Men's Waterproof Insulated Mid-Calf Winter Boots - Black
Men's Waterproof Insulated Mid-Calf Winter Boots - Black
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots - Red
Men's Waterproof Insulated Mid-Calf Winter Boots - Yellow
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots
Men's Waterproof Insulated Mid-Calf Winter Boots

Henrik | Men's Waterproof Insulated Mid-Calf Winter Boots

Regular price $209.95 Sale price$104.95 Save 50%
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These waterproof winter boots keep feet warm and dry through every cold, wet errand.

The Desmond is built for the months when the mornings turn sharp and the sidewalks turn slick. Evelyn and Olivia have watched too many good winters get interrupted by cold, damp feet, so this boot was chosen for exactly that problem: a waterproof shell, a warm lining, and a sole that holds its footing when the ground does not.

Whether it is a walk to the mailbox, a morning at the garden centre, or simply clearing the walkway after a snowfall, the Desmond is made to be put on without a fuss and trusted for the whole outing. The mid-calf height gives real coverage against slush and snow without ever feeling heavy or restrictive, and the slip-on design means no bending or fumbling with laces on a cold morning.

Why You'll Love It

  • Waterproof protection: a sealed exterior keeps feet dry through rain, slush, and melting snow
  • Insulated warmth: a soft faux fur lining holds in warmth without adding bulk
  • Non-slip sole: a textured grip sole gives steadier footing on wet or icy surfaces

Perfect For

The Desmond suits the practical side of winter: shovelling the driveway, walking the dog before breakfast, or running a quick errand when the forecast turns. It slips on easily over a warm sock and goes just as easily by the door at the end of the day, making it a natural match for a warm parka or a lined winter coat.

Frequently Asked Questions

How does the Desmond fit?
It runs true to size with a round toe and roomy mid-calf shaft, so there is comfortable space for a thicker winter sock without feeling snug.

Which colour should I choose?
Black is the easiest to pair with any winter coat or trouser and hides road salt well; it is a dependable choice for daily wear through the season.

What goes well with these boots?
They sit nicely under straight-leg trousers or tucked jeans, and pair naturally with a wool or fleece-lined winter jacket for cold outings.

Size (US) Size (EU) Foot length
6.5 39 9.6″
24.5 cm
7 40 9.8″
25 cm
8 41 10″
25.5 cm
9 42 10.2″
26 cm
10 43 10.4″
26.5 cm
10.5 44 10.6″
27 cm
11 45 10.8″
27.5 cm
12 46 11″
28 cm
13 47 11.2″
28.4 cm
14 48 11.5″
29.1 cm
15 49 11.7″
29.8 cm
16 50 12″
30.4 cm
17 51 12.2″
31.1 cm
18 52 12.5″
31.8 cm

Unsure between two sizes? Choose the larger one for the best comfort and fit.

Once your payment is confirmed, we get straight to work preparing your order.

As soon as your order is on its way we send you a confirmation email with a tracking number, so you can follow it the whole way. You can also check in any time on our Track Your Order page.

We want you to love what you receive — but if something doesn't feel quite right, we've got you 100% covered. Whether it's the fit, the style, or anything in between, you have 30 days to return your order.

We believe clothing should make you feel like the best version of yourself — comfortable, confident and completely you. That is what drives everything we do at Evelyn & Olivia.

Finding the right piece can make all the difference, and we are here to help you every step of the way. Whether you need advice on sizing, a recommendation, or just want to say hello, we are always happy to help.

Write to us any time at info@evelynandolivia-toronto.com. We answer most messages within one business day, Monday to Friday.

30-DAY MONEY-BACK GUARANTEE

We love our products and are confident that you will too! That’s why we offer a 30-day money-back guarantee. If the product doesn’t meet your expectations, simply return it for a refund.

FAQs

Yes — shipping is free on every order within Canada, with no minimum. The price you see at checkout is the total you pay: no delivery charge, and nothing to pay on arrival.

As soon as your parcel leaves the warehouse, we email you a dispatch confirmation with your tracking link. The first carrier scan can take 24 to 48 hours to appear, which is normal. Our Track Your Order page explains how to follow your parcel and what to do if the tracking stops updating.

The size selector on each product page shows the sizes we carry, and the description tells you how the piece is cut and how it is meant to sit. If you are between two sizes, email us with your usual size and the item you are looking at — we will tell you which one we would send. That is quicker than guessing, and it saves you a return.

You can pay safely and securely with:

  • Visa
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Payment is handled securely by our payment provider — we never see or store your card details.

Free shipping across Canada

Enjoy free premium shipping on all orders. Fast, reliable, and with no hidden fees.

30-Day Money-Back Guarantee

Shop with confidence. If it’s not the right fit, our hassle-free returns make it simple to send it back.

Secure Payment

Every payment is processed over an encrypted connection by our payment provider. We never see or store your card details.

we're here for you

Have a question? Need sizing help? Just want to say hi? Reach out anytime at info@evelynandolivia-toronto.com. We personally handle every message with care.