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Customer Reviews for Men's Portland Boots, Chelsea
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What customers say:
The Portland Chelsea boots appear to be a mixed bag in terms of fit and comfort. Many customers found the boots well-made, comfortable, and stylish, praising the quality of the leather and sole. However, a significant number reported issues with the sizing, noting the boots ran large and were difficult to get a proper fit. Some customers had to exchange the boots multiple times to find the right size. A few also mentioned the boots were a bit narrow or tight around the ankle. Overall, the boots seem to work well for those with average or narrow feet, but may not be the best option for those with wider feet.
AI Generated from customer reviews.35 Reviews
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Verified Purchase
August 17, 2026
Size Purchased: 8 1/2
Used for: Casual or Every Day
You have to break this in first. After that, the boot is pretty comfortable.
Sacramento, CA
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00
Verified Purchase
March 30, 2026
Portland Chelsea Boots are Awesome. REALLY !!!
I’ve never owned a Chelsea style boot before. I first tried the Blundstone 550. They weren’t comfortable and they felt awkward. The LL Bean employee told me to try the Portland Che
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60
Verified Purchase
March 29, 2026
great boots
Size Purchased: 9
Used for: Casual or Every Day
i rely like this boots they are so comfortable if you want a grate pair of boots get this pair of boots
virgaina
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10
Verified Purchase
March 29, 2026
Love the look
Comfortable boots that you can dress up or down. Leather finish is solid. Because there’s no laces (and I have narrow feet, I usually have to wear a thicker sock for a snug fit, de
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30
Verified Purchase
February 23, 2026
Affordable quality like this is rare
Excellent fit and I was pleasantly surprised at the price. Such a well made boot for not a lot of money (comparatively). Tough to find anything better made these days.
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11
February 15, 2026
Awful!
Size Purchased: 9
Used for: Casual or Every Day
I bought these a year or so ago. They are the most singularly uncomfortable boots I have ever owned. Occasionally I try them on again and wear them, no more! I’m just going to scra
NY
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42
Verified Purchase
February 13, 2026
Leather scuffs easily
Boots run loose and slide at the heel . Not true to size in fact even two sizes smaller still too wide at the arch but too short in length
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30
Verified Purchase
February 5, 2026
Quality Boot
Size Purchased: 8 1/2
Used for: Casual or Every Day
Boot was good quality of leather goods and nice fit.
on line
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20
Verified Purchase
January 26, 2026
Chelsea boot
Size Purchased: 9
Used for: Casual or Every Day
A boot fits great. Looks great. It is very comfortable to wear.
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30
January 19, 2026
Awesome boot
Size Purchased: 9
Used for: Travel
For the prices boot is extremely comfortable and a nice looking boot. I don’t wear a lot of boots. However, I’ve found myself falling in love and wearing this boot every day.
OFallon IL
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30
Verified Purchase
January 7, 2026
Love the Boot. The fit, meh.
Size Purchased: 12
Used for: Casual or Every Day
Beautiful boot. A little snug. Notice socks with these.
St Paul, MN
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11
Verified Purchase
January 2, 2026
Amazing for my wide footed husband
Size Purchased: 9 1/2
Used for: Casual or Every Day, Hiking
My husband has wide feet, and one foot is slightly bigger than the other. He is the most difficult person to find shoes for - however, these boots fit him perfectly. He said that t
Baltimore, MD
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50
Verified Purchase
December 17, 2025
Fit and Look
Size Purchased: 8
Used for: Casual or Every Day
Run large. They will stretch out once you break them. Great boot overall and really like mine. Fit well once broke in and look great.
Va
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31
Verified Purchase
December 6, 2025
A little confused
Size Purchased: 10 1/2
Used for: Casual or Every Day
I bought the Chelsea boot in size 11 for $159. I had a gift card for roughly $43 which brought the total down to $116. The boot was too big so I exchanged for 10 1/2. As always ,
New Hampshire
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55
November 9, 2025
Good quality - runs large.
Size Purchased: 10 1/2
Used for: Casual or Every Day
I wear a 11.5 in Hokas. I bought a 10.5 in these after trying them on in the store. How thick of a sock you wear will matter, but I find these run quite large. They do seem ver
Colorado
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91
Verified Purchase
November 4, 2025
Nice boots, well made not made for wide feet folks
Size Purchased: 8
Used for: Casual or Every Day
Nice boits not for wide feet individuals. Well made, looks great.
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70
Verified Purchase
October 17, 2025
Nice but sized poorly
Size Purchased: 11
Used for: Casual or Every Day
Sized very large - I will be exchanging. Leather and sole are high quality and I am looking forward to replacements
Trumbull, CT
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60
Verified Purchase
August 13, 2025
Excellent boot.
Size Purchased: 10 1/2
Used for: Casual or Every Day
These boots are easy to wear without any foot slippage. I recommend to anyone needing a nice looking comfortable work or dress boot.
North California
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81
Verified Purchase
March 17, 2025
Great quality as we've come to expect
Size Purchased: 9
Beautiful boots! High quality - great for dressing up or down.
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61
Verified Purchase
March 14, 2025
Solid Boots
Size Purchased: 8 1/2
Used for: Casual or Every Day
These boots need time to break in. Initially rather hard to pull on, they got easier to put on and take off after wearing. Very comfortable to wear. They feel better the more I
Methuen, MA
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90
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