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The more you buy, the more you saveBuy 2 10% offBuy 3 15%Buy 4 20%Buy 5+ 25%Applied automatically at checkout — no code needed

Kenna | Orthopedic Sneakers

$124.88 USD

$49.95 USD

Save 60%

Free Shipping with UPS
30-Day Money-Back Guarantee
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Color Beige
Size 5

Only 9 left in stock

Due to high demand, availability is limited. If you can still add it to your cart, it is still available.

Sizes available for this product are shown in the size selector above. Where we hold supplier garment measurements for a style, they are listed in the product description.

Not sure between two sizes? Email support@jamessarahboston.com and we will help before you order.

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The more you buy, the more you save
Stack and save across every style. The discount applies automatically at checkout.
Buy 2 pieces Extra 10% off
Buy 3 pieces Extra 15% off
Buy 4 pieces Extra 20% off
Buy 5+ pieces Extra 25% off

Your feet deserve to feel relief all day!

Just imagine stepping out in style while your feet, knees, and back feel completely supported. Every step feels lighter, easier, and more comfortable. Stop imagining because Rosie sneakers make this your daily reality.

Gentle orthopedic cushioning

Rosie sneakers feature soft orthopedic cushioning that absorbs shock with every step, reducing strain on your feet, knees, and back. Feel the difference immediately as your body moves naturally without discomfort.

Generous comfort

The spacious toe box gives your toes room to relax, perfect for sensitive or wider feet. You will enjoy freedom of movement without compromising on elegance or style.

Supports healthy posture

Designed to stabilize your arches, Rosie encourages proper alignment and reduces pressure on joints. Walk taller, feel balanced, and protect your body from daily stress.

Easy on & off

Elastic inserts make slipping your shoes on and off effortless, so you can save time and energy while still looking polished.

Lightweight & flexible

Rosie feels almost like walking barefoot while the durable outsole keeps you steady on any surface.

Step confidently into every day knowing Rosie sneakers combine orthopedics, elegance, and effortless style because comfort should not come at the expense of looking good.

Free shipping on every order. Processing takes 1–3 business days, then 6–12 business days for delivery — typically 7–15 business days in total. Tracking on every order.

Change your mind or the fit is wrong? Return within 30 days of receipt, unworn and in original condition — you cover return shipping. Damaged, faulty or incorrect items are handled at our cost. See our Returns page.

At James & Sarah — Boston your peace of mind comes first. We offer secure payments by credit card through trusted payment providers.

Why we started James & Sarah — Boston

We started James & Sarah — Boston because dressing for a New England autumn shouldn't mean owning four different wardrobes. Our inspiration is the way real weeks actually run — the commute, the school run, dinner out, a walk when the leaves turn. We make it for women who want considered, comfortable layers rather than whatever is trending this month. Everything we list is something we would wear ourselves, described honestly, with free shipping and thirty days to change your mind.

SIZING

Getting the size right, first time

Our styles run slightly small. Every product page carries the measurements we hold, and the size guide sits in the accordion above the add-to-cart button.

Still between sizes? Take the larger one. If it is not right, returns are free for 30 days.

Frequently asked questions

Is shipping free?

Yes — shipping is free on every order, with no minimum.

How do I choose my size?

Each product page lists the sizes we stock and the garment measurements for that item. These are measurements of the garment, not the body, so measure something you already own and compare.

How long does delivery take?

Processing takes 1–3 business days and delivery a further 6–12 business days — typically 7–15 business days in total. See our Shipping page.

How can I track my order?

Every order ships with tracking. You receive the link by email at dispatch.

How can I contact you?

Email support@jamessarahboston.com. We reply within one business day, Monday to Friday.

Free shipping

On every order, with tracking.

30-day returns

Return within 30 days. Faulty or wrong items are on us.

100% Secure Payment

We offer a variety of secure payment options. Pay easily and enjoy a safe shopping experience.