4.7 | based on 2987+ reviews

Bailey | Round Toe Fall Boots

$110.00 $54.95
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CLOSURE SALE UPDATE: Due to High demand during our Closure Sale, only 4 units are in stock! If you can still click 'Add to cart' it's still available

Classic Comfort, Timeless Style – Bailey

The Bailey Round Toe Fall Boots are designed with everyday wear in mind. Featuring a soft cushioned insole, supportive sole, and a classic round-toe design, Bailey combines comfort with effortless autumn style. Perfect for pairing with jeans, leggings, or dresses, these boots carry you from crisp mornings to cozy evenings with ease.

WHY OUR CUSTOMERS LOVE THE BAILEY BOOTS

  • Rounded toe for a roomy, comfortable fit

  • Cushioned insole for all-day support

  • Durable, slip-resistant sole for stability

  • Timeless design that complements any fall outfit

  • Lightweight yet sturdy build for long wear

  • Cozy seasonal style that’s versatile and chic

From pumpkin patch outings to city strolls, Bailey makes fall adventures stylish and comfortable every step of the way.

Fall in Style – Bailey Boots Won’t Last!

We are offering free shipping in the United States only today.

We ship our packages with a Track & Trace code so you can always monitor your order.

You will receive the Track & Trace code via email within 24-72 hours after placing your order.

If our product does not meet your expectations, you can return it within 30 days upon receipt.

Before returning the goods, please contact our customer service at info@dianarose-boutique.com and let us know the reason for the return so we can process your request correctly.

Please review our return policy for more information!

Our customer service is available 24/7 to answer all your questions and comments. Whether you need advice on a product or help with an order, we are here to support you.

Don’t hesitate to contact us; we’re happy to help!

OUR FINAL GOODBYE

Over the years, we opened Diana & Rose Malibu with a vision: to create a boutique that celebrated beauty, confidence, and effortless style. What blossomed was far more than fashion — it became a family.

As we now begin a new chapter in retirement, our hearts are overflowing with gratitude. Thank you for your loyalty, laughter, and for making this journey so extraordinary.

With love,

Diana & Rose

Malibu

OUR CUSTOMERS LOVE DIANA & ROSE❤️

The packaging alone made me feel like I was treating myself to something really special. These boots are even more beautiful in person and so comfortable I wore them around the house for an hour before I could take them off. I'm already planning my next order.

Ashley Martin, Seattle WA

I took a chance on these boots during the Anniversary Sale and I'm so glad I did. The quality is even better than I expected and they're surprisingly comfortable right out of the box. They look amazing with skirts and I can already tell I'll be wearing them constantly.

Linda Thompson, Portland OR

I wasn't sure about ordering boots online, but these exceeded my expectations. They fit perfectly and were surprisingly comfortable right out of the box. I wore them to dinner last night and felt so put together and confident.

Melissa Harper, Charlotte NC

These ankle boots are exactly what I needed for everyday wear. The heel height is perfect for running errands or meeting friends for lunch, and they look so polished with jeans. I've gotten more use out of these in one week than most shoes I own.

Diana Mitchell, Austin TX

These boots are exactly what I was looking for. They fit perfectly with jeans and are so comfortable I've been wearing them around the house just because. I'm already eyeing another pair in brown.

Rachel Stevens, Columbus OH

frequently asked questions

Yes, within the United States you can track your order. Once your order is shipped, you will receive a tracking number via email. You can use this number to check the status of your delivery on our website or the carrier’s website.

If you need to return or exchange an item, please contact our customer support team. They will guide you through our easy and hassle-free return process. Make sure to have your order number and details ready for a smoother experience.

NOTE: Within the United States we offer a 30-day money back guarantee!

Absolutely! We pride ourselves on offering only high-quality products. Each item undergoes rigorous quality checks to ensure it meets our standards before being made available to you.

To find the right size, refer to our comprehensive size guide available on each product page. The guide includes detailed measurements and tips to help you choose the best fit. If you’re still unsure, our customer support team is here to assist you.

Yes, your payments are secure. We use industry-leading encryption and security measures to protect your personal and payment information during the transaction process.

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30-Day Money-Back Guarantee

At Diana&Rose, you benefit from a 30-day return policy with a money-back guarantee, so you can shop with peace of mind.

FREE SHIPPING

We are offering free shipping throughout United States only today.

24/7 CUSTOMER SERVICE

If you have any questions, feedback, or concerns about your order, don't worry! Our customer service team is here to assist you.

SECURE PAYMENT

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