Does the Eastland Classic II run true to size?

No. Eastland recommends ordering a half size smaller than your usual size, so a 7.5 should buy a 7.

Is the Classic II good for standing all day?

It has a padded OrthoLite insole and a lightweight outsole, which most owners find comfortable for office and errand wear. It is not a cushioned walking shoe for long distances.

What is the heel height?

About 7/8 inch, a low flat heel. The shoe weighs roughly 10.5 oz per shoe in a size 8.

How do I care for the leather?

The polished leather wipes clean with a damp cloth. The listing says machine wash, but hand cleaning is safer for the leather and lining.

Is $95.87 a good price?

It is the best new price found as of November 7, 2026, at Amazon, and sits near the low end of its recent range. Only two stores list it new, so availability is limited.

What comes in the box?

One pair of Eastland 1955 Edition Classic II penny loafers. Nothing else is included.

Where is the Eastland Classic Leather Loafer cheapest?

At Amazon, for $95.87, as of our latest check.

Where can I buy the Eastland Classic Leather Loafer?

2 stores we checked sell it, including ModeSens, Amazon.

Eastland Classic Leather Loafer

Best price now

$95.87at AmazonObserved at 8:17 AM

Compared across 2 stores. Prices are checked against each store and labelled with when.

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Our take on the Eastland Classic Leather Loafer

The Eastland 1955 Edition Classic II is a women's penny loafer in polished leather, hand-sewn from a single piece of leather with a moc toe and a padded OrthoLite insole. It is a slip-on dress-casual shoe with a low 7/8-inch heel and a lightweight rubber outsole. The best new price is $95.87 at Amazon as of November 7, 2026, near the low end of its recent range.

What reviewers say

Owners of the Classic II generally describe it as a comfortable, well-made leather loafer that needs little break-in. Most complaints center on sizing, since the shoe runs large and many buyers had to size down.

What people mention

SizingCriticisedBuyers say the loafer runs large and Eastland itself recommends ordering a half size down.
ComfortPraisedOwners find the padded OrthoLite insole comfortable for full days on their feet.
Leather qualityPraisedReviewers describe the leather as soft and polished, with little break-in needed.
FitMixedSome wearers find the leather lining snug across the instep, especially at first.
BuildPraisedThe one-piece hand-sewn upper is seen as sturdy and long-lasting.

About the Eastland Classic Leather Loafer

Shop Eastland 1955 Edition Classic Ii In Brown from 950+ stores, starting at $100. Eastland 1955 Edition Classic II - Women's Slip-on Dress Shoes : Walnut : Give your look a classic appeal with the vintage-inspired Classic II penny loafer from Eastland. Featuring a smooth, polished leather upper for no-fuss care, decorative penny slot, moc toe silhouette, and padded OrthoLite comfort insole with patented moisture control for breathable, all day wear. ; Most customers prefer ordering this style a half size smaller for the best fit. For example, if you normally purchase a size 7 1/2, we recommend purchasing a size 7. ; Slip-on silhouette with snug leather lining for an easy and secure fit. ; Smooth leather lining conforms to the foot while wicking away moisture, for all-day comfort. ; Hand-sewn from one piece of leather wrapping around your foot, for seamless comfort, no break-in flexibility and long-lasting wear. ; Lightweight, durable PCU outsole delivers cushioning and slip resistance to maintain your confident stride. ; Imported. Measurements: ; Heel Height: 1 in ; Weight: 10.5 oz ; Product measurements were taken using size 8, width M. Please note that measurements may vary by size. | Eastland 1955 Edition Classic II Women's Slip-on Dress Shoes Walnut : 12 W, Leather