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Medium Cigars

Not too light. Not too bold. Medium cigars are where balance lives, and for many, it’s the zone they keep coming back to.

Our selection of medium-bodied cigars hits that perfect middle ground: enough body to keep things interesting, but smooth enough for anytime enjoyment. These blends offer a wide range of flavor profiles, some rich and creamy, others with a subtle spice or a touch of earth, making them a reliable go-to whether you’re lighting up at the end of a long shift or gearing up for an evening with friends.

An open Deadwood Tobacco box labeled "Sweet Jane" displays Deadwood Sweet Jane Corona cigars; a close-up shows a detailed band with a woman's face and floral design on one cigar.
An open Deadwood Tobacco box labeled "Sweet Jane" displays Deadwood Sweet Jane Corona cigars; a close-up shows a detailed band with a woman's face and floral design on one cigar.
Deadwood Sweet Jane Corona
Deadwood Tobacco Cigars
$8.99 - $189.99
$8.99 - $189.99
$8.99 - $189.99
$8.99

If you’re after a cigar that doesn’t play by the rules but still delivers a smooth, flavorful ride, Sweet Jane is calling your name. Made by Drew E...

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$8.99 - $189.99
$8.99 - $189.99
$8.99 - $189.99
$8.99
Deadwood Sweet Jane Tins
Deadwood Sweet Jane Tins Sold out
Deadwood Sweet Jane Tins
Deadwood Tobacco Cigars
$19.99 - $84.99
$19.99 - $84.99
$19.99 - $84.99
$19.99

The Deadwood Sweet Jane Tin brings premium cigar flavor into a compact, convenient cigarillo format, crafted by Drew Estate for the bold, the adven...

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$19.99 - $84.99
$19.99 - $84.99
$19.99 - $84.99
$19.99
Sold out
Deadwood Variety 10 Cigar Sampler
Deadwood Variety 10 Cigar Sampler
After Action Cigars
$105.62
$105.62 - $105.62
$105.62
$89.99
$89.99 - $89.99
$89.99

The Deadwood 10 Count Sampler brings together the most iconic blends from Drew Estate’s legendary Deadwood line. Whether you're a seasoned fan of S...

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$105.62
$105.62 - $105.62
$105.62
$89.99
$89.99 - $89.99
$89.99
An open box of Deadwood Tobacco Leather Rose Petite Corona cigars by Deadwood Tobacco Cigars shows neatly arranged Brazilian Maduro sticks; the lid displays a tattooed woman with a rose and spiderweb, while one cigar stands upright beside the box.
An open box of Deadwood Tobacco Leather Rose Petite Corona cigars by Deadwood Tobacco Cigars shows neatly arranged Brazilian Maduro sticks; the lid displays a tattooed woman with a rose and spiderweb, while one cigar stands upright beside the box.
Deadwood Tobacco Leather Rose Petite Corona
Deadwood Tobacco Cigars
$6.49 - $149.99
$6.49 - $149.99
$6.49 - $149.99
$6.49

Big flavor in a small format, the Leather Rose Petite Corona brings Drew Estate’s spiciest Deadwood blend to a shorter, punchier smoke. Perfect whe...

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$6.49 - $149.99
$6.49 - $149.99
$6.49 - $149.99
$6.49
An open box of Deadwood Tobacco's Deadwood Leather Rose Torpedo cigars features a stylized woman with roses on the box and band, highlighting these bold Brazilian Maduro cigars.
An open box of Deadwood Tobacco's Deadwood Leather Rose Torpedo cigars features a stylized woman with roses on the box and band, highlighting these bold Brazilian Maduro cigars.
Deadwood Leather Rose Torpedo
Deadwood Tobacco Cigars
$9.09 - $204.99
$9.09 - $204.99
$9.09 - $204.99
$9.09

Spicy, aromatic, and unforgettable, this Flavored Maduro torpedo is the bold standout of the Deadwood lineup. Wrapped in a dark, chewy Brazilian Ma...

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$9.09 - $204.99
$9.09 - $204.99
$9.09 - $204.99
$9.09
Deadwood Fat Bottom Betty Sampler
Deadwood Fat Bottom Betty Sampler
After Action Cigars
$113.75
$113.75 - $113.75
$113.75
$94.99
$94.99 - $94.99
$94.99

The Deadwood Fat Bottom Betty Sampler is the ultimate treat for fans of Drew Estate’s bold, sweet, and wildly flavorful Deadwood line. This 10-coun...

