Men's Featherlight Chelsea Boot

New Arrival for Fall 2026
Regular price $250.00
Colors | Mahogany Leather
Width
Size
Size guide

Men's Shoe Size Guide

US to EU conversion

US 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 14 15 16 17
EU 40 41 41.5 42 42.5 43 43.5 44 44.5 45 46 46.5 47 48.5 50 51 52

Medium: D Width | Wide: EE Width | Extra Wide: 4E Width

Not sure of your size? Download our measuring tool to find your fit. Download PDF

Note: Print at 100% actual size. Do not use “fit to page.”

  • Print the measuring tool and piece the two pages together using the alignment arrows.
  • Stand while measuring, wearing the socks you plan to wear with your new shoes.
  • Instructions are printed on the tool itself.

Still not sure? Our fit experts can help.

Monday – Friday  |  7 AM – 5 PM PST

Our U.S. based customer service team is available to make sure you pick the right shoes. Call 844-482-4800 M-F 7 am to 5 pm PST.

Free Ground Shipping on Orders $50+

Free Returns Within 60 Days of Purchase

Sleek, stylish, and surprisingly supportive, these Chelseas feature dual soft-textured woven gores for effortless slip-on entry. Right out of the box, they're so comfortable you might forget you're wearing boots.

  • Smooth leather upper with hand-applied antiquing at toe and heel
  • Full leather lining
  • Hubbard FLEX CORE SYSTEM: Spliced inner sole for flexibility
  • Dual soft-textured twin gores for effortless slip-on entry
  • Lightweight and flexible construction
  • Stitched welt detailing
  • Grippy, shock-absorbing EVA lug outsole
  • Anatomically molded, triple-density removable insole with contoured arch support
  • Shaft height – 6"
  • Shoe weight – 15.2 oz
  • Designed in Mill Valley, California. Handcrafted in Brazil.
Free Shipping

We offer free UPS ground shipping for orders over $50. Additional shipping options are available at checkout.

Returns

Return or exchange your unworn shoes within 60 days of purchase for a full refund or exchange.

Men's Featherlight Chelsea Boot

Hand-applied antiquing at toe & heel create a sophisticated vintage look.

Shock-absorbing EVA lug outsoles keep you sure-footed with excellent traction.

Anatomically molded triple-density removable insoles for unparalleled support.

A Shoemaking Legacy

Our founder, Bruce Katz, pioneered the walking shoe as co-founder of Rockport Shoe Company, and we honor his legacy by crafting high-quality footwear that provides all-day comfort.
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Every Detail Matters

From heel to toe and ankle to sole, we obsessively engineer every inch of every shoe, which is then handcrafted in small batches in Portugal and Brazil.

Service to Match the Shoes

Need help finding the perfect pair or selecting the right size? Call us and you’ll reach a member of our award-winning customer service team. Every single time.
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