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Chelsea boots - who wears them? Recommendations please.

Bucket

Familiar Face
Messages
68
Location
PA
I’m looking for recommendations, preferably with pictures for reference. I’m in the market for a pair of black Chelsea boots. Looking for something refined but with substance. A boot that will look appropriate with a pair of IH & won’t be dwarfed by the weight of the denim, comfortable enough for a stroll through the city, sturdy enough to throw a leg over my vtwin, but also appropriate to wear dining with the better half.
I have a pair of Blundstones that I wear to muck around in the yard, but currently I’m looking for more of a welted sole and not a non-bonded sole.

Thanks in advance!
 

barnabus

One Too Many
Messages
1,583
Location
Britain's oldest recorded town
I have two pairs of Clarks Clarkridge Top oiled suede Chelsea boots - one pair in brown and one in black.

They are very comfortable and appear well-made. Chunky sole and a beefy profile that pairs well with heavy denim.

As humble as they are, they're genuinely excellent. I don't know whether it's actually a welted sole, it looks like it but the price was probably too reasonable to expect so.


As an aside; do you feel confident riding in a Chelsea? I'd be concerned that in a "situation" the boot might catch on something and just pull off, leaving me with only socks to keep my feet intact.
 

Zoro

One of the Regulars
Messages
122
Location
Europe
I got a pair of RM Williams and really like them. Fit good and good quality, I particularly like that they are made in a single piece of leather, as I quite loathe seeing the stitch on each side under the elastic band on Chelsea boots. I've both dressed them up and down. Of all you've said, I just wouldn't use them for riding (which I don't ride anyway), but otherwise they fit all your other purposes and I doubt you'll find one that does them all.

This said, I don't know if I would fully recommend them today, as I've seen their price has hiked up. I bought them new on a sale for 180€ IIRC and now I struggle to see them below 350€. I've also heard their quality has decreased in the last few years. I see you're located in the US, so perhaps they're easier to find on sale over there than here in EU.
 

Peter Mackin

One Too Many
Messages
1,387
Location
glasgow
I have two pairs of Clarks Clarkridge Top oiled suede Chelsea boots - one pair in brown and one in black.

They are very comfortable and appear well-made. Chunky sole and a beefy profile that pairs well with heavy denim.

As humble as they are, they're genuinely excellent. I don't know whether it's actually a welted sole, it looks like it but the price was probably too reasonable to expect so.


As an aside; do you feel confident riding in a Chelsea? I'd be concerned that in a "situation" the boot might catch on something and just pull off, leaving me with only socks to keep my feet intact.
Absolutely, for that reason I wouldn't ride with Chelsea boots.i would have lost my foot if I had been wearing them.As i suffered a crushed foot after being sideswiped by a myopic car driver ,thankfully I was wearing daytona roadstars gtx. Ps this isn't an advert:)
 

Harris HTM

One Too Many
Messages
1,990
Location
In the Depths of R'lyeh
if you are planning to wear them with heavy jeans then don't go for any dress chelsea's. I own a couple from different brands (Crockett n Jones, Carlos Santos, etc) and they are dress shoes, really sleek profiles. I wear them with tweed pants, chino's and slim light jeans; I once tried them with my 25oz IH, relaxed fir, and they seemed comically small
 

Pandemic

One Too Many
Messages
1,636
Location
In The Flat Field
They are hard to get by here, as RMW don´t sell them here. It´s basically a craftsman with a structured rubber sole, right?!

The leather is thick and stuffed with oils and wax, similar to the Gardener and with the same synthetic sole - but on the Craftsman last. I got a pair of Lachlans in 2019 and my Gardeners were relegated to actual gardening soon after.

Easily my most-worn boot over the past 5 years - especially for travel that involves a lot of walking while also needing something a little dressy.
 

Tom71

My Mail is Forwarded Here
Messages
3,186
Location
Europe
The leather is thick and stuffed with oils and wax, similar to the Gardener and with the same synthetic sole - but on the Craftsman last. I got a pair of Lachlans in 2019 and my Gardeners were relegated to actual gardening soon after.

Easily my most-worn boot over the past 5 years - especially for travel that involves a lot of walking while also needing something a little dressy.

Sounds great!

My oldest pair of Craftmans still has the original, highly stuffed leather. On the downside, it’s a slightly dull colour. It has a leather sole which makes it a little less versatile.
I have a newer one (ca. 5 years or a bit more) with the ‚comfort‘ sole, but it has the burnished leather and overall looks pretty dressy.

I might end up with a Gardener when I find the heart to invest 40% more than when I first biu.
 

Tom71

My Mail is Forwarded Here
Messages
3,186
Location
Europe
if you are planning to wear them with heavy jeans then don't go for any dress chelsea's. I own a couple from different brands (Crockett n Jones, Carlos Santos, etc) and they are dress shoes, really sleek profiles. I wear them with tweed pants, chino's and slim light jeans; I once tried them with my 25oz IH, relaxed fir, and they seemed comically small

I know what you mean. To my eyes it doesn’t work with tapered cuts, like the IH 555 or the like.
 

Pandemic

One Too Many
Messages
1,636
Location
In The Flat Field
Sounds great!

My oldest pair of Craftmans still has the original, highly stuffed leather. On the downside, it’s a slightly dull colour. It has a leather sole which makes it a little less versatile.
I have a newer one (ca. 5 years or a bit more) with the ‚comfort‘ sole, but it has the burnished leather and overall looks pretty dressy.

I might end up with a Gardener when I find the heart to invest 40% more than when I first biu.

I feel ya, man. I got my first pair of RMWs while still at uni - back then, they were a local Aus brand more associated with farmers than hipsters. I think I’ve had three more craftsman since then, along with the gardener and lachie. The new comfort craftsman feels a bit too flimsy- thin, dressy leather and a very thin sole (or maybe I’m just more used to thick soled American work boots now?). The gardener and lachie are still my faves, but I feel they have priced themselves out of the market. They are definitely $400 good. Maybe $500 good. But not $700 good.

Oh, and I solved the flimsy sole issue on that only pair this week:


PXL_20250423_190419247.jpeg
PXL_20250423_190442070.jpeg
 

Mahagonny Bill

Practically Family
Messages
564
Location
Seattle
I picked up a pair of Bucks Raider plain toe chelsea boots from tatra.ca and I highly recommend them. Great fit with no breaking in time required. They look good enough for a casual night out or on a worksite. Here is a video about the company, which is how I found them.
 

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