Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
Hailey - Orthopedic Boots
4.7/5 | 38.000+ Reviews

Hailey - Orthopedic Boots

$324.95 $64.95 Save 80%
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SALE UPDATE: Due to high demand during our Legacy Sale, only a few units remain in stock. If you can click ‘Add to Cart’, the item is still available.

Elevate your everyday style with the Hailey Orthopedic Boots, where elegance meets unparalleled comfort!

  • Unmatched Support and Comfort: Experience all-day comfort with a gel-filled sole that absorbs shocks effortlessly.
  • Stability and Safety: Walk with confidence, thanks to the 4 cm heel and integrated orthopedic support for excellent stability.
  • Lightweight and Breathable: Stay cool and comfortable in any season with a design that prioritizes breathability.
  • Unique and Versatile Style: Choose from vibrant colors that effortlessly complement both casual and formal outfits.

At Madison Boutique Charleston, customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping. We use the reliable delivery services of UPS.

Doesn't fit? No problem! You can exchange or return it anytime, with a 30-day return policy.

Shopping with Madison Boutique Charleston is always simple, safe, and worry-free.

We make shopping simple, safe, and stress-free.

Here’s how you can pay:

  • Credit & Debit Cards: We accept all major cards - Visa, Mastercard, and American Express.
  • Mobile Payments: Enjoy a faster checkout with Apple Pay, Google Pay, or Shop Pay.
  • Gift Cards & Store Credit: Have one from us? You can easily use it toward your purchase.

Your payment is always protected - because your peace of mind matters to us.

Ashley Johnsonverified-badgeand 38.000+ women feel confident with Madison Boutique Charleston.

Customers love Madison Boutique Charleston

These boots are absolutely perfect! The suede feels so soft and high-quality, and they’re comfortable enough to wear all day. I love how they slouch just the right amount — stylish but still effortless. They go with everything from jeans to dresses, and I’ve already gotten so many compliments! Perfect for crisp autumn walks or cozy outings.

Valerie Harmon

I’m 65, and finding clothing that fits comfortably and still looks good hasn’t been easy. This coat is a wonderful surprise—light, warm, and not clingy at all. It drapes beautifully and gives me the coverage I like without feeling bulky. I’ve already gotten several compliments, and it’s been a long time since a piece of clothing made me feel this put-together. I’m truly happy with it.

Linda Brooks

I absolutely love this cardigan! The knit is soft and warm without feeling heavy, and the blue floral pattern is even prettier in person. It has such a relaxed, comfy fit that’s perfect for layering over a tank or tee. I’ve already worn it several times, and every time I do, someone compliments it! It’s quickly become one of my favorite pieces for cool days.

Emily Carter

This Blouse is a dream — soft, cozy, and so flattering. I’ve already worn it to brunch and church, and everyone asked where I got it.

Claire Benson

I’m obsessed with these shoes! They’re unbelievably comfortable and so easy to slip on. The inside lining is super soft and keeps my feet warm even on the coldest mornings. I also love the deep burgundy color — it looks so chic and goes with everything. Perfect for running errands or just staying cozy at home. I’ll definitely be ordering another pair!

Lauren Davis

"I’m in love with these boots! They’re super comfortable right out of the box — no breaking in needed. The color is gorgeous and goes with everything from jeans to dresses. I’ve worn them on long walks and they still feel great by the end of the day. The quality is fantastic, and I’ve already had people asking where I got them. Definitely my favorite pair this season!

Jessica Miller

I’m 65 and wanted something warm, lightweight, and easy to move in — this jacket is perfect. It keeps me cozy without feeling heavy, and I love how soft and comfortable it is. The longer length keeps my legs warmer on chilly walks, and the hood is a great bonus for windy days. The navy color is elegant and goes with everything. I’ve had several friends ask where I found it!

Patricia Reynolds

COMBINE AND GET AN EXTRA 10% OFF

About Madison Boutique Charleston

Madison Boutique Charleston has always been more than a boutique - it began with a grandmother whose love, strength, and guidance shaped the heart of everything we do.

Her belief in caring for others, in creating something meaningful for future generations, and in welcoming women with warmth lives on through her daughter and granddaughter. What started as a simple dream became a legacy built on family, faith, and a shared love for beautiful, comfortable clothing.

Today, that legacy continues through three generations - grandmother, mother, and daughter - and through the incredible community of women who have supported us along the way.

In honor of her birthday and in loving memory of the woman who started it all, we’re celebrating with our Birthday Legacy Sale, featuring up to 80% off sitewide - our way of saying thank you for being part of the Madison Boutique Charleston story.

Thank you for helping us carry forward her legacy of comfort, confidence, and timeless style.

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Frequently Asked Questions

We use a return period of 30 days during which the customer may return his or her package without giving any reason. These 30 days start when the package is received. Please note that the return shipment must be sent back to us within these 30 days.

We’re committed to processing and shipping your orders quickly within 24 to 48 hours of placing them.

Once your order is on its way, you’ll receive a friendly email notification with tracking details. This will allow you to easily follow the journey of your package as it makes its way to you. You can click here to track your order when you have received the order details

At Madison Boutique , customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping. We use the reliable delivery services of UPS.

We offer a range of secure and convenient payment methods to make your shopping experience seamless. Here’s what we currently accept:

  • Credit or Debit Cards: We welcome all major credit and debit cards, including Visa, Mastercard, and American Express.
  • Mobile Payment Services: You can also use Apple Pay, Shop Pay, or Google Pay for a quick and easy checkout.
  • Gift Cards or Store Credit: Have a gift card or store credit from us? You can use it towards your purchase.

For any press enquiries, please contact us at contact@madisonboutiquecharleston.com

We value every customer. Whether you need help with sizing, delivery details, or simply wish to learn more about our collections, our dedicated team is here to support you. All enquiries are answered within 48 hours.

FREE SHIPPING

Orders in the United States are always shipped for free and insured with Track & Trace

30 - DAY MONEY BACK GUARANTEE

At Madison Boutique Charleston, you can shop with peace of mind thanks to our 30-day money-back guarantee. Simply return your items within 30 days.

Secure checkout

At Madison Boutique Charleston, you can securely and conveniently pay for your order using Credit Card.