  • All-day cushion: midsoles that tame concrete and tile
  • Confident grip: rubber outsoles for wet sidewalks and floors
  • Fit options: standard, wide/narrow where available

Care tip: Brush off salt/dirt and re-proof uppers seasonally for best results.
Returns: 30 days from delivery • Return by mail • Customer pays return shipping.

156 products

Top Picks at a Glance

Model Support Cushion Weight Drop Wide?
Timberland PRO Hypercharge 6" Waterproof Work Boot Wide 4E 56214 — — — — —
Timberland PRO Direct Attach Waterproof 8" Soft Toe 26011 — — — — —
Timberland Mens Mt. Maddsen Mid Waterproof Hiker Wide EE Dark Brown 2730R242 — lightweight 499 g — Yes
Timberland Mens Mt. Maddsen Mid Waterproof Hiker Wide EE Black 2731R001 — — — — —
Timberland Mens Mt. Maddsen Mid Waterproof Hiker Dark Brown 2730R242 — — — — —
Timberland Mens Mt. Maddsen Mid Waterproof Hiker Black 2731R001 — lightweight 499 g — Yes
Irish Setter Wingshooter 7' Waterproof Leather Boot 838 — — — — —
Irish Setter Wingshooter 6' Saftey Toe Waterproof Leather Boot 83632 Non-Metallic Safety Toe Removable Polyurethane Footbed — — —

Comfort Score (1–10)

FAQs

Do I need stability?
If you overpronate or feel better with arch support, start with stability or motion-control models.

Can I use my own insoles?
Yes—choose shoes with removable footbeds and enough depth for orthotics.