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The Range: Sleek Winter Boots

Nov 10, 2026

Winter is coming and my footwear is not ready. I need a pair of boots that I can wear with a business suit on a walk to lunch without looking totally out of place. So a winter Chelsea boot it is. Here are some options in different price points.

Elected Official

Margaux Wells Boot ($485)

Legislative Aide

Barbour Evie Boots ($230)

Front Desk

Darian Chelsea Boot ($87)

Wide Boots

Naturalizer Darry Bootie ($168)

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  1. Kate says:

    What kind of ankle boot would you suggest for tights + dress + jacket or skirt + sweater in a “smart casual” environment?

  2. Rachel C says:

    If you have feet issues, I highly recommend the Birkenstock suede Chelsea. I recently wore them all over London sightseeing without any pain, which is unheard of for me and boots. I treated them before we left and they look brand new even after 5 days in the driving London rain.

  3. Hanna says:

    What pants are we wearing with these? I have a hard time with the not ankle/not knee high look.

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