Lena™ | Soft Sole Comfort Leather Shoe

Helen & Olivia customerHelen & Olivia customerHelen & Olivia customerHelen & Olivia customer ★★★★★4.9/5.0 · 10,000+ Reviews
Regular price $99.90 Sale price$49.95 Save 50%
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  • 30-Day Money-Back Guarantee
  • US flag Established Boutique Since 1991
  • Selling fast, limited stock remaining
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CLOSURE SALE UPDATE: Every piece up to 80% off — and every sale helps us close this chapter with grace after 34 years in Manhattan. If you can still click ‘Add to cart’, it’s still available.

TIRED OF SHOES THAT HURT BY MIDDAY?

Meet Lena™ — the soft sole leather shoe designed for women who want effortless style and all-day comfort. With a cloud-like cushioned sole, buttery-soft leather upper and a roomy fit, Lena™ feels like a second skin from the very first step.

WHY YOU'LL LOVE LENA™

ULTRA-SOFT SOLE — Flexible cushioned outsole absorbs impact with every step — no more sore feet by lunchtime

GENUINE LEATHER UPPER — Soft, breathable leather molds to the natural shape of your foot over time for a truly personalised fit

LIGHTWEIGHT CONSTRUCTION — Barely-there weight means your legs stay energised all day — perfect for long walks or standing for hours

WIDE ROOMY TOE BOX — Generous fit accommodates bunions, wide feet and swollen toes without rubbing or pressure

NON-SLIP RUBBER SOLE — Textured outsole provides confident grip on all surfaces — wet pavements, tiles, floors

SLIP-ON EASE — No laces, no buckles — just step in and go. Ideal for busy mornings or limited mobility

LENA™ vs REGULAR FLAT SHOES

Feature Lena™ Regular Flats
Genuine Leather Upper ✅ Yes ❌ No
Ultra-Soft Cushioned Sole ✅ Yes ❌ No
Wide Bunion-Friendly Fit ✅ Yes ❌ No
Lightweight Construction

We offer free shipping on all orders across the USA. Orders are processed within 1–3 business days. You'll receive a tracking link by email as soon as your order ships.

If the product doesn't meet your expectations, you can return it within 30 days of delivery.

Before sending anything back, contact our customer care team at

info@helenandolivia.com

with your order number, and we'll guide you through the process.

Our customer care team is available around the clock to answer all your questions.

Whether you need advice on a product or help with an order, we're here for you. Don't hesitate to reach out at info@helenandolivia.com.

Loved by our customers

Margaret H.
★★★★★

The cardigan is even lovelier in person. Softer than I expected and the fit is exactly right.

Margaret H.Verified
Diana K.
★★★★★

Cozy without being bulky. Ordered a second in navy the same night.

Diana K.Verified
Yvonne M.
★★★★★

The handwritten note in the box was such a nice touch. Little details are why I keep coming back.

Yvonne M.Verified
Angela R.
★★★★★

Runs true to size and drapes beautifully. Delivery in three days.

Angela R.Verified
Patricia L.
★★★★★

Looks and feels expensive. Real horn buttons and proper wool.

Patricia L.Verified
Susan T.
★★★★★

Finally a dress that skims and does not cling. Got compliments all evening.

Susan T.Verified
Nora W.
★★★★★

Simple and gorgeous. Weighty enough to feel real. On for a week without taking it off.

Nora W.Verified
Karen O.
★★★★★

Fits like it was made for me. Beautiful color, good weight, warm enough for early morning.

Karen O.Verified
Eleanor P.
★★★★★

Packaging alone was worth the wait. I saved the bag.

Eleanor P.Verified
Isabel C.
★★★★★

So soft I sleep in it. Second one in oatmeal already ordered.

Isabel C.Verified
Beatrice N.
★★★★★

The silk is heavy in the good way and hangs beautifully.

Beatrice N.Verified
Denise F.
★★★★★

Proper soft washed linen. Tie-front sits at the smallest part of the waist.

Denise F.Verified
Marion S.
★★★★★

Featherlight and beautifully finished. I wear them with everything.

Marion S.Verified

About Us

For 34 years, Helen has hand-picked every piece in this small Manhattan boutique — with Olivia by her side. Now she's almost 70, Olivia is 14, and it's time for both of them to rest. Everything we love is marked down before the doors close for good.

30-Day Money-Back Guarantee

Shop with confidence thanks to our 30-day money-back guarantee. Simply return your items within 30 days.

Free USPS Shipping

We offer free shipping across the USA on every order — no minimums.

24/7 Customer Care

Questions, feedback, or concerns about your order? No problem — our customer care team is here to help. Write to us at info@helenandolivia.com.