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Cole Haan

Howland Penny Loafer by Cole Haan

1 review
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
Sold Out
Unit Price
This item is Final Sale.

Color: Saddle Tan

Size: 9

Slip directly into comfort with Cole Haan's latest and greatest penny loafer, the Howland Penny Loafer. The shoe is made from soft pebbled calfskin leather that only gets better with time. The loafer has been hand sewn and it features contrast stitching as well as Cole Haan's signature hardware detailing at the heel. The Howland Penny Loafer is unlined, making it ideal to wear without socks for a more casual look (you can definitely wear them with socks if you choose to).

This super flexible Cole Haan loafer was meticulously crafted to become your new favorite loafer. It is great for travelling because you can simply slip it on and off, they are super comfortable and you can easily be on the move all day with them. This is a great loafer to sport when you are trying for a more casual look on the weekend.

  • Calfskin upper
  • Contrast stitch and signature hardware detail at the heel
  • Genuine hand sewn moccasin construction
  • Unlined comfort
  • Rubber sole
  • Sizing runs small, Cole Haan recommends ordering half a size up


  • Crafted from soft pebbled leather that looks even better as it ages
  • Perfect for travelling or casual weekends
  • Rubber driving sole 
  • Can easily be worn with or without socks

Shipping Options

All orders ship for free via USPS First Class Shipping (4-5 day delivery). Orders $195+ ship for free via USPS Priority Shipping (2-3 day delivery). UPS Next Day Air shipping is available for $35, but is not available on Fridays or Saturdays.

Returns Policy
View the full return policy in this link. Final Sale items are not eligible for return, exchange, or store credit. All items must be unworn, unwashed, and in the original condition. All returned items must meet the Return Deadlines listed below. Items received by our Return Department that do not meet the criteria listed on the Return Slip will not accepted or processed. Customers are responsible for return shipping. Country Club Prep will pay once to ship an exchanged item back to customer.

Return Deadlines
Refunds: Items must be received within 45 days of the original order date. Refunds will be applied to the original form of payment only. Please allow 2 weeks after your return is processed for the refund to show in your bank account. Shipping fees are not refundable. If original form of payment is unavailable, a CCP Store Credit will be issued.

Exchanges: Items must be received within 60 days of the original order date. All exchanges must be of equal or lesser value. CCP Store Credit: Items much be received within 90 days of the original order date.


Let’s lay out the facts. You’re here either because you’re preppy, you know someone who’s preppy, or you heard how incredibly handsome, sophisticated, and witty we are. As a betting institution, CCP has its money on the first option (and/or the third).

You’re in the right place. Country Club Prep’s mission in business and in life is to find the best preppy designers out there and to bring them to you under one metaphorical roof. Think of us as Zappos for preppy clothing.

When you’re looking for something preppy - ANYTHING PREPPY - visit CCP first. It’s our job to carry that item, but if we don’t, guess what - we’ll tell you where to find it. Your complete satisfaction is just that important to us.

If you’ve browsed the website, then you already know - there’s a veritable cornucopia of reasons to buy your preppy products from CCP. Incredible selection from incredible designers? Check. Unrivaled membership rewards? Double check. Outstanding customer service and an overriding desire to give you the best possible shopping experience? Triple check (so many preppy pink and green checks...).

We’re adding new designers and products to CCP every day. Literally. If there’s a designer that you love that we don’t currently carry, let us know. Send us an email at customerservice [at] countryclubprep [dot] com. If it’s a good fit, we’ll make it happen.

For that matter, feel free to contact us for any reason (not involving manual labor). We’re happy to help, and we’re always eager to show you why preppy has a home.

Country Club Prep
Est. 2012

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I recommend this product

Great Company

The overall experience was great overall. Really enjoyed my purchase and I’m looking forward to doing more business with this company. Once again thanks