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Stridewell – Square-Heel Zip-Up Ankle Boots
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Stridewell – Square-Heel Zip-Up Ankle Boots

Sale price  $59.99 Regular price  $119.99
You save $60.00 (50%)Fall Edit price
Color Light Brown
Size chart

Size Assistant · Shoes

Stridewell – Square-Heel Zip-Up Ankle Boots

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Free UPS delivery · arrives in 4–8 business days

Processed in 2–4 business days, then delivered by UPS in 2–4 business days from our North American warehouse.

  • Free UPS shippingOn every US order
  • 90-day returnsEasy exchanges, printable label
  • Designed in the USShips from North America
  • Secure checkoutSSL encrypted · 3-D Secure

The Hartwell Oaks Promise

Not the right fit? Exchange or return it within 90 days — we’ll email you a printable label. Every order ships with UPS tracking, and a real person answers every email, usually within a few hours.

contact@hartwell-oaks.com
Description

Boots That Stay Comfortable From Morning To Night

Some mornings you just want to put on one pair and be done. These are those boots.

The low square heel spreads your weight instead of pushing it onto your toes, so standing and walking all day feels easy.

A padded arch-support insole sits under a grooved rubber sole — comfort you feel, not just a promise on a tag.

Cozy indoors, steady on a damp sidewalk, and they look right with what you already own.

Rubber Sole With A Grooved Tread, Built For Wet Pavement

✓ Stand all day without aching feet
The low square heel keeps your weight balanced instead of crushing your toes. Your feet feel the difference by hour four.

✓ One pair, no shoe swap needed
Wear them from the kitchen to a long afternoon walk. No spare flats in your bag, no changing under your desk.

✓ Arch support built right in
A padded insole with real arch shape means comfort isn't a guess. Most boots leave this out and hope you won't notice.

✓ Steady footing on wet sidewalks
The grooved rubber sole grips damp pavement and fallen leaves. Walk at your normal pace instead of tiptoeing.

✓ Goes with everything already in your closet
Clean round toe, smooth side zip, neutral finish. Eight colorways, so there's one that works with your jeans and your dress pants both.

What you get today

  • Stridewell ankle boots, one pair
  • Padded arch-support insole for all-day standing and walking
  • Grooved rubber outsole for grip on wet pavement
  • Smooth side zip — on and off in seconds
  • Free tracked shipping
  • 30-day money-back guarantee

Seasonal production run — once this batch sells out, restock pricing may change.

Bring Stridewell into your closet today and step into boots that stay comfortable from morning to night.

Try Stridewell at home for 30 days. If they don't fit, look right, or wear the way you expected, return them for a full refund.

30-day at-home trial
Try Stridewell at home for 30 days. If they don't fit, look right, or wear the way you expected, return them for a full refund.

Frequently asked questions

Can I wear these with thick socks?
Yes. The round toe box leaves room for a regular wool sock without pinching. Measure your foot length against the chart first.

Will the zipper hold up?
The side zip runs on a reinforced track and glides without catching. It's the part most boots get wrong, so we didn't cut corners there.

Are these okay in the rain?
They handle damp sidewalks, puddles, and light rain just fine. They're not rubber rain boots, so skip the deep slush.

How do I keep them looking new?
Wipe them with a damp cloth after a wet walk and let them air dry. Keep them away from direct heat like radiators.

Specifications

  • Size: Foot length 8.9 to 10.6 inches (see size chart)
  • Material: Faux leather upper with imitation leather lining, rubber sole

How to wash

  • Wipe clean with a damp cloth
  • Do not machine wash
  • Air dry away from direct heat
Size & fit

Not sure which size to choose? Use Find your size above — enter your height and weight, answer three quick questions and get your size in seconds. You can also see our size chart or email contact@hartwell-oaks.com for personal fit advice.

Shipping & delivery

Free UPS shipping on every US order. Orders are processed in 2–4 business days and delivered by UPS in 2–4 business days from our North American warehouse. You’ll receive a UPS tracking link by email as soon as your order ships.

Returns & exchanges

Return or exchange unworn items with tags attached within 90 days of delivery. Email us and we’ll send a printable UPS return label. A return shipping fee is deducted from standard refunds; returns are free if an item arrived damaged, faulty or incorrect. Full return policy.

Care

Please follow the care label sewn into your garment. We recommend gentle cold washing or professional dry cleaning for wool, cashmere and tailored pieces, and drying knitwear flat.

Worn & loved

What Our Customers Say

4.8

Based on verified reviews

★★★★★ Verified buyer

Better than I hoped

The camel coat is beautifully cut and the wool feels substantial. I ordered my usual M after using the size assistant — perfect through the shoulders.

Caroline B.· Baton Rouge, LA

Purchased: Wool Wrap Coat · Camel
Fit: True to size

★★★★★ Verified buyer

Quality you can feel

Bought the sweater and the boots together and used the 3-item discount. Exchange for a different size was easy too.

Marcus L.· Atlanta, GA

Purchased: Knit Sweater · Cream
Fit: True to size

Customer photo from Ryan K.
★★★★★ Verified buyer

Comfortable from day one

Leather is supple, no break-in pain. Sizing chart was spot on with my EU size.

Ryan K.· Nashville, TN

Purchased: Leather Chelsea Boots · Cognac
Fit: True to size

Customer photo from Danielle R.
★★★★★ Verified buyer

Wore it to a wedding in the Quarter

Elegant without trying too hard. The fabric drapes nicely and the length is just right for heels.

Danielle R.· New Orleans, LA

Purchased: Satin Midi Dress · Burgundy
Fit: True to size

Customer photo from Megan T.
★★★★★ Verified buyer

Packaging felt like a gift

Arrived in 5 days, wrapped in tissue. The burgundy color is even richer in person.

