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Red Wing Heritage
Weekender Chelsea Boot - Men's

3.8666666666666667 out of 5 stars
30 Reviews
Color:Copper Rough & Tough Leather


Size Chart


Why We Like The Red Wing Heritage Weekender Chelsea Boot

Bring a bit of sophistication to your casual weekend plans or opt for a more laid-back look at the office with the Red Wing Heritage Men's Weekender Chelsea Boot. Classic Chelsea boot styling blurs the line between classy and casual, and the premium leather upper ensures elegance in any environment. Plus, stitchdown construction means that this boot can be re-soled, meaning you can have style that will last for many years to come.


  • Classic style, out-of-the-box comfort, and lasting durability
  • Premium leather upper for sophisticated look
  • Side goring allows easy on and off
  • ComfortForce footbed cushions and supports
  • Hill sole is cushy and durable
  • Stitchdown construction can be re-soled
  • Made in Minnesota, USA
  • Item #HTG001J
Upper Material
Hill rubber
Manufacturer Warranty

Overall Rating

4 based on 30 ratings

Review Summary

1 Stars - 3 reviews
2 Stars - 4 reviews
3 Stars - 2 reviews
4 Stars - 6 reviews
5 Stars - 15 reviews

Fits True To Size

Screen reader users: the following list provides a visual scale to illustrate the product fit. Please refer to the heading above for the fit type in text.
Runs smallTrue to sizeRuns large

What do you think about this product?


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4 out of 5 stars

June 12, 2024

Almost perfect

Great quality shoe with excellent craftsmanship it has held up well from all the abuse I’ve thrown at it. I’ve seen some reviews about how these shoes don’t hold up like other redwings but my experience has been good so far. Had these for over 2+ years now and this has been my primary travel shoe. From Abu Dhabi, Istanbul, Vancouver, San Francisco, LA, Toronto, Montreal, Philippines, Seoul, Taipei, Tokyo, London, Dublin, Barcelona, Valencia, Seville, Bahrain and Frankfurt these shoes have been everywhere and every terrain from rain and mud to cobblestones. From airport lounges to navigating the London Underground. Only complaint would be insole could be a little bit more comfortable and they do take a while to break in initially but couldn’t be happier with these.

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Originally reviewed on

3 out of 5 stars

April 14, 2024

Size up!

Purchased these in store in a 9 same as my classic chelsea’s and even after they broke in for a month they still kill my toes due to the low unstructured style. Can’t return now but will try a 9.5 in the future

Dave N

Originally reviewed on

5 out of 5 stars

February 25, 2024

Great comfort!

Picked these boots a while ago and they have turned into one of my favorite go to everyday boot!


Originally reviewed on

4 out of 5 stars

January 17, 2024


I Bought this month and Love it. I like more than I say something


Originally reviewed on

1 out of 5 stars

November 14, 2023

Poor quality.

I bought these Chelsea a month ago and stitching on the elastic already popped (basically medial high Achilles). I have been wearing Red Wing shoes for the past 7 years, these being my 10th pair, and none of them have failed like this, not even on my 2016 Iron Rangers. These boots were barely into the break in stage; I had only wore them around the house and short trips like for groceries to ease into them. I really wanted to like these boots as they're handsome and started to get comfortable. I'm incredibly dissapointed.

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Originally reviewed on

5 out of 5 stars

August 20, 2023

Better more like a Pecos

I'd buy something like this if it weren't elastic, all leather like a Pecos with the oro sole


Originally reviewed on

1 out of 5 stars

May 18, 2023

Soles didn't last

Had less than a year. The soles and tread didn't last. I've had Red Wing before and didn't expect this quality at that price.


Originally reviewed on

2 out of 5 stars

March 7, 2023

Great boot poor quality

Bought these a week ago and already falling apart... sad because I'm a huge red wing guy

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Originally reviewed on

2 out of 5 stars

February 11, 2023

Favorite boot, not durable

Bought them a year ago just to wear out, the bottom sole started to separate. From reading other reviews I guess I will just glue them. Definitely not happy with the quality for how much they cost me

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Originally reviewed on

5 out of 5 stars

January 8, 2023

The perfect boot. Very well made and comfortable

These boots are the best I ever had. They are easy to put on, comfortable to wear and work well even in rainy or snowy conditions. The more you wear them the better they look. I have a wide foot and they fit me perfectly. This is my third winter with these boots and they look great, with no signs of wear on the soles or the elastic panels. By the way, the loops make it super easy to slip these boots on.


Originally reviewed on