Skip to content
Free Shipping on all Orders over $98*
Size Charts Shipping Policy Returns & Exchanges Rewards Contact Us

Casual Boots

Filters

$
$
Red Wing Men's Iron Ranger 8085 Copper - 461974 - Tip Top Shoes of New York

Red Wing Men's Iron Ranger 8085 Copper Rough & Tough

Red Wing
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95

The rugged 6-inch 8085 Iron Ranger features premium Copper Rough & Tough leather, chrome hardware, speed hooks, Goodyear welt construction, tri...

View full details
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95
Red Wing Men's 6-Inch Classic Moc 1907 Copper Rough & Tough - 404579404014 - Tip Top Shoes of New York
Red Wing Men's 6-Inch Classic Moc 1907 Copper Rough & Tough - 404579404014 - Tip Top Shoes of New York

Red Wing Men's 6-Inch Classic Moc 1907 Copper Rough & Tough

Red Wing
$0.00 - $0.00
$0.00
$329.95
$329.95 - $329.95
$329.95

Modeled after Red Wing’s original work boot style, the 1907 is a 6-Inch Moc Toe featuring Copper Rough & Tough leather, white Traction Tred rub...

View full details
$0.00 - $0.00
$0.00
$329.95
$329.95 - $329.95
$329.95
Toe Warmers Women's Trek Waterproof Boot Black - 401160305026 - Tip Top Shoes of New York
Toe Warmers Women's Trek Waterproof Boot Black - 401160305026 - Tip Top Shoes of New York

Toe Warmers Women's Trek Waterproof Boot Black

Clinic-Toe Warmers
$0.00 - $0.00
$0.00
$144.95
$144.95 - $144.95
$144.95

This women's boot will keep your feet dry and warm with its Warmtex sock lining. A trendy cuff gives this Toe Warmers winter ankle boot some style ...

View full details
$0.00 - $0.00
$0.00
$144.95
$144.95 - $144.95
$144.95
Red Wing Men's Weekender Chelsea 3311 Copper Rough and Tough - 10012550 - Tip Top Shoes of New York
Red Wing Men's Weekender Chelsea 3311 Copper Rough and Tough - 10012550 - Tip Top Shoes of New York

Red Wing Men's Weekender Chelsea 3311 Copper Rough and Tough

Red Wing
$0.00 - $0.00
$0.00
$259.95
$259.95 - $259.95
$259.95

The Weekender Chelsea is built for making the most of downtime with sleek, off-the-clock comfort. Chelsea boots were first built by Red Wing in th...

View full details
$0.00 - $0.00
$0.00
$259.95
$259.95 - $259.95
$259.95
Red Wing Men's Iron Ranger 8111 Amber - 10012565 - Tip Top Shoes of New York
Red Wing Men's Iron Ranger 8111 Amber - 10012565 - Tip Top Shoes of New York

Red Wing Men's Iron Ranger 8111 Amber

Red Wing
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95

The Iron Ranger was originally built for iron miners in the 1930s. In the decades since, it has grown indispensable for owners from all walks of l...

View full details
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95
Red Wing Men's 6-Inch Classic Moc 875 Oro Legacy - 7723580 - Tip Top Shoes of New York
Red Wing Men's 6-Inch Classic Moc 875 Oro Legacy - 7723580 - Tip Top Shoes of New York

Red Wing Men's 6-Inch Classic Moc 875 Oro Legacy

Red Wing
$0.00 - $0.00
$0.00
$309.95
$309.95 - $309.95
$309.95

The 6-inch Classic Moc is synonymous with Red Wing Heritage. The boot’s unmistakable moc toe and Traction Tred outsole form a silhouette that sets...

View full details
$0.00 - $0.00
$0.00
$309.95
$309.95 - $309.95
$309.95
Red Wing Men's Blacksmith 3345 Black Prairie - 10035630 - Tip Top Shoes of New York
Red Wing Men's Blacksmith 3345 Black Prairie - 10035630 - Tip Top Shoes of New York

Red Wing Men's Blacksmith 3345 Black Prairie

Red Wing
$0.00 - $0.00
$0.00
$329.95
$329.95 - $329.95
$329.95

The Blacksmith is descended from a boot that was worn in workshops by day and shined-up to go out at night. The 6-inch boot originally protected f...

View full details
$0.00 - $0.00
$0.00
$329.95
$329.95 - $329.95
$329.95
Red Wing Men's Iron Ranger 8084 Black - 929462 - Tip Top Shoes of New York
Red Wing Men's Iron Ranger 8084 Black - 929462 - Tip Top Shoes of New York

Red Wing Men's Iron Ranger 8084 Black

Red Wing
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95

The Iron Ranger is an American icon that is beloved for its standout style and long-lasting construction. With its toe cap, speed hooks, and Vibram...

View full details
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95
Florsheim Men's Midtown Plain Toe Zip Boot Black - 355805 - Tip Top Shoes of New York
Florsheim Men's Midtown Plain Toe Zip Boot Black - 355805 - Tip Top Shoes of New York

Florsheim Men's Midtown Plain Toe Zip Boot Black

Florsheim
$0.00 - $0.00
$0.00
$134.95
$134.95 - $134.95
$134.95

A sturdy boot built with unique technology for superior comfort and support, the Florsheim Midtown Plain Toe Zip Boot is a sharp alternative to you...