Megan T.· Austin, TX

Purchased: Ribbed Knit Sweater · Burgundy
Fit: True to size

Customer photo from Patricia H.
★★★★★ Verified buyer

Perfect weight for our winters

Warm enough for chilly mornings without being bulky. I sized down one for a slimmer look.

Patricia H.· Charleston, SC

Purchased: Quilted Jacket · Olive
Fit: Runs slightly large

Customer photo from Andrew M.
★★★★★ Verified buyer

Sharp and well made

The overcoat looks far more expensive than it was. Shoulders sit right, sleeves the right length.

Andrew M.· Richmond, VA

Purchased: Wool Overcoat · Charcoal
Fit: True to size

Customer photo from Lauren & Tyler S.
★★★★★ Verified buyer

Matching for the holidays

We ordered his and hers sweaters for our family photos. Soft, cozy and shipped quickly.

Lauren & Tyler S.· Birmingham, AL

Purchased: Knit Sweaters · Cream & Forest
Fit: True to size

Customer photo from Susan P.
★★★★★ Verified buyer

Finally trousers that fit

High rise, wide leg, and the waist doesn’t gap. I emailed for size advice and got an answer within an hour.

Susan P.· Houston, TX

Purchased: Wide Leg Wool Trousers · Cream
Fit: True to size

Customer photo from Emily C.
★★★★★ Verified buyer

Built a whole fall outfit

Coat, scarf and boots arrived together in one beautiful box. The 20% multi-buy discount made it a great deal.

Emily C.· Savannah, GA

Purchased: Coat, Scarf & Ankle Boots
Fit: True to size

★★★★★ Verified buyer

My new favorite sweater

Heavy, soft cable knit that doesn’t itch. Wore it to a game day in Oxford and got three compliments before noon.

James W.· Jackson, MS

Purchased: Cable Knit Crewneck · Cream
Fit: Slightly relaxed

Customer photo from Grace N.
★★★★★ Verified buyer

Returns were painless

I exchanged for a smaller size and they emailed a label the same day. Customer service you rarely find anymore.

Grace N.· Lafayette, LA

Purchased: Long Wool Coat · Camel
Fit: Runs slightly large

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Good to know

Questions & Answers

Shipping, returns, sizing and payment — answered. Anything else? A real person replies within a few hours.

contact@hartwell-oaks.com

We reply within a few hours, 7 days a week.

Orders & Shipping

How long does shipping take?

Orders are processed in 2–4 business days at our North American warehouse and delivered by UPS in 2–4 business days after dispatch — typically 4–8 business days in total. Shipping is free on every US order.

Do you ship outside the United States?

At the moment we ship within the United States only, including Alaska and Hawaii.

How do I track my order?

You’ll receive an email with your UPS tracking link as soon as your order ships. You can also check the status anytime in your account.

Can I change or cancel my order?

Email contact@hartwell-oaks.com as soon as possible. As long as your order hasn’t been dispatched, we’ll gladly change or cancel it.

Returns & Exchanges

What is your return policy?

You have 90 days from delivery to return or exchange unworn items with the original tags attached. Read the full return policy.

How do I start a return or exchange?

Email contact@hartwell-oaks.com with your order number and the items you’d like to return or exchange. We’ll send you a printable UPS return label — pack the items with their tags and drop the parcel at any UPS location.

Is return shipping free?

A return shipping fee applies to standard returns and is deducted from your refund. Returns are free if an item arrived damaged, faulty or incorrect — just send us a photo and we’ll take care of everything.

When will I receive my refund?

Once your return arrives at our warehouse and has been checked, we issue the refund to your original payment method and confirm it by email. Depending on your bank, it can take a few additional business days to appear on your statement.

Sizing & Fit

How do I find the right size?

Use Find your size next to the size selector on every product page — enter your height and weight, answer three quick questions and get your recommended size in seconds. You can also check our Size Guide.

What if I’m between two sizes?

The Size Assistant tells you when you’re between sizes and which one gives a closer or roomier fit. For coats and jackets you’ll wear over knitwear, we usually recommend the larger size.

Which size system do you use?

All clothing is sized in US sizes. For shoes, the Size Assistant converts your usual US, EU or UK size — or your foot length — into the right size for each style.

Can I get personal fit advice?

Of course. Email contact@hartwell-oaks.com with your height, weight and the size you usually wear, and our team will recommend your size — usually within a few hours.

Payment & Pricing

Which payment methods do you accept?

American Express, Visa, Mastercard, Apple Pay and Google Pay.

Is my payment secure?

Yes. Checkout is processed by Shopify with 256-bit SSL encryption and 3-D Secure where supported. We never see or store your full card details.

How do the multi-buy savings work?

Savings apply automatically in your bag: 2 items save 10%, 3 items save 15% and 4 or more save 20%. No code needed.

Do prices include sales tax?

All prices are shown in US dollars. Applicable sales tax is calculated at checkout based on your shipping address.

About Hartwell Oaks

Where are your pieces designed and shipped from?

Every piece is designed in our studio at 6017 Patton St in Uptown New Orleans and ships from our warehouse in North America.

How should I care for wool and cashmere?

Always follow the care label. As a rule: wash gently in cold water or have it dry cleaned, dry knitwear flat, store it folded rather than on a hanger, and let wool rest a day between wears.

How can I contact you?

Email contact@hartwell-oaks.com — a real person answers every message, usually within a few hours. Our studio address is 6017 Patton St, New Orleans, LA 70118, USA.

How do I hear about new collections and private sales?

Sign up for The Hartwell Oaks Letter at the bottom of any page. We write a few times a month with new arrivals, private sales and notes from New Orleans — unsubscribe anytime.