Roland | Classic Wingtip Ankle Boots
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Size Finder · Women
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Free shipping · Order today, arrives in 5–8 business days
- 90-day returnsPrintable return label by email
- Ships in 2–4 business daysTracked delivery in 3–4 days
- Real people, real answersEmail replies within a few hours
- Designed in the USAConsidered pieces, made to last
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 Guide
Find your fit.
Our pieces follow standard US sizing. If you're between sizes, choose the larger size for outerwear and knitwear and your usual size for dresses. The Size Finder on every product page gives you a personal recommendation in seconds.
Women's clothing
| Size | US | Bust (in) | Waist (in) | Hips (in) |
|---|---|---|---|---|
| XS | 0–2 | 31–32 | 24–25 | 34–35 |
| S | 4–6 | 33–34 | 26–27 | 36–37 |
| M | 8–10 | 35–36 | 28–29 | 38–39 |
| L | 12–14 | 37.5–39 | 30.5–32 | 40.5–42 |
| XL | 16 | 40.5–42 | 33.5–35 | 43.5–45 |
| XXL | 18 | 43.5–45 | 36.5–38 | 46.5–48 |
Men's clothing
| Size | Chest (in) | Waist (in) | Neck (in) |
|---|---|---|---|
| S | 35–37 | 29–31 | 14–14.5 |
| M | 38–40 | 32–34 | 15–15.5 |
| L | 41–43 | 35–37 | 16–16.5 |
| XL | 44–46 | 38–40 | 17–17.5 |
| XXL | 47–49 | 41–43 | 18–18.5 |
Shoes
| Foot length (in) | Women US | Men US | EU |
|---|---|---|---|
| 9.0 | 6 | – | 36–37 |
| 9.4 | 7 | – | 37–38 |
| 9.7 | 8 | 6.5 | 38–39 |
| 10.0 | 9 | 7.5 | 40 |
| 10.3 | 10 | 8.5 | 41 |
| 10.6 | 11 | 9.5 | 42–43 |
| 11.0 | – | 10.5 | 44 |
| 11.3 | – | 11.5 | 45 |
| 11.7 | – | 12.5 | 46 |
Still unsure? Email info@fifthavenuestyle.com for personal sizing help.
Every piece is made from carefully selected materials. Please follow the care label inside the garment. As a rule of thumb: wash knitwear cold and dry it flat, and have tailored outerwear professionally dry cleaned to keep its shape for years.
Free US shipping on every order. Orders are processed within 2–4 business days, then delivered within 3–4 business days. You'll receive a tracking number by email as soon as your order ships.
90-day returns. Return unworn items in their original condition within 90 days of delivery. Email us and we'll send you a printable return label; the label cost is deducted from your refund, except for damaged, faulty or incorrect items. Full return policy
