4.7/5 | Rated (2756+ reviews)
Roland | Classic Wingtip Ankle Boots
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30 days money back guarantee
More than 50,000 satisfied customers
2 items | 10% OFF, 3 items | 15% OFF
- Almost Sold Out
Timeless Boots That Carry You With Confidence, Every Single Day
Some boots simply feel right the moment you put them on. These lace-up ankle boots combine refined brogue detailing with a supportive sole, giving you a look that feels both smart and effortless. Whether you are heading to work or out for the evening, they finish your outfit with quiet confidence.
Why You'll Love It
✓ All-Day Comfort — A cushioned footbed and steady heel keep you supported from morning until evening, so long days feel easier on your feet.
✓ Timeless Wingtip Style — Classic brogue detailing gives these boots a refined, elegant look that never goes out of fashion.
✓ Versatile Everyday Wear — Pairs beautifully with trousers, chinos or your favourite jeans, ready for both work and weekends.
✓ Secure, Adjustable Fit — Full lace-up front lets you fine-tune the fit for lasting comfort and confident, sure-footed steps.
✓ Built To Last — Sturdy construction and a durable sole mean these boots stay handsome and reliable season after season.
Well-made boots are an investment you feel every time you wear them. These deliver the comfort, style and dependability that mature men appreciate — a smart, lasting addition to your wardrobe. Choose a pair you can rely on for years to come, and step out with confidence.
SIZE CHART — INCHES
| US Size | Foot Width | Foot Length |
|---|---|---|
| 7 | 3.50" | 9.50–9.75" |
| 7.5 | 3.75" | 9.75" |
| 8 | 3.75" | 10.00" |
| 8.5–9 | 3.75" | 10.00–10.25" |
| 9.5 | 4.00" | 10.25–10.50" |
| 10 | 4.00" | 10.50–10.75" |
| 10.5 | 4.00" | 10.75" |
| 11 | 4.25" | 10.75–11.00" |
| 11.5 | 4.25" | 11.00–11.25" |
| 12 | 4.25" | 11.25–11.50" |
At Bayside New York, customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping with a track & trace code.
We offer a 100% money-back guarantee within 30 days of receiving your order. If you're not completely satisfied, simply return your item for a full refund—no questions asked.
More than 50,000 customers trust Bayside New York, with an average rating of 4.7 out of 5 stars. Your satisfaction and confidence mean everything to us.
