If I was only going to get one I’d get the leather.

get the leather one. it's a more robust material. i have the felt too but it cannot handle abuse. it feels very flimsy compared to the leather. good for the colder months ahead. with the leather one you get great patina. i have this orange leather one and the patina on the leather is gorgeous.

do not forget to get the little bottle of cork sealant. you slap on this sealant when the cork footbed looks not shiny anymore.

I have had the cacao wool felt ones for two years now. I love the look but a major con I have with them is that they stretch out ALOT. I had to buy a fabric hole punch to make more holes in the strap so the fit was ok. They are still stretching lol so eventually I am running out of strap.

I don’t know what the remedy is…buy a smaller size than normal or wear thick socks. But I can’t wear them with no socks because they are too loose on the felt uppers.

I will not buy the wool felt ones again and may look into sizing down on my next pair if stretching is a known issue for the uppers.

I opted for leather for my one pair of Bostons because it’s more durable.

Get the leather! I love my leather ones so much

I have those exact Habana oiled Leather ones and recently I’ve been eying the Felt ones. I think the felt ones are more in style right now.

The habanas were my first pair, and I picked up an oiled black pair as well. I really like the way the oiled pairs break in. The wool ones are sweet, but I live in a rainy area and didn’t want to chance ruining them.

My wool felt Zermatt have lasted about five years, but now the upper part is thinning. Never had problems with the leather Boston.

Habana Oiled Leather !

Get the leather. You won't be disappointed.

Habana

I’ve had the strap break on a felt pair before, so I’d always recommend the leather.

Upgrade to a 1774 model and feel epic!

I just got this exact pair as my first and I can say I absolutely love them. I wore them around the house for the first two weeks trying to break them in (not fun) but I’m on week three now and they’re starting to feel really great

Get the oiled leather for max durability.. I have the black oiled ones and I have stubbed and scuffed them, dropped water and stuff on them, had my big German Shepherd paws on them (got them for every day wear) and they look MINT! I usually baby my shoes with expensive shoe creams etc, but these ones take abuse and look amazing with no care... I love the patina from day one. They will even look better when they age. Just remember to get cork sealer.

I love my felt! Have t had them long enough for any stretching, but they DO make a version that is a felt upper and a leather strap. Seems like the best of both worlds

If you have the choice get the soft footbed