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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

TRAILCOMFORT ™ ORTHOPEDIC OUTDOOR & HIKING SHOES

$548.95 USD

$164.95 USD

Save 69%

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Color Black
Size 8

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

 

Uncomfortable shoes or pain while walking & hiking?

Whether hiking, taking the dog for a walk, or going on long strolls, unhealthy (non-ergonomic) shoes directly harm your joints, muscles, and tendons. Additionally, they can damage your back and knees.


The solution: TrailComfort™ - orthopedic, ergonomic, and pain-relieving outdoor & hiking shoes. Incredibly comfortable, non-slip, and waterproof.

Secure, stable grip thanks to maximum traction.

Conventional outdoor and hiking shoes only have a standard rubber sole. This is sufficient in dry weather, but as soon as it gets damp or rainy, standard outdoor shoes lose traction - you slip and, in the worst case, can get injured.

Thanks to our unique OrthoGrip™ sole, you always have a secure and stable grip even in rain or on slippery surfaces - all thanks to the non-slip sole!"

Breathable despite being 100% waterproof material.

Thanks to the waterproof WaterPlex™ outer material, your feet stay dry even in heavy rain. Additionally, the outer material is extremely robust, ensuring maximum durability and resilience. 

Despite our waterproof material, our TRAILCOMFORT Pro™ outdoor shoes are highly breathable. This prevents your feet from sweating and ensures they always smell good.

Why TrailComfort ™?

MEGA COMFORTABLE & HEALTHY
Thanks to our orthopedic sole and ergonomic footbed, every step feels like walking on clouds.

LIGHTWEIGHT & BREATHABLE MATERIAL
Our shoes are ultra-lightweight and breathable. Especially during hikes or work, it's crucial for shoes to be very lightweight and breathable.

100% NON-SLIP & ROBUST SOLE
With our OrthoGrip™ sole, you always have a secure and stable grip, and you'll never slip again - guaranteed.

WATERPROOF & ROBUST MATERIAL
A wide toe box provides ample room for movement. No more cramped toes or pressure points.

 

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.