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$113.75
$113.75 - $113.75
$113.75
$94.99
$94.99 - $94.99
$94.99
An open box of Deadwood Tobacco's Deadwood Dominicana Toro cigars sits beside a close-up of a medium-bodied cigar, showcasing its decorative band adorned with a woman's illustration.
An open box of Deadwood Tobacco's Deadwood Dominicana Toro cigars sits beside a close-up of a medium-bodied cigar, showcasing its decorative band adorned with a woman's illustration.
Deadwood Dominicana Toro
Deadwood Tobacco Cigars
$11.35 - $125.00
$11.35 - $125.00
$11.35
$10.69 - $102.99
$10.69 - $102.99
$10.69

The Deadwood Dominicana Toro is a sweet-capped, medium-bodied cigar wrapped in silky Ecuadorian Connecticut Shade. It’s smooth, creamy, and lightly...

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$11.35 - $125.00
$11.35 - $125.00
$11.35
$10.69 - $102.99
$10.69 - $102.99
$10.69
An open wooden cigar box displays Deadwood Tobacco Cigars’ Deadwood Fat Bottom Betty Robusto with dark Maduro wrappers and pirate skull labels; one cigar is shown in close-up.
An open wooden cigar box displays Deadwood Tobacco Cigars’ Deadwood Fat Bottom Betty Robusto with dark Maduro wrappers and pirate skull labels; one cigar is shown in close-up.
Deadwood Fat Bottom Betty Robusto
Deadwood Tobacco Cigars
$11.09 - $110.00
$11.09 - $110.00
$11.09
$10.09 - $89.99
$10.09 - $89.99
$10.09

Sweet, bold, and dripping with Drew Estate’s signature aromatic style, Fat Bottom Betty Robusto delivers a shorter, equally flavorful version of th...

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$11.09 - $110.00
$11.09 - $110.00
$11.09
$10.09 - $89.99
$10.09 - $89.99
$10.09
An open wooden box of Deadwood Tobacco's Deadwood Dominicana Robusto cigars, featuring a close-up of a single cigar with a decorative band and label.
An open wooden box of Deadwood Tobacco's Deadwood Dominicana Robusto cigars, featuring a close-up of a single cigar with a decorative band and label.
Deadwood Dominicana Robusto
Deadwood Tobacco Cigars
$11.25 - $117.50
$11.25 - $117.50
$11.25
$10.49 - $96.99
$10.49 - $96.99
$10.49

The Deadwood Dominicana Robusto is a bold departure from the rest of the Deadwood lineup. Wrapped in a smooth Dominican-grown Connecticut Shade lea...

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$11.25 - $117.50
$11.25 - $117.50
$11.25
$10.49 - $96.99
$10.49 - $96.99
$10.49
A wooden box of Deadwood Fat Bottom Betty Toro cigars by Deadwood Tobacco Cigars with a lid featuring an illustrated pirate woman; one Maduro cigar is shown close-up, displaying the same signature artwork on its band.
A wooden box of Deadwood Fat Bottom Betty Toro cigars by Deadwood Tobacco Cigars with a lid featuring an illustrated pirate woman; one Maduro cigar is shown close-up, displaying the same signature artwork on its band.
Deadwood Fat Bottom Betty Toro
Deadwood Tobacco Cigars
$11.75 - $117.50
$11.75 - $117.50
$11.75
$10.49 - $102.50
$10.49 - $102.50
$10.49

Bold, sweet, and aromatic, Fat Bottom Betty Toro is a fan-favorite in Drew Estate’s Deadwood lineup, delivering layers of rich flavor with a smooth...

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$11.75 - $117.50
$11.75 - $117.50
$11.75
$10.49 - $102.50
$10.49 - $102.50
$10.49

This is the backbone of most humidors for a reason. At After Action Cigars, we stock proven favorites and a few unexpected standouts worth discovering. Whether you’re still dialing in your taste or already know your preferred profile, there’s a medium cigar here with your name on it. Light it. Enjoy it. Then get back after it.