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Comfortable Heeled Boots

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Women's Heeled Chelsea Booties

Women's Heeled Chelsea Booties

Blundstone Women's Heeled Chelsea Booties

Graceful Suede Tall Boots

Graceful Suede Tall Boots

Copper Key Graceful Suede Tall Boots

Permanently Reduced

Dillard´s Exclusive

Hunny Microsuede Block Heel Tall Boots

Hunny Microsuede Block Heel Tall Boots

Steve Madden Hunny Microsuede Block Heel Tall Boots

Permanently Reduced

Now $38.49 - $73.69

Hunny Block Heel Tall Boots

Hunny Block Heel Tall Boots

Steve Madden Hunny Block Heel Tall Boots

Harriet Slouch Nubuck Mid Calf Block Heel Boots

Harriet Slouch Nubuck Mid Calf Block Heel Boots

Schutz Harriet Slouch Nubuck Mid Calf Block Heel Boots

Internet Exclusive

Only size 11 available

Toni Leather Block Heel Booties

Toni Leather Block Heel Booties

Born Toni Leather Block Heel Booties

Permanently Reduced

Gylina Suede Tall Block Heel Boots

Gylina Suede Tall Block Heel Boots

Vince Camuto Gylina Suede Tall Block Heel Boots

Permanently Reduced

Campus Low Heel Tall Riding Boots

Campus Low Heel Tall Riding Boots

Frye Campus Low Heel Tall Riding Boots

Internet Exclusive

Lex Suede Block Heel Booties

Lex Suede Block Heel Booties

Michael Kors Lex Suede Block Heel Booties

Permanently Reduced

Basel Smooth Leather Side Zip Block Heel Booties

Lucky Brand Basel Smooth Leather Side Zip Block Heel Booties

Sonya Leopard Suede Waterproof Kitten Heel Boots

Sonya Leopard Suede Waterproof Kitten Heel Boots

Sofft Sonya Leopard Suede Waterproof Kitten Heel Boots

Permanently Reduced

Travers Leather Block Heel Tall Boots

Travers Leather Block Heel Tall Boots

Gianni Bini Travers Leather Block Heel Tall Boots

Permanently Reduced

Dillard´s Exclusive

Dantelle Suede Block Heel Tall Boots

Dantelle Suede Block Heel Tall Boots

Steve Madden Dantelle Suede Block Heel Tall Boots

Permanently Reduced

Pepper Leather Kitten Heel Tall Dress Boots

Pepper Leather Kitten Heel Tall Dress Boots

Naturalizer Pepper Leather Kitten Heel Tall Dress Boots

Permanently Reduced

Internet Exclusive

Only size 9.5 available

Allington Heights Nubuck Suede Block Heel Booties

Allington Heights Nubuck Suede Block Heel Booties

Timberland Allington Heights Nubuck Suede Block Heel Booties

Internet Exclusive

Only size 7.5 available

Holy-Grail Leather Block Heel Booties

Holy-Grail Leather Block Heel Booties

GB Holy-Grail Leather Block Heel Booties

Dillard´s Exclusive

Wili Leather Western Block Heel Booties

Wili Leather Western Block Heel Booties

Donald Pliner Wili Leather Western Block Heel Booties

Permanently Reduced

McKay Suede Kitten Heel Tall Boots

McKay Suede Kitten Heel Tall Boots

Lauren Ralph Lauren McKay Suede Kitten Heel Tall Boots

Save on Select Items

Now $96.25 - $275.00

Daney Leather Block Heel Ankle Booties

Daney Leather Block Heel Ankle Booties

Steve Madden Daney Leather Block Heel Ankle Booties

Permanently Reduced

Tyrell Suede Block Heel Tall Dress Boots

Tyrell Suede Block Heel Tall Dress Boots

Gianni Bini Tyrell Suede Block Heel Tall Dress Boots

Permanently Reduced

Dillard´s Exclusive

Women's Block Heeled Water-Resistant Leather Booties

Women's Block Heeled Water-Resistant Leather Booties

Blundstone Women's Block Heeled Water-Resistant Leather Booties

Brent Weatherproof Leather Block Heel Tall Boots

Brent Weatherproof Leather Block Heel Tall Boots

Naturalizer Brent Weatherproof Leather Block Heel Tall Boots

Permanently Reduced

Internet Exclusive

Only size 6.5 available