View full details
$0.00 - $0.00
$0.00
$134.95
$134.95 - $134.95
$134.95
Toe Warmers Women's Shield WATERPROOF Black Leather - 406762905018 - Tip Top Shoes of New York
Toe Warmers Women's Shield WATERPROOF Black Leather - 406762905018 - Tip Top Shoes of New York

Toe Warmers Women's Shield WATERPROOF Black Leather

Clinic-Toe Warmers
$0.00 - $0.00
$0.00
$199.95
$199.95 - $199.95
$199.95

Fight the cold with the Toe Warmers Sheild. This women's boot is set in a deetan leather vamp and features a Warmtex sock lining, so there's no nee...

View full details
$0.00 - $0.00
$0.00
$199.95
$199.95 - $199.95
$199.95
Red Wing Men's 6-Inch Classic Moc 8864 Russet Taos Gore-Tex Waterproof - 7725030 - Tip Top Shoes of New York
Red Wing Men's 6-Inch Classic Moc 8864 Russet Taos Gore-Tex Waterproof - 7725030 - Tip Top Shoes of New York

Red Wing Men's 6-Inch Classic Moc 8864 Russet Taos Gore-Tex Waterproof

Red Wing
$0.00 - $0.00
$0.00
$369.95
$369.95 - $369.95
$369.95

The GORE-TEX Classic Moc is made for performance, including a fully waterproof, all-new Russet Taos Leather paired with a GORE-TEX membrane guarant...

View full details
$0.00 - $0.00
$0.00
$369.95
$369.95 - $369.95
$369.95
Timberland Men's 10061 6-Inch Premium Wheat Waterproof - 400135303012 - Tip Top Shoes of New York
Timberland Men's 10061 6-Inch Premium Wheat Waterproof - 400135303012 - Tip Top Shoes of New York

Timberland Men's 10061 6-Inch Premium Wheat Waterproof

Timberland
$0.00 - $0.00
$0.00
$209.95
$209.95 - $209.95
$209.95

When you think of Timberland® boots, you're thinking of these. Our original waterproof boot was designed more than 40 years ago and remains a best-...

View full details
$0.00 - $0.00
$0.00
$209.95
$209.95 - $209.95
$209.95
Toe Warmers Women's Magic Waterproof Boot Black Fabric - 309633 - Tip Top Shoes of New York
Toe Warmers Women's Magic Waterproof Boot Black Fabric - 309633 - Tip Top Shoes of New York

Toe Warmers Women's Magic Waterproof Boot Black Fabric

Clinic-Toe Warmers
$0.00 - $0.00
$0.00
$144.95
$144.95 - $144.95
$144.95

Tackle the toughest Winter in waterproof, slip-resistant Toe Warmers Women’s Magic Boots.Product features: Built to keep the cold out and the warm...

View full details
$0.00 - $0.00
$0.00
$144.95
$144.95 - $144.95
$144.95
Red Wing Men's 6-Inch Classic Moc 8833 Hawthorne - 10036212 - Tip Top Shoes of New York

Red Wing Men's 6-Inch Classic Moc 8833 Hawthorne

Red Wing
$0.00 - $0.00
$0.00
$299.95
$299.95 - $299.95
$299.95

The 6-inch Classic Moc is synonymous with Red Wing Heritage. The boot’s unmistakable moc toe and Traction Tred outsole form a silhouette that sets...

View full details
$0.00 - $0.00
$0.00
$299.95
$299.95 - $299.95
$299.95
Red Wing Women's 6-Inch Classic Moc 3375 Oro Legacy Leather - 929615 - Tip Top Shoes of New York
Red Wing Women's 6-Inch Classic Moc 3375 Oro Legacy Leather - 929615 - Tip Top Shoes of New York

Red Wing Women's 6-Inch Classic Moc 3375 Oro Legacy Leather

Red Wing
$0.00 - $0.00
$0.00
$319.95
$319.95 - $319.95
$319.95

The 6-inch Moc is a staple of the Heritage line, fully tailored for women. The boot’s iconic polyurethane Traction Tred outsole and unmistakable mo...

View full details
$0.00 - $0.00
$0.00
$319.95
$319.95 - $319.95
$319.95
Blondo Women's Samara Dark Taupe Suede Ankle Boot Waterproof - 9002330 - Tip Top Shoes of New York
Blondo Women's Samara Dark Taupe Suede Ankle Boot Waterproof - 9002330 - Tip Top Shoes of New York
Save 38% Save %

Blondo Women's Samara Dark Taupe Suede Ankle Boot Waterproof

Blondo
$129.95
$129.95 - $129.95
$129.95
$79.99
$79.99 - $79.99
$79.99

Material: Leather & Suede   Waterproof materials with sealed seams  Easy care: easily wipe off dirt and calcium/salt traces with damp cl...

