











The Ridgeline Orthopedic Boots
Standard Shipping
$4.99 flat rate on all orders. Tracked from dispatch to delivery.
Delivery Time
Processed within 1 to 2 business days. Delivery takes a further 3 to 10 business days.
Order Tracking
A tracking number is emailed as soon as your order ships.
Considered Materials
Carefully chosen fabrics, selected for feel, durability, and the way they wear over time.
Built to Last
Designed to be worn for years, not seasons. Every detail placed with care.
Designed in Northern Ireland, Sold in the United States
Rooted in the heritage and craft traditions of the north of Ireland.
30 Day Returns
Send it back within 30 days. Unworn, tags attached, original packaging.
Easy Process
Email us with your order number. No restocking fees, ever.
Quick Refunds
Processed within 3 business days to your original payment method.
Description +
The Ridgeline Orthopedic Boots combine the substantial look of a classic ankle boot with comfort-focused everyday styling. Clean, versatile and easy to work into your wardrobe, they’re made for days when you want dependable footwear without sacrificing a polished appearance.
Comfort Built for Everyday Wear
Designed with an orthopedic approach to comfort, the Ridgeline offers a supportive feel for longer days on your feet. The ankle-height profile provides a secure, substantial fit while maintaining a versatile silhouette that works across casual and smarter outfits.
How to Wear Them
Pair with straight-leg denim and a heavyweight knit for an easy weekend look, or wear them with chinos, a button-down and structured coat when you want something sharper.
Product Features
• Orthopedic comfort design
• Supportive everyday feel
• Classic ankle-boot silhouette
• Versatile, understated styling
• Designed for extended everyday wear
• Easy to pair with denim, chinos and winter layers
Product Care
• Wipe clean with a soft, slightly damp cloth
• Allow to dry naturally if wet
• Avoid direct heat when drying
• Store in a cool, dry place when not in use
Details and Care +
Designed with attention to every detail. Look after your piece and it will look after you.
- Spot clean with a damp cloth
- Reshape while damp if needed
- Air dry away from direct heat
- Do not machine wash or tumble dry
- Store flat or in original packaging
Tracked Shipping
30 Day Returns
N. Ireland
Real Support
Cart
Size Guide
Flat Caps · Newsboy Caps · Beanies
Measure around the widest part of your head, just above the ears and across the forehead. Between sizes? Take the larger.
| Size | Head (cm) | Head (in) | UK / US Hat |
|---|---|---|---|
| S | 54 – 55 | 21.3 – 21.7 | 6 3/4 – 6 7/8 |
| M | 56 – 57 | 22 – 22.4 | 7 – 7 1/8 |
| L | 58 – 59 | 22.8 – 23.2 | 7 1/4 – 7 3/8 |
| XL | 60 – 61 | 23.6 – 24 | 7 1/2 – 7 5/8 |
Jackets · Shirts · Knitwear · Blazers
Measurements in inches.
| Size | Chest | Sleeve Length |
|---|---|---|
| XS | 33 – 34 | 33 |
| S | 36 – 38 | 33.5 |
| M | 39 – 41 | 34 |
| L | 42 – 44 | 34.75 |
| XL | 45 – 48 | 35.5 |
| XXL | 49 – 53 | 36.25 |
| XXXL | 54 – 58 | 37.5 |
Pants · Trousers
If the inseam length isn't what you were looking for, reach out to support@henrygrayson.com and we may be able to arrange a custom size.
| Size | Waist (in) | Inseam (cm) | Inseam (in) |
|---|---|---|---|
| XS | 28 | 80 | 31.5 |
| S | 30 | 80 | 31.5 |
| M | 32 | 81 | 32 |
| L | 34 | 81 | 32 |
| XL | 36 | 81 | 32 |
| XXL | 38 | 83 | 32.5 |
| XXXL | 40 | 83 | 32.5 |
Footwear
All men's footwear at Henry Grayson is offered in US Men's standard sizing. Measure your foot length and match it to the closest size below.
| US Size | Foot Length (in) |
|---|---|
| 2 | 7.6 |
| 2.5 | 7.8 |
| 3 | 7.9 |
| 3.5 | 8.1 |
| 4 | 8.3 |
| 4.5 | 8.5 |
| 5 | 8.6 |
| 5.5 | 8.8 |
| 6 | 9.0 |
| 6.5 | 9.1 |
| 7 | 9.3 |
| 7.5 | 9.5 |
| 8 | 9.6 |
| 8.5 | 9.8 |
| 9 | 10.0 |
| 9.5 | 10.2 |
| 10 | 10.3 |
| 10.5 | 10.5 |
| 11 | 10.7 |
| 11.5 | 10.8 |
| 12 | 11.0 |
| 12.5 | 11.2 |
| 13 | 11.3 |
| 13.5 | 11.5 |
| 14 | 11.7 |
How to Measure
Stand with your heel against a wall on a hard floor. Measure from the wall to the tip of your longest toe. Measure both feet in the evening, when they're at their largest, and use the bigger measurement. If you fall between sizes, we recommend sizing up.