Women's Miana Leather Heeled Waterproof Chelsea Boots

Women's Miana Leather Heeled Waterproof Chelsea Boots

Hunter Women's Miana Leather Heeled Waterproof Chelsea Boots

Riggs Leather Block Heel Tall Boots

Riggs Leather Block Heel Tall Boots

Steve Madden Riggs Leather Block Heel Tall Boots

Sharnell Heel Suede Adjustable Waterproof Western Inspired Boots

Sharnell Heel Suede Adjustable Waterproof Western Inspired Boots

Sofft Sharnell Heel Suede Adjustable Waterproof Western Inspired Boots

Permanently Reduced

Only size 6, 7.5 available

Sangeti Leather Square Toe Block Heel Tall Boots

Sangeti Leather Square Toe Block Heel Tall Boots

Vince Camuto Sangeti Leather Square Toe Block Heel Tall Boots

Permanently Reduced

Women's Miana Suede Heeled Waterproof Chelsea Boots

Women's Miana Suede Heeled Waterproof Chelsea Boots

Hunter Women's Miana Suede Heeled Waterproof Chelsea Boots

Sashan Suede Tall Boots

Sashan Suede Tall Boots

Guess Sashan Suede Tall Boots

Idris Suede Tall Boots

Idris Suede Tall Boots

Naturalizer Idris Suede Tall Boots

Permanently Reduced

Internet Exclusive

Only size 8.5 available

Kelli Suede Tall Boots

Kelli Suede Tall Boots

Lauren Ralph Lauren Kelli Suede Tall Boots

Permanently Reduced

Internet Exclusive

Daney Suede Block Heel Ankle Booties

Daney Suede Block Heel Ankle Booties

Steve Madden Daney Suede Block Heel Ankle Booties

Permanently Reduced

Cassidie Waterproof Suede Low Heel Booties

Cassidie Waterproof Suede Low Heel Booties

Blondo Cassidie Waterproof Suede Low Heel Booties

Permanently Reduced

Thea Suede Tall Boots

Thea Suede Tall Boots

Born Thea Suede Tall Boots

Permanently Reduced

Lex Leather Block Heel Booties

Lex Leather Block Heel Booties

Michael Kors Lex Leather Block Heel Booties

Permanently Reduced

Taylin Suede Kitten Heel Tall Dress Boots

Taylin Suede Kitten Heel Tall Dress Boots

Sam Edelman Taylin Suede Kitten Heel Tall Dress Boots

Permanently Reduced

Obsession Suede Block Heel Booties

Obsession Suede Block Heel Booties

Steve Madden Obsession Suede Block Heel Booties

Permanently Reduced

Sole-Sister Glossy Leather Square Toe Block Heel Tall Boots

Sole-Sister Glossy Leather Square Toe Block Heel Tall Boots

GB Sole-Sister Glossy Leather Square Toe Block Heel Tall Boots

Save on Select Items

Now $69.99 - $199.99

Dillard´s Exclusive

Basel Perforated Block Heel Booties

Lucky Brand Basel Perforated Block Heel Booties

Internet Exclusive

Emily Suede Tall Boots

Emily Suede Tall Boots

Naturalizer Emily Suede Tall Boots

Permanently Reduced

Paicing Leather Block Heel Ankle Booties

Paicing Leather Block Heel Ankle Booties

Dune London Paicing Leather Block Heel Ankle Booties

Permanently Reduced

Sharnell Heel Leather Adjustable Waterproof Western Inspired Boots

Sharnell Heel Leather Adjustable Waterproof Western Inspired Boots

Sofft Sharnell Heel Leather Adjustable Waterproof Western Inspired Boots

Permanently Reduced

Tyrell Leather Block Heel Tall Dress Boots

Tyrell Leather Block Heel Tall Dress Boots

Gianni Bini Tyrell Leather Block Heel Tall Dress Boots

Permanently Reduced

Dillard´s Exclusive

Anny Leather Block Heel Platform Tall Boots

Anny Leather Block Heel Platform Tall Boots

Kork-Ease Anny Leather Block Heel Platform Tall Boots

Permanently Reduced

Stasia Suede Kitten Heel Dress Booties

Stasia Suede Kitten Heel Dress Booties

Steve Madden Stasia Suede Kitten Heel Dress Booties

Permanently Reduced

Internet Exclusive

Only size 6.5 available

Hailey Suede Buckle Hardware Block Heel Booties

Hailey Suede Buckle Hardware Block Heel Booties

