Jenna - Women's Orthopedic Boots

$140.00 USD $54.95 USD Save Today 60%
/
50% OFF
  • Free shipping with USPS
  • Pay safely with Creditcard
  • 30 days money-back guarantee
Only 6 in stock
ANNIVERSARY SALE: Celebrate our Anniversary Sale with up to 70% off. Many styles are offered in limited quantities for this event, and once they’re gone, they will not return. If “Add to cart” is visible, your size is still available – but not for long.

Jenna | Women’s Orthopedic Boots

Step into quiet confidence and timeless elegance where every step feels soft, supported, and beautifully effortless. Slip into Jenna and feel that instant relief as your feet settle into warmth and balance designed just for you.

Each pair is crafted with precision and care by Eleanor & Grace Boston, combining orthopedic support with a refined silhouette that flatters every look. Whether you’re running errands or meeting friends, Jenna keeps you poised, comfortable, and ready for compliments. Already a favorite among our returning customers and for good reason.

  • Plush fleece lining keeps your feet warm and cozy

  • Orthopedic cushioning eases pressure with every step

  • Lightweight, anti-slip sole offers stability and grace

  • Classic design that never goes out of style

Popular sizes disappear fast! Treat yourself to a small luxury that feels like walking on comfort itself. $79.95 Free shipping & easy returns.

We like to keep it simple – enjoy free delivery anywhere in the USA, no matter the size of your order.

Our friendly customer care team is here to help with any questions or advice about your order. Whether you need style tips, sizing guidance, or help with delivery, we’re just a message away.

We want you to love your purchase. If you’re not completely happy, you can return it within 30 days of receiving your order for a full refund – no hassle, just peace of mind.

Mary M. Verified badge and 16k+ other women love Eleanor & Grace.

Combine & get an extra 10% off

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37 products

Costumers love Eleanor & Grace

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I couldn’t be happier with my order from Eleanor & Grace. The sweater feels soft, high quality, and the fit is just right. I also love how beautifully packaged everything arrived, it truly felt special opening it. This will definitely not be my last purchase.

Linda Matthews, Charlotte NC

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

My experience with Eleanor & Grace was wonderful from start to finish. The packaging was so elegant, and the pieces I ordered are even more beautiful in person. You can really feel the quality, and it makes me excited to shop here again.

Karen Whitfield, Austin TX

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

The sweaters from Eleanor & Grace are absolutely beautiful. They’re soft, warm, and the colors are even richer in person. I’ve already gotten so many compliments and I feel confident every time I wear them. Shopping here has been such a lovely experience.

Margaret Collins, Denver CO

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

My order from Eleanor & Grace exceeded every expectation. The knits are so refined and elegant, and you can feel the quality in every detail. From the packaging to the fit, everything felt first class. I’m already planning my next purchase.

Patricia Reynolds, Boston MA

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I was so impressed when my order from Eleanor & Grace arrived. The sweaters are soft, beautifully made, and the colors are exactly what I hoped for. It feels wonderful to find a brand that truly combines comfort and style.

Emily Johnson, Portland OR

30-Day Money Back Guarantee

At Eleanor & Grace, we take pride in every piece we offer, and we’re confident you’ll love your purchase as much as we do. That’s why we provide a simple, risk-free 30-day money-back guarantee. If for any reason you’re not delighted, simply return your item within 30 days for a full refund — no fuss, no worries.

Celebrating 20 Years With You

What started in 2005 as a tiny dream between two best friends in their twenties has grown into something we never could have imagined, a brand loved by women all across the country.

20 years later, we’re still best friends, still doing what we love, and more grateful than ever for the community that has grown with us. To celebrate this incredible journey, we’re saying thank you with up to 70% off during our Anniversary Sale.

With love
Eleanor & Grace

What Our Shoppers Ask Most

We know that body shapes can change over time. That’s why we provide clear size guides and detailed fit notes for every piece — and we’re always here to help personally via email if you need extra guidance.

At Eleanor & Grace, we believe in elegance without an expiry date. Our collections are refined, feminine, and timeless, so you’ll never feel like you’re chasing trends — only wearing styles that truly suit you.

Our fabrics are carefully chosen with America’s seasons in mind — from breathable, lightweight merino to soft cottons and versatile viscose blends. You’ll stay comfortable and stylish, whether it’s a sunny afternoon in California or a breezy evening in New England.

Clothing should lift you up, not hide you away. Our silhouettes are thoughtfully designed to flatter and highlight your natural elegance, so you feel beautiful and confident — from New York to California.