Home Page

Cart, contains 0 items

When autocomplete results are available use up and down arrows to review and enter to select. Touch device users, explore by touch or with swipe gestures.
Expert Help

Red Wing Heritage
Weekender Chelsea Boot - Men's

3.8461538461538463 out of 5 stars
26 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 26 ratings

Review Summary

1 Stars - 3 reviews
2 Stars - 4 reviews
3 Stars - 1 reviews
4 Stars - 4 reviews
5 Stars - 14 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?


Selecting an option will reload the available reviews on the page
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.

user image

Originally reviewed on redwingheritage.com

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 redwingheritage.com

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 redwingheritage.com

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

user image

Originally reviewed on redwingheritage.com

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

user image

Originally reviewed on redwingheritage.com

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 redwingheritage.com

4 out of 5 stars

December 27, 2022

Love them

Have the brown and love them. Like the other guy said, “need the black”.


Originally reviewed on redwingheritage.com

5 out of 5 stars

December 7, 2022

Gorgeous and convenient

I wear boots everyday. Whether for work or leisure. Having a quick boot to throw on is key. They are beautiful and comfortable. I have two pairs of them.

user image

Originally reviewed on redwingheritage.com

5 out of 5 stars

November 15, 2022

Buy them, best boots out there

I've used it once or twice and have initial impressions

Break in was not as bad as expected. I wear a 10 Wide EE, so mostly buy 10.5s so shoes fit. I got a 10 in these boots and they are perfect. Plenty of toe room. They were VERY tight on the top of my foot, so I put on thick socks and wore them all day for three days spraying water in the top of the boot periodically. They broke in perfectly and are awesome now. Great quality and I can tell they will last forever.

John C
4 out of 5 stars

November 13, 2022

Excellent Chelsea for Low Volume / Instep Feet

I LOVE the looks, leather quality and design of this chelsea but have a high instep and these are painfully tight across the bridge. If you have a love volume narrow foot with a slim instep, you will love these and find comfort out of the box. I wasn't able to return mine so I resigned myself to trying to make them work. Here's what I have done so far: 1. I first took them to a cobbler who put them on stretchers for a week. 2. Replaced the insole with a slimmer low-profile Red Wing leather one (they make an even slimmer one in Poron. It's Style 96317). This at least allowed me to get my foot into the torture chamber. 3. I did apply some Red Wing natural condition to help soften things up - not sure if it helps or not but it's not going to hurt. 4. If I wear thin socks, I have been able to wear them for several hours a day without being in too much pain. My foot is on the wide size of average and I have no issues at all with them width wise so this is all purely an instep issue for me. I'm hoping with a little perseverance and some time on the pain train that I can break these in as the leather gives way to tenacity and dogged determination. I love all of my other Red Wing Heritage boots and these are the first I've had with such a shallow instep - I even have a pair of their cowboy boots from about 15 years ago that have been incredible and still going strong after several resoles.

Backcountry Bavarian

Originally reviewed on redwingheritage.com