The Highlands Men's Durable Leather Chelsea Boots
$129.95 CAD$210.00 CAD
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Join 50,000+ Gentlemen Across Canada
Timeless Elegance, Everyday Strength – The Highlands Men's Durable Leather Chelsea Boots
Look sharp without the hassle or the high price. The Highlands Chelsea Boots, crafted from durable leather with a sleek, retro silhouette, deliver classic style and lasting comfort in one. Whether paired with jeans for a casual weekend or pants for a refined evening look, these versatile boots keep you confident, stylish, and ready for any occasion—without overthinking.
Product Details
- Material: Premium, durable leather with a smooth finish
- Fit: Tailored fit designed for comfort and support
- Features: Iconic slip-on Chelsea boot design with elastic side panels and pull tab
- Occasion: Ideal for casual outings, office wear, or evening events
- Care: Easy to maintain with regular leather care for long-lasting wear
SIZE GUIDE
For clothing, we recommend ordering one size up for the best fit.
Please allow a margin of error of 1–3 cm due to manual measurement.
For footwear, please refer to the size chart for accurate sizing.
Shipping & Delivery
FREE SHIPPING
We offer free shipping on all orders across Canada — no hidden fees, no minimum purchase required. We also run exclusive promotions from time to time, so keep an eye out!
Delivery Times
Your order will typically arrive within 5–9 business days, depending on your location.
This includes:
- 0–2 business days for order processing
- 5–7 business days for delivery
Same-Day Processing
We ship your order as quickly as possible!
Orders placed on weekdays before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto) are generally dispatched the same day.
Orders placed on weekends or public holidays will be processed on the next business day.
Returns & Refunds
Returns Made Easy
We want you to be completely satisfied with your purchase. If for any reason you’re not, you can return your order within 30 days of receipt.
Return Conditions:
- Items must be unworn, unwashed, and returned in resellable condition with all original labels attached.
- Sale items may also be returned and are eligible for an exchange, store credit, or refund.
Please note: Return shipping costs are the responsibility of the customer.
30 Day Try-On
Try it at home. Experience the fit. Return with no complications.
Free Shipping
Dispatched same day before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto)
Crafted for Canada
Over 50,000 satisfied gentlemen served across Canada.
Curated Recommendations — Just for You
Perhaps You’re Wondering…
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We ship your order as quickly as possible! Orders placed on weekdays before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto) are generally dispatched the same day.
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Good news! At The True North Gentleman, shipping is free on all orders across Canada.
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After placing your order, you will receive an email with your shipping information within 24 hours.
Please note that this email may occasionally end up in your junk or spam folder—so be sure to check those first.If you still can’t find it, feel free to contact us at info@thetruenorthgentleman.com— our team will be happy to assist you.
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We offer a 30-day return policy. If you are not completely satisfied with your purchase, you may return the item in its original condition within 30 days of receiving it for a refund or an exchange.
Simply contact our customer service team at info@thetruenorthgentleman.com,
including your order number and the reason for the return.
We will then provide you with the next steps. -
We get this question a lot. At the moment, we are focused on serving our customers in Canada. However, we might expand and may offer international shipping in the future. Stay tuned for updates!