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Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
Bailey | Round Toe Fall Boots
4.6 out of five star rating on Trustpilot Beloved by 1,700+ people

Bailey | Round Toe Fall Boots

$200.00 $74.95
/
  • Free shipping across Canada
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  • Only 4 In stock
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CHRISTMAS SALE UPDATE : Due to high demand during our Christmas Sale, only a few 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!

Free shipping for Canadian Customers. Because we want to keep your costs as low as possible, we offer free shipping for all our products for all our Canadian customers.

We also invest heavily on environmentally friendly shipping options to make the world a better place.

Not satisfied? Money back!

We stand 100% behind our products, which is why we offer a satisfaction guarantee: once you have received the product, you can easily return it.

Pauline & Helen Vancouver has over 1,700 satisfied customers, and our customers rate us 4.7/5.0.

I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

My new coat is exactly what I was hoping for. Warm, elegant, and easy to wear every day. It keeps me cozy on cold mornings but still looks polished enough for dinner out. I feel well put together the moment I put it on. 

Olivia R.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

I took advantage of the sale. My order came quickly and quality is good. I will order here more often if the sale is still here!

MICHELLE L.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

Absolutely love this jacket! The fit is super flattering and it feels really high quality. Wore it to dinner last weekend and got so many compliments — I’ll definitely be wearing it a lot more!

SUSAN D.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

First received the wrong size, and I sent them an email and they immediately sent a new one. Good customer support.

KAREN H.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.

MARIANNE D.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

Great fit of the clothes and the quality is good! Use it daily for already 6 months and still super good. Highly recommended.

WENDY Q.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

I thought the pieces might just look good online, but after receiving them I can see the quality is even better in person. So happy with my Pauline & Helen order!

TESS O.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

Sleek, classy, and feels like a piece I should’ve had years ago. Matches literally everything in my closet.

MARGARETT B.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

Love the fit - relaxed but sitll elevated. I will definetely order more items on this webshop!!

JILIAN K.

<p>I absolutely love my new Pauline & Helen blazer. It looks polished enough for meetings or dinner out, but it feels as comfortable as my favorite sweater. At my age, I want elegance without sacrificing ease, and this blazer gives me both. Every time I wear it, I get compliments.</p>

Just opened my order from Pauline & Helen – amazing boots and the fabrics feel premium

AMY B.

30 day Money back guarantee

If for any reason you are not happy with your purchase. You can get your money back within 30 days

CELEBRATE OUR ANNIVERSARY IN STYLE

For more than 21 years, we’ve carefully designed and curated fashion pieces — handcrafted with love to empower women with timeless elegance and effortless style. Born from the bond between two sisters, Pauline & Helen Vancouver has always been about more than fashion — it’s about confidence, comfort, and authenticity.

This month, we’re celebrating a double occasion: our 21st anniversary and the start of the Christmas Sale. To thank you for being part of our story, we’re offering exclusive discounts across all collections — from elegant fall essentials to timeless winter favorites.

It’s the perfect moment to treat yourself to something special. But hurry — these limited-time anniversary savings won’t last long.

Thank you for your support!

With love,

— The sisters Pauline & Helen

Combine and receive up to 25% extra discount!

FAQs

We deliver every order across Canada with Canada Post and UPS. Your package ships quickly and always comes with fast, reliable, and free delivery.

Not completely satisfied? No problem, you can return your order within 30 days of delivery. We’ll make sure the process is simple and stress-free. For full details, please see our Refund Policy and FAQ in the footer of our website.

You can track your order by entering your order number along with your email address or phone number, or simply by using your tracking number. After clicking “Track”, the latest status of your shipment will appear.

Please note: it’s normal for the progress bar to stay on “Info received” until your package is delivered. As your order moves through transit, updates will automatically appear at the bottom of the page.

We provide detailed size charts on every product page. If you're unsure, our team is happy to help you pick the best fit — just contact us via Email: info@paulinehelenvancouver.com

Orders are typically processed within 3 business days after being placed.

Yes all payments on our store are 100% secure.

We support encrypted checkout through Mastercard, Visa, American Express, Apple Pay & Shop Pay, so your information is always protected.

Yes, after submitting your order you will receive a confirmation in your email inbox. If you do not receive the email, please do not hesitate to contact our customer service, we will be happy to help you.


Email:info@paulinehelenvancouver.com

Free fast shipping

At Pauline & Helen,we aim to provide maximum convenience for our customers and offer complimentary shipping across the United States!

30-DAY MONEY-BACK GUARANTEE

At Pauline & Helen, we offer a 30-day return period. This gives you plenty of time to return your item if you're not completely satisfied.

Quality guarantee

At Pauline & Helen, we always set the standards, ensuring the highest quality and service for our customers.

24/7 support

At Pauline & Helen, we're always here to help, providing support whenever you need it.

SUPPORT

Need help? Get in touch with our customer service.

✉️ 

info@paulinehelenvancouver.com

📍Vancouver

Our team is available 7 days a week, don't hesitate to contact us!

Monday to Sunday: 24 hours a day

★ ★ ★ ★ ★ (1,700+ satisfied customers)

OUR GARANTEES

✔ We have been providing the best service to our customers for over 25 years.

✔ Free, fast shipping with UPS or Canada post

✔ Easy returns within 30 days.

✔ 100% secure payment.

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Bailey | Round Toe Fall Boots