H. Upmann Sir Winston vs Montecristo No. 5
How do H. Upmann Sir Winston and Montecristo No. 5stack up? Here's the head-to-head — strength, wrapper, flavor, size, and critic ratings — plus which one to reach for.
The short answer
The H. Upmann Sir Winston and Montecristo No. 5 sit at a similar medium strength, so it comes down to flavor and origin.
- Strength
- Body
- Medium
- Medium
- Origin
- Cuba
- Cuba
- Wrapper
- Cuban
- Cuban
- Binder
- Cuban
- Cuban
- Filler
- Cuban
- Cuban
- Vitola
- Churchill
- Petit Corona (Perla)
- Size
- 7 in × 47
- 4.0 in × 40
- Rating
- 94/100 · 2018
- —
- Flavor
- ChocolateMarzipanFloralGraham crackerCedar
- CocoaCoffeeVanillaCedarLight florals
The verdict
- Strength
- Both land at Medium — a similar body either way.
- Critic scores
- H. Upmann Sir Winston carries the published pedigree (94 points from the critics).
Both are worth knowing — the "better" cigar is the one that fits your taste and the moment.
H. Upmann Sir Winston vs Montecristo No. 5 — FAQ
- Is the H. Upmann Sir Winston or the Montecristo No. 5 better for beginners?
- They're a similar medium strength, so neither is clearly easier — choose by flavor. The H. Upmann Sir Winston brings chocolate and marzipan, the Montecristo No. 5 cocoa and coffee.
- What's the difference between the H. Upmann Sir Winston and the Montecristo No. 5?
- The H. Upmann Sir Winston is a medium Cuban cigar with a Cuban wrapper; the Montecristo No. 5 is a medium Cuban cigar with a Cuban wrapper.
- Which is rated higher, the H. Upmann Sir Winston or the Montecristo No. 5?
- H. Upmann Sir Winston: Cigar Aficionado 94/100. Montecristo No. 5: no published critic score yet.