H. Upmann No.2 vs H. Upmann Sir Winston
How do H. Upmann No.2 and H. Upmann Sir Winstonstack 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 No.2 and H. Upmann Sir Winston 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
- Piramide
- Churchill
- Size
- 6.1 in × 52
- 7 in × 47
- Rating
- 98/100 · 2022
- 94/100 · 2018
- Flavor
- CocoaCoffeeRoasted nutsCinnamonPepper
- ChocolateMarzipanFloralGraham crackerCedar
The verdict
- Strength
- Both land at Medium — a similar body either way.
- Critic scores
- H. Upmann No.2 edges it on published critic scores (98 vs 94).
Both are worth knowing — the "better" cigar is the one that fits your taste and the moment.
Choose H. Upmann No.2 if
sweet notes appeal to you, or you want the higher critic score.
See H. Upmann No.2 →H. Upmann No.2 vs H. Upmann Sir Winston — FAQ
- Is the H. Upmann No.2 or the H. Upmann Sir Winston better for beginners?
- They're a similar medium strength, so neither is clearly easier — choose by flavor. The H. Upmann No.2 brings cocoa and coffee, the H. Upmann Sir Winston chocolate and marzipan.
- What's the difference between the H. Upmann No.2 and the H. Upmann Sir Winston?
- The H. Upmann No.2 is a medium Cuban cigar with a Cuban wrapper; the H. Upmann Sir Winston is a medium Cuban cigar with a Cuban wrapper.
- Which is rated higher, the H. Upmann No.2 or the H. Upmann Sir Winston?
- H. Upmann No.2: Cigar Aficionado 98/100. H. Upmann Sir Winston: Cigar Aficionado 94/100.