TOMS Hailey Suede Buckle Hardware Block Heel Booties

Permanently Reduced

Internet Exclusive

Only size 9 available

Idris Leather Tall Boots

Idris Leather Tall Boots

Naturalizer Idris Leather Tall Boots

Permanently Reduced

Jaydennn Suede Block Heel Booties

Jaydennn Suede Block Heel Booties

Gianni Bini Jaydennn Suede Block Heel Booties

Save on Select Items

Now $48.99 - $139.99

Dillard´s Exclusive

Sculpted C Leather Block Heel Booties

Sculpted C Leather Block Heel Booties

COACH Sculpted C Leather Block Heel Booties

Permanently Reduced

Aime Leather Platform Block Heel Booties

Aime Leather Platform Block Heel Booties

Kork-Ease Aime Leather Platform Block Heel Booties

Permanently Reduced

Tara Block Heel Suede Western Inspired Booties

Tara Block Heel Suede Western Inspired Booties

Sofft Tara Block Heel Suede Western Inspired Booties

Permanently Reduced

Hudsin Suede Tall Boots

Hudsin Suede Tall Boots

Dolce Vita Hudsin Suede Tall Boots

Permanently Reduced

Women's Kasey Virginia Leather Heeled Tall Boots

Women's Kasey Virginia Leather Heeled Tall Boots

Dr. Martens Women's Kasey Virginia Leather Heeled Tall Boots

Only size 5 available

Deion Suede Square Toe Block Heel Tall Boots

Deion Suede Square Toe Block Heel Tall Boots

Gianni Bini Deion Suede Square Toe Block Heel Tall Boots

Permanently Reduced

Dillard´s Exclusive

Sergey Suede Stiletto Booties

Sergey Suede Stiletto Booties

Gianni Bini Sergey Suede Stiletto Booties

Permanently Reduced

Dillard´s Exclusive

Summit Suede Buckle Hardware Platform Block Heel Booties

Summit Suede Buckle Hardware Platform Block Heel Booties

Steve Madden Summit Suede Buckle Hardware Platform Block Heel Booties

Permanently Reduced

Ariana Suede Kitten Heel Tall Boots

Ariana Suede Kitten Heel Tall Boots

Dolce Vita Ariana Suede Kitten Heel Tall Boots

Permanently Reduced

Weslye Suede Snip Toe Kitten Block Heel Boots

Weslye Suede Snip Toe Kitten Block Heel Boots

Gianni Bini Weslye Suede Snip Toe Kitten Block Heel Boots

Permanently Reduced

Dillard´s Exclusive

Talina Suede Slouch Boots

Talina Suede Slouch Boots

Dolce Vita Talina Suede Slouch Boots

Permanently Reduced

Internet Exclusive

Only size 7.5 available

Prizelle Suede Tall Boots

Prizelle Suede Tall Boots

Alex Marie Prizelle Suede Tall Boots

Dillard´s Exclusive

Loralie Cashmere Suede Whipstitch Kitten Heel Ankle Boots

Loralie Cashmere Suede Whipstitch Kitten Heel Ankle Boots

Ron White Loralie Cashmere Suede Whipstitch Kitten Heel Ankle Boots

Permanently Reduced

Stasia Leather Kitten Heel Dress Booties

Stasia Leather Kitten Heel Dress Booties

Steve Madden Stasia Leather Kitten Heel Dress Booties

Permanently Reduced

Only size 6.5 available

Judgement Leather Block Heel Combat Booties

Judgement Leather Block Heel Combat Booties

Bed Stu Judgement Leather Block Heel Combat Booties

Internet Exclusive

Lorrys Slouchy Suede Ankle Boots

Lorrys Slouchy Suede Ankle Boots

Vince Camuto Lorrys Slouchy Suede Ankle Boots

Permanently Reduced

Tyrell Tumbled Leather Block Heel Tall Dress Boots

Tyrell Tumbled Leather Block Heel Tall Dress Boots

Gianni Bini Tyrell Tumbled Leather Block Heel Tall Dress Boots

Permanently Reduced

Dillard´s Exclusive

Tansie Suede Knee High Boots

Tansie Suede Knee High Boots

Vince Camuto Tansie Suede Knee High Boots

Permanently Reduced

Irvin Stretch Ruched Velvet Block Heel Booties

Irvin Stretch Ruched Velvet Block Heel Booties

Gianni Bini Irvin Stretch Ruched Velvet Block Heel Booties

Permanently Reduced

Dillard´s Exclusive

Gibi Suede Tall Boots

Gibi Suede Tall Boots

