Winter Boots & Cold-Weather Shoes

  • Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers
    Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers
    Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers
    Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers

    Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers

    New

    Wide Width, On-The-Go Encore Slip-On Winter Boot - Skechers

    $115.00
    $115.00
  • Wide Width, Easy Going Latte II Suede Mule - Skechers
    Wide Width, Easy Going Latte II Suede Mule - Skechers
    Wide Width, Easy Going Latte II Suede Mule - Skechers
    Wide Width, Easy Going Latte II Suede Mule - Skechers

    Wide Width, Easy Going Latte II Suede Mule - Skechers

    100% Suede

    Wide Width, Easy Going Latte II Suede Mule - Skechers

    $95.00
    $95.00
  • Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers
    Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers
    Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers
    Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers

    Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers

    100% Suede New

    Wide Width, Easy Going Faux-Fur Zip-Up Winter Boot - Skechers

    $120.00
    $120.00
  • Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers
    Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers
    Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers
    Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers

    Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers

    100% Suede

    Wide Width, Relaxed-Fit Low-Heel Suede Bootie - Skechers

    $120.00
    $120.00
  • Wide Width, Easy Going Black Leather Bootie - Skechers
    Wide Width, Easy Going Black Leather Bootie - Skechers
    Wide Width, Easy Going Black Leather Bootie - Skechers
    Wide Width, Easy Going Black Leather Bootie - Skechers

    Wide Width, Easy Going Black Leather Bootie - Skechers

    100% Leather

    Wide Width, Easy Going Black Leather Bootie - Skechers

    $120.00
    $120.00
  • Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    New Online Exclusive

    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    $95.00
    $95.00
  • Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers
    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    New

    Wide Width, Bobs Keepsakes Slip-On Faux-Leather Winter Bootie - Skechers

    $95.00
    $95.00
  • Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia
    Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia
    Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia
    Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia

    Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia

    New Online Exclusive

    Wide Width, Minx IV Quilted Shorty Winter Boot - Columbia

    $140.00
    $140.00
  • Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter
    Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter
    Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter
    Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter

    Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter

    Online Exclusive

    Regular Width, Madi 5 Mule with Faux Fur Lining - Hunter

    $160.00
    $160.00
  • Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers
    Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers
    Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers
    Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers

    Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers

    100% Suede New

    Regular Width, Bobs Keepsakes Slip-On Snug Winter Bootie - Skechers

    $110.00
    $110.00
  • Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter
    Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter
    Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter
    Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter

    Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter

    Online Exclusive

    Regular Width, Play Short Rubber Boot with Faux-Fur Lining - Hunter

    $170.00
    $170.00
  • Regular Width, Ambler Fireside Waterproof Clog - SOREL
    Regular Width, Ambler Fireside Waterproof Clog - SOREL
    Regular Width, Ambler Fireside Waterproof Clog - SOREL
    Regular Width, Ambler Fireside Waterproof Clog - SOREL

    Regular Width, Ambler Fireside Waterproof Clog - SOREL

    100% Leather New

    Regular Width, Ambler Fireside Waterproof Clog - SOREL

    $155.00
    $155.00
  • Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR
    Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR
    Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR
    Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR

    Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR

    New Online Exclusive

    Regular Width, Galaxy Pull-On Lace-Up Winter Boot - PAJAR

    $200.00
    $200.00
  • Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo
    Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo
    Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo
    Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo

    Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo

    New

    Extra Wide Width, Black Daleyza Wide-Calf Tall Winter Boot - Blondo

    $210.00
    $210.00
  • Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo
    Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo
    Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo
    Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo

    Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo

    100% Leather New

    Extra Wide Width, Francesca Wide-Calf Block-Heel Boot - Blondo

    $175.00
    $175.00
  • Regular Width, Black Caribou Winter Boot - SOREL
    Regular Width, Black Caribou Winter Boot - SOREL
    Regular Width, Black Caribou Winter Boot - SOREL
    Regular Width, Black Caribou Winter Boot - SOREL
    Regular Width, Black Caribou Winter Boot - SOREL

    Regular Width, Black Caribou Winter Boot - SOREL

    100% Leather New

    Regular Width, Black Caribou Winter Boot - SOREL

    $250.00
    $250.00

Winter Boots at Penningtons


Stay warm and protected with Penningtons' collection of wide width winter boots for women. Designed for comfort in cold weather, our plus size winter boots feature insulated linings and durable soles. Choose from suede or water-resistant materials with practical details like inside zippers and cozy linings. Find warm, comfortable footwear made for Canadian winters. Rain, snow, or freezing temperatures, discover winter boots designed to keep your feet warm while completing your cold-weather outfits in style.