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Isabella | Women's Orthopedic Boots

$270.00 $79.95 Save 70%
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A Chatham shop since 1994

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FALL SALE UPDATE:

Eleanor buys in small runs for one shop, so only a limited number of these are left. If you can still click 'Add to cart', it's still available.

The Isabella ankle boots pair a chic silhouette with genuine all-day support. An ergonomic footbed and waterproof build keep you comfortable and steady, whether it's a rainy commute or a long day out.

  • Orthopedic support: an ergonomic design encourages proper alignment and reduces strain.
  • Anti-slip sole: durable rubber gives superior traction on wet or slippery surfaces.
  • Waterproof build: keeps your feet dry in rain or snow, ready for any forecast.
  • Cushioned comfort: soft insoles and breathable materials keep feet relaxed all day.

Every order is packed by hand in Chatham and shipped free of charge anywhere in the United States. We use the reliable delivery services of UPS, and you'll hear from us the moment your parcel is on its way.

Thirty-two years of dressing women in Chatham, and the same promise online as in the shop. If a piece isn't right for you, send it back within 30 days and we'll refund you. No questions, no hurry.

We offer a range of secure and convenient payment methods to make your shopping experience seamless. Here's what we currently accept:

  • Credit or Debit Cards: all major cards, including Visa, Mastercard, and American Express.
  • Mobile Payment Services: Apple Pay, Shop Pay, or Google Pay for a quick and easy checkout.
  • Gift Cards or Store Credit: have a gift card or store credit from us? You can use it towards your purchase.

Our Community

Customers wear Thatcher & Hale with pride

Karen L.

Karen L.

Susan K.

Susan K.

Barbara T.

Barbara T.

Linda R.

Linda R.

Nancy P.

Nancy P.

Debbie W.

Debbie W.
One Shop on Main Street, Since 1994

For thirty-two years this has been a small shop in Chatham, full of pieces meant to be worn, not admired on a hanger.

We were open from May to October and closed our doors every November, like most of the street. Women found us on a summer weekend, went home, and called the shop in the fall to ask if we still had that coat. We were closed.

My daughter Caroline spent eight years telling me we should be online. Last spring she won, on one condition: I keep choosing every piece myself. Twice a year, by hand, and never more than one shop can carry.

This is our first fall with the doors open. Thank you for being here for it.

Free shipping on every order

Shipped free across the U.S.

Secure checkout

Your payment is protected with industry-standard security

Thoughtful materials

Eco-Friendly & made with care

Easy returns

Shop with confidence. Return or exchange within 30 days, no questions.