Vince Camuto Gibi Suede Tall Boots

Permanently Reduced

Yule Suede Bow Block Heel Booties

Yule Suede Bow Block Heel Booties

Copper Key Yule Suede Bow Block Heel Booties

Save on Select Items

Now $52.49 - $149.99

Dillard´s Exclusive

Adele Suede Tall Boots

Adele Suede Tall Boots

kate spade new york Adele Suede Tall Boots

Permanently Reduced

Internet Exclusive

Travers Suede Block Heel Over The Knee Boots

Travers Suede Block Heel Over The Knee Boots

Gianni Bini Travers Suede Block Heel Over The Knee Boots

Permanently Reduced

Dillard´s Exclusive

Virona H2O Leather Tall Block Heel Boots

Virona H2O Leather Tall Block Heel Boots

Dolce Vita Virona H2O Leather Tall Block Heel Boots

Permanently Reduced

Women's Dixon Leather Block Heel Western Booties

Women's Dixon Leather Block Heel Western Booties

Ariat Women's Dixon Leather Block Heel Western Booties

Roan Suede Mid Calf Boots

Roan Suede Mid Calf Boots

Dolce Vita Roan Suede Mid Calf Boots

Permanently Reduced

Virona H2O Suede Tall Block Heel Boots

Virona H2O Suede Tall Block Heel Boots

Dolce Vita Virona H2O Suede Tall Block Heel Boots

Permanently Reduced

Isabella Leather Western Booties

Isabella Leather Western Booties

Justin Boots Isabella Leather Western Booties

Internet Exclusive

Cecily Waterproof Leather Tall Boots

Cecily Waterproof Leather Tall Boots

Sofft Cecily Waterproof Leather Tall Boots

Darnold Leather Block Heel Booties

Darnold Leather Block Heel Booties

Gianni Bini Darnold Leather Block Heel Booties

Permanently Reduced

Dillard´s Exclusive

Irvin Stretch Faux Leather Block Heel Booties

Irvin Stretch Faux Leather Block Heel Booties

Gianni Bini Irvin Stretch Faux Leather Block Heel Booties

Dillard´s Exclusive

Irvin Stretch Block Heel Booties

Irvin Stretch Block Heel Booties

Gianni Bini Irvin Stretch Block Heel Booties

Dillard´s Exclusive

Taylin Leather Kitten Heel Tall Dress Boots

Taylin Leather Kitten Heel Tall Dress Boots

Sam Edelman Taylin Leather Kitten Heel Tall Dress Boots

Permanently Reduced

Ontime Suede Tall Boots

Ontime Suede Tall Boots

Naturalizer Ontime Suede Tall Boots

Permanently Reduced

Internet Exclusive

Only size 7 available

Lytton Leather Mid Kitten Heel Boots

Lytton Leather Mid Kitten Heel Boots

Steve Madden Lytton Leather Mid Kitten Heel Boots

Permanently Reduced

Artizan Suede Tall Boots

Artizan Suede Tall Boots

Lauren Ralph Lauren Artizan Suede Tall Boots

Permanently Reduced

Only size 9, 9.5 available

Twain Microsuede Knee High Block Heel Boots

Twain Microsuede Knee High Block Heel Boots

Steve Madden Twain Microsuede Knee High Block Heel Boots

Permanently Reduced

Women's Darlin Short Leather Block Heel Western Booties

Women's Darlin Short Leather Block Heel Western Booties

Ariat Women's Darlin Short Leather Block Heel Western Booties

Weslye Leather Snip Toe Kitten Block Heel Boots

Weslye Leather Snip Toe Kitten Block Heel Boots

Gianni Bini Weslye Leather Snip Toe Kitten Block Heel Boots

Permanently Reduced

Dillard´s Exclusive

Bonnay Suede Tall Boots

Lucky Brand Bonnay Suede Tall Boots

Permanently Reduced

Jayla Suede Fringe Cone Heel Booties

Jayla Suede Fringe Cone Heel Booties

Michael Kors Jayla Suede Fringe Cone Heel Booties

Permanently Reduced

Sady Leather Tall Riding Boots

Sady Leather Tall Riding Boots

Steve Madden Sady Leather Tall Riding Boots

Permanently Reduced

Anika Snake Embossed Leather Wing Tip Kitten Heel Booties

Anika Snake Embossed Leather Wing Tip Kitten Heel Booties

Dolce Vita Anika Snake Embossed Leather Wing Tip Kitten Heel Booties

Permanently Reduced

Hybiscus Suede Tall Riding Boots

