From the catalog · Cuba
H. Upmann Sir Winston
H. Upmann Sir Winston is a medium cigar from Cuba with a Habano wrapper. One size is offered, measuring 7 inches with a 47 ring gauge. Format options include Churchill. Typical retail lands in the $20-$30 range. Habano wrappers are commonly linked to balanced, structured smoke. Medium-strength cigars typically balance body and approachability for everyday smoking. Habano leaf from Cuba tends to carry the balanced character often associated with classic Cuban construction.

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Spec sheet
Vitolas
1 format in the catalog.
| Shape | Length | Ring gauge |
|---|---|---|
| Churchill | 7" | 47 |
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Related guides
Editorial guides that go deeper on the Sir Winston’s profile.
Common questions
How strong is the H. Upmann Sir Winston?
The H. Upmann Sir Winston is logged in the catalog as a medium-strength Cuba cigar.
Where is the H. Upmann Sir Winston made?
The catalog lists the H. Upmann Sir Winston with an origin of Cuba.
What wrapper does the H. Upmann Sir Winston use?
The H. Upmann Sir Winston uses a Habano wrapper.
What sizes does the H. Upmann Sir Winston come in?
The catalog records a single vitola at 7 inches and 47 ring for the H. Upmann Sir Winston.
How much does the H. Upmann Sir Winston cost?
Typical retail for the H. Upmann Sir Winston falls in the $20-$30 range. Cigarista doesn't sell cigars, we track them.