Fall/Winter 2026Seasonal price

Adrian | Men's Leather Chelsea Boots Side Buckle Ankle

4.8 · Read reviews
$91.95 $160.00 Save 42%

Free US shipping · Taxes calculated at checkout

Color: Brown
Size

In stock. Ships in 1–2 business days.

  • Visa
  • Mastercard
  • American Express
  • Apple Pay
  • Google Pay

Secure, encrypted checkout · Visa, Mastercard, Amex, Apple Pay, Google Pay

Free US shippingShips in 1–2 business days, arrives in 3–4

90-day returnsPrintable label, refund to your card

Ships from North AmericaNo customs, no import fees

Designed in PortlandMade to last for many seasons

Questions about fit or fabric? Email contact@willamettefir.com. We reply within a few hours.

Description

This Chelsea boot ankle for men combines the classic short shaft cut with a sophisticated side buckle detail and zip closure, achieving a shoe that passes naturally between the formal and the casual. Made of polished-looking leather with contrast seams, it is the ideal choice for the man who seeks style without sacrificing comfort.

Why You'll Love It
  • Side Decorative Buckle: It brings a contemporary touch to the classic Chelsea boot ankle, differentiating it with a detail of great visual impact.
  • Side Zipper Closure: Allows you to put on and remove the ankle boot with ease, without losing the cleaning of lines of the design.
  • Square Toe and Block Heel: They provide an elegant silhouette and a stable base, perfect for both the office and night outings.
Perfect For

Ideal to pair with dress pants or Chinese in the working environment, but equally successful with dark jeans for a dinner or an informal outing. Complete the look with a leather belt and a straight cut jacket for a cohesive and current image.

Care Instructions
  • Clean with a soft slightly damp cloth to remove dust and surface dirt.
  • Apply or leather wax regularly to maintain the hydration and brightness of the material.
  • Store in a cloth bag or in the original box to protect the shape and finish.
  • Avoid prolonged exposure to water; in case of wetting, leave to dry at room temperature away from heat sources.
Frequently Asked Questions

Are they ankle boots Chelsea or do they have side elastic panel?
The design follows the silhouette of the short shaft knot Chelsea, with side zipper closure instead of the traditional elastic panel, which makes the footwear easier and maintains a cleaner line.

Are they suitable for daily use in the office?
Yes, the combination of square toe, heel block and leather finish makes them ideal for professional environments, without giving up style outside work.

What kind of pants do they pair with?
They work very well with Chinos, dress or dark straight-cut jeans or slim. Avoid wide pants so that the ankle boot is visible.

Is the material natural or faux leather?
The exterior finish features the appearance and texture of the polished leather. See the product specification for more details on the exact composition of the material.

Size Guide
Size Foot Length (in)
US 6.5 (EU 39) 9.6
US 7 (EU 40) 9.8
US 8 (EU 41) 10
US 8.5 (EU 42) 10.2
US 9.5 (EU 43) 10.4
US 10 (EU 44) 10.6

Not sure between two sizes? Go one size up for the most comfortable fit.

Fit & sizing

True to US sizing. Not sure? Use Find my size above for a personal recommendation, or check the size chart. Coats are cut with room for a sweater underneath.

Material & care

Chosen for warmth, softness and a long life. Air wool and knitwear between wears, wash cold on a gentle cycle or by hand and dry flat. Dry clean coats and tailoring.

Shipping & delivery

Free standard shipping on every US order. We process orders within 1–2 business days and ship from our North American warehouse. Delivery takes 3–4 business days. You'll get a tracking link by email as soon as your order ships.

Returns & exchanges

You have 90 days from delivery to return unworn items with tags attached. Email us and we'll send a return label to print. Return shipping is paid by the customer, except when an item arrives damaged, faulty or not as ordered. Refunds go back to your original payment method.

About Willamette & Fir

Designed in Portland, Oregon, for the long, wet, beautiful seasons of the Pacific Northwest. Quiet, well-made pieces meant to be worn for years.

Read our story

Customer reviews

What our customers say

4.8 from verified buyers
Watch
Oct 9, 2026

Lives in my rotation

The fir green is even prettier in daylight. Fits close without clinging, and it came out of a cold, gentle wash looking new.

Jess R., Bend, OR Verified buyerWomen's Ribbed Turtleneck Sweater · Size S
Customer photo: Women's Wool Coat
Oct 8, 2026

The coat I was looking for

Warm enough for a wet Portland morning without feeling heavy. The wool is soft and dense and the shoulders sit right. The size finder said S and it was spot on.

