Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Green
Women's Slouchy Mid-Calf Kitten Heel Boots - Off-White
Women's Slouchy Mid-Calf Kitten Heel Boots - Black
Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Brown
Women's Slouchy Mid-Calf Kitten Heel Boots
Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Brown
Women's Slouchy Mid-Calf Kitten Heel Boots
Women's Slouchy Mid-Calf Kitten Heel Boots
Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Green
Women's Slouchy Mid-Calf Kitten Heel Boots - Off-White
Women's Slouchy Mid-Calf Kitten Heel Boots - Black
Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Brown
Women's Slouchy Mid-Calf Kitten Heel Boots
Women's Slouchy Mid-Calf Kitten Heel Boots - Dark Brown
Women's Slouchy Mid-Calf Kitten Heel Boots
Women's Slouchy Mid-Calf Kitten Heel Boots

Winnie | Women's Slouchy Mid-Calf Kitten Heel Boots

$121.50 $84.95 Save 30%
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The Winnie is a slouchy mid-calf boot with a kitten heel and a pointed toe, cut for an easy, relaxed fit.

Why You'll Love It

  • Slouchy Mid-Calf Shaft: a relaxed, gathered fit that sits comfortably without gripping the leg, and settles naturally as you walk, rather than holding a fixed shape around your calf.
  • Kitten Heel: a low, rounded heel that adds a little height while keeping you steady, suited to a full day on your feet.
  • Pointed Toe: a slim, elegant toe shape with enough room to stay comfortable through a full day, rather than crowding your foot.

Perfect For

Wear the Winnie with your favourite trousers for a day of errands, or dress it up with a skirt for a visit with family. The relaxed shaft also makes it a comfortable choice for longer days when you are on your feet more than usual. The relaxed, slouchy shaft makes it easy to pull on and just as easy to live in, and the mid-calf height layers neatly under a coat without adding bulk. With four colours to choose from, it is easy to find one that slips straight into your existing wardrobe, whether you lean toward neutrals or like a little more colour underfoot.

FAQ

Do these boots have a zipper?
No. The Winnie is a pull-on boot, with a soft, slouchy shaft that eases on without any fastening to manage.

How far up the leg do they sit?
The Winnie sits at mid-calf, just below the widest part of the leg, for easy layering under trousers.

What colours are available?
The Winnie comes in Dark Green, Off-White, Black and Dark Brown, so there is a shade to suit most outfits in your wardrobe.

Available in sizes EU 35 to 42. The slouchy shaft is forgiving around the calf, so most customers find their usual size fits comfortably.

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.

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4 products

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
  • Mastercard
  • Maestro
  • Apple Pay
  • Google Pay

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.