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Is Cole Haan Comfortable Again?

Dec 29, 2025

When I first moved to D.C. in 2005, Cole Haan shoes with Nike Air technology were all the rage. Costing several hundred dollars, they were the must-have Christmas gift for every intern and Staff Assistant I knew. The promise of pain free high heels (or at least less pain) seemed like a gift from above. But when Cole Haan ended its Nike partnership in 2012, the brand fell out of favor.

Last week, I noticed that Cole Haan was having a super sale and decided to give the brand another try. And ladies…I already posted to Instagram about this…but Cole Haan is back.

For myself, I purchased the Grand Ambition Angelina flats. The cushiony sole and internal support make them comfortable for every day wear. They also seem to have a bit more flex than other pointed flats. Plus, at $70 on sale, you’re not likely to find a better deal. I will, however, need to break them in.

I also bought the Grand Ambition tall boot. They’re a really nice boot — well-made, comfortable, nice leather. My only complaint is that you need to wear thin socks. Thick socks make them too tight. It’s a minor issue, and at $140, there isn’t a better deal on the market.

They also make this style in a high heel option (pictured) and an ankle boot. I haven’t tried these, but if they’re as comfortable as the flats and tall boots, they’re worth a try.

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COMMENTS

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  1. s-p-c says:

    Love hearing this! Through the magic of a great shoe-repair place and the rotation of multiple pairs bought on eBay/Poshmark that live at the office, I am wearing Cole Haan wedges with Nike Air technology to this day. Glad to know the brand is back for when my old pairs finally bite the dust.

    • Michelle says:

      S-P-C, if you happen to live in DC, would you be willing to share your great shoe repair place? I have been babying a pair of Cole Haan Nike Air open toed wedges since my first days in DC, and if there’s a local pro who could give them more life I would give them all my business!

      • s-p-c says:

        Michelle, I’ve been going to Alexandria Shoe Repair (https://alexandriashoerepair.com/) for 15 years. Although a short walk from my house outside of Old Town, it should be relatively convenient if you live in DC by metro (short walk from King Street metro) or by car. Good luck!

      • Mary Guido says:

        I would recommend Pete’s Cobbler’s Bench near Farragut North if you’re looking for a place in the City.

  2. N says:

    You’re right! I got a wonderful pair of black boots this season. Stylish and comfortable and well priced.

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