Sarah M., Portland, OR Verified buyerWomen's Wool Coat · Size S
Customer photo: Men's Wool Overcoat
Oct 7, 2026

Sharp and actually warm

Wore it all week in the rain over a sweater. The collar stands up properly and the buttons feel solid. Sleeves were a touch long for me, an easy fix at my tailor.

Daniel K., Seattle, WA Verified buyerMen's Wool Overcoat · Size M
Customer photo: Women's Cable Knit Sweater
Oct 6, 2026

Softer than I expected

No itch at all, and no pilling after a month of weekend wear. The cream is warm, not stark white.

Megan T., Boise, ID Verified buyerWomen's Cable Knit Sweater · Size M
Customer photo: Men's Leather Lace-Up Boot
Oct 5, 2026

Broke in fast

Two days of walking and they were comfortable. I went half a size up for thick socks like the size finder suggested. Perfect.

Chris P., Denver, CO Verified buyerMen's Leather Lace-Up Boot · Size 10.5
Customer photo: Men's Waxed Field Jacket
Oct 4, 2026

Great on the trail and in town

Shed a full afternoon of drizzle in the Gorge. Pockets are deep enough for a phone and gloves.

Ryan H., Tacoma, WA Verified buyerMen's Waxed Field Jacket · Size L
Watch
Oct 3, 2026

My favorite coat this fall

Cozy enough for early dog walks and still polished for coffee after. I'm 5 ft 4 and the XS was right.

Emily W., Eugene, OR Verified buyerWomen's Teddy Coat · Size XS
Customer photo: Women's Knit Midi Dress
Oct 2, 2026

Elegant and easy

Wore it to a wedding with boots and a blazer. The knit drapes nicely and doesn't cling at the hips.

Alicia G., Sacramento, CA Verified buyerWomen's Knit Midi Dress · Size M
Customer photo: Women's Wool Scarf
Oct 1, 2026

Lovely packaging, fast delivery

Ordered on Monday, arrived Thursday. Everything wrapped in tissue, no plastic mess. The scarf is generous and very soft.

Hannah L., Chicago, IL Verified buyerWomen's Wool Scarf · Size One size
Customer photo: Men's Wool Peacoat
Sep 29, 2026

Classic and well made

The navy is rich and the lining is smooth. I exchanged for a size up and the team answered my email the same morning.

Tom B., Missoula, MT Verified buyerMen's Wool Peacoat · Size XL
Customer photo: Women's Cable Knit Cardigan
Sep 27, 2026

Exactly as pictured

The oat color is soft and warm, just like the photos. Real horn buttons and a cable that keeps its shape. Shipped the next day.

Grace L., Vancouver, WA Verified buyerWomen's Cable Knit Cardigan · Size M
Customer photo: Men's Fisherman Sweater
Sep 25, 2026

Warm without the bulk

Light enough to wear all day, warm enough for frosty mornings on the lake. Got compliments twice on the first trip.

Nate F., Salt Lake City, UT Verified buyerMen's Fisherman Sweater · Size L

Styled in the Northwest

How to wear it

Ideas from our Fall/Winter 2026 lookbook.

Herringbone coat, burgundy scarf
Look 01Herringbone coat, burgundy scarf
Waxed field jacket, flannel
Look 02Waxed field jacket, flannel
Ribbed turtleneck, oat trousers
Look 03Ribbed turtleneck, oat trousers
Suede trucker, fisherman knit
Look 04Suede trucker, fisherman knit
Cable cardigan, camel skirt
Look 05Cable cardigan, camel skirt
Navy peacoat, grey scarf
Look 06Navy peacoat, grey scarf

Help

Questions before you buy

Which payment methods do you accept?

Visa, Mastercard, American Express, Apple Pay and Google Pay. Every payment runs through Shopify's encrypted, PCI-compliant checkout, so we never see or store your card details.

When is my card charged?

Your card is charged when you place your order. If an item turns out to be unavailable, we refund it to your card right away and let you know by email.

Can I change or cancel my order?

Yes, as long as it hasn't shipped. Orders leave our warehouse within 1–2 business days, so email contact@willamettefir.com as soon as possible with your order number.

Do I need an account to order?

No. You can check out as a guest. With an account you can see your order history and track deliveries in one place.

Still have a question? Email contact@willamettefir.com and a real person will reply within a few hours.