View full details
$129.95
$129.95 - $129.95
$129.95
$79.99
$79.99 - $79.99
$79.99
Save 38% Save %
Toe Warmers Women's Janet WATERPROOF Boot Black Fabric - 406240605034 - Tip Top Shoes of New York
Toe Warmers Women's Janet WATERPROOF Boot Black Fabric - 406240605034 - Tip Top Shoes of New York

Toe Warmers Women's Janet WATERPROOF Boot Black Fabric

Clinic-Toe Warmers
$0.00 - $0.00
$0.00
$159.95
$159.95 - $159.95
$159.95

When it’s cold and wet outside, you’ll be glad you slipped on this waterproof boot. The easy-care upper with nylon fibers repels water so feet stay...

View full details
$0.00 - $0.00
$0.00
$159.95
$159.95 - $159.95
$159.95
Timberland Men's 15130 Chocorua Trail Mid Waterproof - 402754903031 - Tip Top Shoes of New York
Timberland Men's 15130 Chocorua Trail Mid Waterproof - 402754903017 - Tip Top Shoes of New York

Timberland Men's 15130 Chocorua Trail Mid Waterproof

Timberland
$0.00 - $0.00
$0.00
$124.95
$124.95 - $124.95
$124.95

Styled to fit right into the great outdoors, these mixed-media mid hikers feature multi-directional rubber lug outsoles for superior traction, the ...

View full details
$0.00 - $0.00
$0.00
$124.95
$124.95 - $124.95
$124.95
Red Wing Women's Iron Ranger 3366 Black Leather - 929592 - Tip Top Shoes of New York
Red Wing Women's Iron Ranger 3366 Black Leather - 929592 - Tip Top Shoes of New York

Red Wing Women's Iron Ranger 3366 Black Leather

Red Wing
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95

The Iron Ranger is an American icon. Redesigned by women, for women, the 6-inch boot is built with soft full grain leather for easy break-in, witho...

View full details
$0.00 - $0.00
$0.00
$349.95
$349.95 - $349.95
$349.95
Blondo Women's Samara Black Suede Ankle Boot Waterproof - 9002345 - Tip Top Shoes of New York
Blondo Women's Samara Black Suede Ankle Boot Waterproof - 9002344 - Tip Top Shoes of New York
Save 38% Save %

Blondo Women's Samara Black Suede Ankle Boot Waterproof

Blondo
$129.95
$129.95 - $129.95
$129.95
$79.99
$79.99 - $79.99
$79.99

Material: Leather & Suede   Waterproof materials with sealed seams  Easy care: easily wipe off dirt and calcium/salt traces with damp cl...

View full details
$129.95
$129.95 - $129.95
$129.95
$79.99
$79.99 - $79.99
$79.99
Save 38% Save %
Toe Warmers Women's Shelter Black Leather - 404519205039 - Tip Top Shoes of New York
Toe Warmers Women's Shelter Black Leather - 404519205015 - Tip Top Shoes of New York

Toe Warmers Women's Shelter Black Leather

Clinic-Toe Warmers
$0.00 - $0.00
$0.00
$214.95
$214.95 - $214.95
$214.95

This women's mid-calf winter boot doesn't sacrifice on style. However it is set in a deertan leather vamp and has a trendy fold-over faux fur cuff....

View full details
$0.00 - $0.00
$0.00
$214.95
$214.95 - $214.95
$214.95
UGG Men's Butte Black Waterproof - 405582003027 - Tip Top Shoes of New York
UGG Men's Butte Black Waterproof - 405582003027 - Tip Top Shoes of New York

UGG Men's Butte Black Waterproof

UGG
$0.00 - $0.00
$0.00
$239.95
$239.95 - $239.95
$239.95

Crafted to handle the harshest winter elements, the men’s Butte pairs understated style with stay-dry technology. Cuffable, waterproof full-grain l...

View full details
$0.00 - $0.00
$0.00
$239.95
$239.95 - $239.95
$239.95
Timberland Men's 10073 6-Inch Premium Black Nubuck Waterproof - 407327304017 - Tip Top Shoes of New York
Timberland Men's 10073 6-Inch Premium Black Nubuck Waterproof - 407327304017 - Tip Top Shoes of New York

Timberland Men's 10073 6-Inch Premium Black Nubuck Waterproof

Timberland
$0.00 - $0.00
$0.00
$209.95
$209.95 - $209.95
$209.95

When you think of Timberland® boots, you're thinking of these. Our original waterproof boot was designed more than 40 years ago and remains a best-...

View full details
$0.00 - $0.00
$0.00
$209.95
$209.95 - $209.95
$209.95
Valdini Women's Ivory Waterproof Black Suede - 857795 - Tip Top Shoes of New York
Valdini Women's Ivory Waterproof Black Suede - 857795 - Tip Top Shoes of New York

Valdini Women's Ivory Waterproof Black Suede

Valdini
$0.00 - $0.00
$0.00
$279.95
$279.95 - $279.95
$279.95

Impermeable boots by Valdini. The perfect winter brand for the office woman who must be chic 24/7!Product features: Waterproof, Stain Resistant In...

View full details
$0.00 - $0.00
$0.00
$279.95
$279.95 - $279.95
$279.95