Flat Caps · Newsboy Caps · Beanies
Measure around the widest part of your head, just above the ears and across the forehead. Between sizes? Take the larger.
| Size | Head (cm) | Head (in) | UK / US Hat |
|---|---|---|---|
| S | 53 – 54 | 20.9 – 21.3 | 6 5/8 – 6 3/4 |
| M | 55 – 56 | 21.7 – 22 | 6 7/8 – 7 |
| L | 57 – 58 | 22.4 – 22.8 | 7 1/8 – 7 1/4 |
| XL | 59 – 60 | 23.2 – 23.6 | 7 3/8 – 7 1/2 |
Dresses · Tops · Knitwear · Blazers
Measurements in inches.
| Size | Bust | Waist | Hips |
|---|---|---|---|
| XS | 31 – 32 | 23 – 24 | 33 – 34 |
| S | 33 – 34 | 25 – 26 | 35 – 36 |
| M | 35 – 36 | 27 – 28 | 37 – 38 |
| L | 37 – 39 | 29 – 31 | 39 – 41 |
| XL | 40 – 42 | 32 – 34 | 42 – 44 |
| XXL | 43 – 45 | 35 – 37 | 45 – 47 |
| XXXL | 46 – 48 | 38 – 40 | 48 – 50 |
Pants · Trousers · Skirts
If the inseam length isn't what you were looking for, reach out to support@henrygrayson.com and we may be able to arrange a custom size.
| Size | Waist (in) | Hip (in) | Inseam (cm) | Inseam (in) |
|---|---|---|---|---|
| XS | 23 – 24 | 33 – 34 | 76 | 30 |
| S | 25 – 26 | 35 – 36 | 76 | 30 |
| M | 27 – 28 | 37 – 38 | 77 | 30.5 |
| L | 29 – 31 | 39 – 41 | 77 | 30.5 |
| XL | 32 – 34 | 42 – 44 | 77 | 30.5 |
| XXL | 35 – 37 | 45 – 47 | 78 | 31 |
| XXXL | 38 – 40 | 48 – 50 | 78 | 31 |
Footwear
All women's footwear at Henry Grayson is offered in US Women's standard sizing. Measure your foot length and match it to the closest size below.
| US Size | Foot Length (in) |
|---|---|
| 2 | 6.4 |
| 2.5 | 6.6 |
| 3 | 6.7 |
| 3.5 | 6.9 |
| 4 | 7.0 |
| 4.5 | 7.2 |
| 5 | 7.4 |
| 5.5 | 7.5 |
| 6 | 7.7 |
| 6.5 | 7.9 |
| 7 | 8.0 |
| 7.5 | 8.2 |
| 8 | 8.3 |
| 8.5 | 8.5 |
| 9 | 8.7 |
| 9.5 | 8.8 |
| 10 | 9.0 |
| 10.5 | 9.2 |
| 11 | 9.3 |
| 11.5 | 9.5 |
| 12 | 9.6 |
| 12.5 | 9.8 |
| 13 | 10.0 |
| 13.5 | 10.1 |
| 14 | 10.3 |
How to Measure
Stand with your heel against a wall on a hard floor. Measure from the wall to the tip of your longest toe. Measure both feet in the evening, when they're at their largest, and use the bigger measurement. If you fall between sizes, we recommend sizing up.
The Grayson Word
A handshake still means something here.
Thirty days. Our word. Kept the old way.
Nothing Leaves Unchecked.
Every piece passes through careful hands before it sets off to you. Where we come from, you don't put your name on something you haven't looked over.
Thirty Days, No Quibbles.
Not right for you? Send it back within 30 days for a full refund. No restocking fees, nothing marked final sale, and no need to explain yourself. Want a different size or colour? Return it and reorder, simple as that.
A Person, Not a Robot.
Sizing questions, returns, or anything in between, write to support@henrygrayson.com and a real person answers. Monday to Friday, 8:00 AM to 6:00 PM EST.
Our Conviction
"My great grandfather crossed the Atlantic with almost nothing. But he never stopped dressing like the man he was. That quiet pride is what we build every piece around. Not trends, not seasons. Just the belief that the things worth wearing are the things worth keeping."
Adam Grayson
Founder, Henry Grayson
You may also like
Wears well with this
A few more pieces from the same range.
Keep browsing
There's more where that came from
Have a look through the rest of the range.







