Drew Estate · Connecticut · medium strength · 2026

How much does a Deadwood cigar cost?

Deadwood cigars run $3.14–$10.23 per single depending on the line, with boxes of 20 at $103.73. Made in Nicaragua by Drew Estate, the brand spans 5 lines with a Connecticut wrapper.

Average single

$10.23

per cigar

Box of 20

$103.73

$5.19 per cigar · save $100.87

Cheapest line

$3.14

Crazy Alice

Line by line

Every Deadwood line and what each costs.

5 lines, with 2026 national average single and box pricing.

Line	Single	Box (20)	Per cigar	Notes
Sweet Jane	$8.66	$147.21	$7.36	The best-selling Deadwood cigar with vanilla and licorice.
Fat Bottom Betty	$4.30	$73.10	$3.65	The box-pressed namesake with a chocolatey sweetness.
Crazy Alice	$3.14	$53.38	$2.67	A candela-wrapped Deadwood with a lighter infusion.
The Girl With No Name	$10.23	$142.60	$7.13	A 7x44 addition to the Deadwood range.
Dominicana	$6.21	$105.57	$5.28	The newest Drew Estate extension of the line.

Cost breakdown

What a Deadwood habit costs over time.

Per single, per box, per year, and lifetime at Deadwood prices.

Per single

$10.23

$medium strength, Connecticut

Per box of 20

$103.73

$5.19/cigar

Yearly (1/day)

$3,734

$10.23/cigar × 365

30-year total

$112,019

Before compounding

Monthly (30 cigars)

$307

2/day yearly

$7,468

2/week yearly

$1,064

About the brand

About Deadwood cigars.

Manufactured by Drew Estate, made in Nicaragua.

Deadwood is Drew Estate's outlaw-themed line, originally created for the Deadwood cigar shop in South Dakota before going national in 2016. The sweetened-tip, heavily-named cigars (Fat Bottom Betty, Sweet Jane, Crazy Alice, Leather Rose, The Girl With No Name) are all Nicaraguan-made in medium strength, with the new Dominicana and Buenas Noches extensions.

Wrapper

Connecticut

Strength

Medium

Where it’s made

Nicaragua

Flavor notes

Sweet, Vanilla, Cocoa, Tea

Head to head

How does Deadwood compare to other brands?

Deadwood side-by-side with the 3 closest brands by single price.

Brand	Single	Box	Per cigar	Strength	Origin
DeadwoodTHIS BRAND	$10.23	$103.73	$5.19	Medium	Nicaragua
Espinosa	$10.26	$170.00	$8.50	Medium	Nicaragua
AVO	$10.40	$242.10	$12.11	Medium	Dominican Republic
LFD	$10.44	$217.80	$10.89	Full	Dominican Republic

See all 40 cigar brands compared →

Your questions, answered

Deadwood cigar FAQ.

The most common questions about Deadwood pricing and value.

Frequently asked questions about Deadwood cigars

Deadwood cigars cost $3.14 to $10.23 per single depending on the line, with the flagship $Crazy Alice running $3.14 and the top $The Girl With No Name running $10.23. The brand average sits around $10.23 a stick, and a box of 20 runs $103.73. Prices vary by state and retailer because of differences in state cigar excise taxes. Deadwood is a medium-strength brand made by Drew Estate.

A box of 20 Deadwood cigars costs $103.73 on average, or $5.19 per cigar. Buying the box saves about $100.87 versus buying 20 singles at the average single price — a per-cigar discount of roughly $5.04. The cheapest line to buy by the box is Crazy Alice at $53.38; the priciest is The Girl With No Name at $142.60. Boxes need a properly humidified humidor to stay fresh.

The cheapest Deadwood line is Crazy Alice at $3.14 per single and $53.38 per box of 20. a candela-wrapped Deadwood with a lighter infusion. It is the natural entry point for trying the brand, though the higher lines are where Deadwood's reputation is built.

Deadwood is Drew Estate, and its reputation is built on 5 distinct lines spanning medium strength in a Connecticut wrapper. The brand's character runs from the Crazy Alice ($3.14) to the The Girl With No Name ($10.23), with flavor notes of sweet, vanilla, cocoa, tea. Whether it's "any good" depends on taste — mild, wrapper-forward profiles suit newer smokers, while the fuller lines reward experienced palates.

At 1 cigar per day, a Deadwood habit at the average $10.23 per stick runs about $3,734 per year — $307 a month, or $112,019 over 30 years before compounding. At 2 per day that doubles to roughly $7,468 a year. If you smoke a few a week instead of daily, the annual number drops by more than half. Use our free quit-smoking calculator to see the full compound cost of your personal habit.

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About this data

Prices are 2026 national averages sourced from atlantic cigar (atlanticcigar.com) product listings 2026; convenience store, smoke shop, and online retailer pricing. Actual in-store prices vary by state, retailer, and local cigar excise taxes. Manufacturer: Drew Estate. Source URL: https://www.drewestate.com/. Last reviewed: 2026-08-01. All prices are estimates for informational purposes only. SmokeCalc is an educational tool, not a commercial price tracker. All trademarks belong to their respective owners; SmokeCalc is not affiliated with or endorsed by any cigar manufacturer.

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