Lucky Brand Hybiscus Suede Tall Riding Boots

Permanently Reduced

Trail-Blazer Stretch Block Heel Tall Boots

Trail-Blazer Stretch Block Heel Tall Boots

GB Trail-Blazer Stretch Block Heel Tall Boots

Permanently Reduced

Dillard´s Exclusive

Darnold Suede Block Heel Booties

Darnold Suede Block Heel Booties

Gianni Bini Darnold Suede Block Heel Booties

Dillard´s Exclusive

Women's Marisol Insulated Waterproof Block Heel Winter Booties

Women's Marisol Insulated Waterproof Block Heel Winter Booties

Hunter Women's Marisol Insulated Waterproof Block Heel Winter Booties

Internet Exclusive

New Frontier Leather Block Heel Western Booties

New Frontier Leather Block Heel Western Booties

Free People New Frontier Leather Block Heel Western Booties

Permanently Reduced

Only size 6 available

Shilo Leather Artisan Whipstitch Detail Block Heel Booties

Shilo Leather Artisan Whipstitch Detail Block Heel Booties

Kork-Ease Shilo Leather Artisan Whipstitch Detail Block Heel Booties

Permanently Reduced

Now $80.50 - $154.10

200 Items
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About Comfortable Heeled Boots

Discover the perfect blend of style and comfort with our collection of comfortable heeled boots. Designed for all-day wear, these boots feature cushioned insoles and supportive structures that ensure your feet feel great, whether you're at work or enjoying a night out. With a variety of styles, including ankle booties, tall boots, and block heels, you can find the ideal pair to match any outfit.

Crafted from high-quality materials, our comfortable heeled boots offer durability and elegance, making them a staple in your wardrobe. From chic suede to sleek leather finishes, these boots elevate your look while providing the comfort you need for everyday activities.

What are comfortable heeled boots?

Comfortable heeled boots are footwear designed with features that prioritize comfort without compromising on style. They often include cushioned insoles, supportive heels, and ergonomic designs to ensure ease of wear throughout the day.

Are block heels more comfortable than stilettos?

Yes, block heels are generally considered more comfortable than stilettos due to their wider base, which provides better stability and support. This design helps distribute weight more evenly, reducing pressure on the feet.

Can I wear comfortable heeled boots for long periods?

Absolutely! Comfortable heeled boots are specifically designed for extended wear, featuring elements like cushioned footbeds and supportive arches. This makes them suitable for long days at work or social events.

What occasions are suitable for wearing comfortable heeled boots?

Comfortable heeled boots are versatile and can be worn for various occasions, including casual outings, office settings, and even formal events. Their stylish designs allow them to complement a wide range of outfits.

How do I choose the right size for comfortable heeled boots?

To choose the right size for comfortable heeled boots, it's important to measure your foot and refer to the sizing chart provided by the retailer. Additionally, consider the type of socks you plan to wear and any specific fit preferences you may have.

What materials are commonly used in comfortable heeled boots?

Comfortable heeled boots are often made from materials such as leather, suede, and synthetic fabrics. Each material offers different benefits, including durability, flexibility, and ease of maintenance, allowing you to select the best option for your needs.

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