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Cornell & Diehl’s Small Batch — Midnight Orchard

Cornell & Diehl Small Batch

The latest Small Batch by Cornell & Diehl, Midnight Orchard, is the first true Aromatic in the Small Batch line, re-imagining the Aromatic genre through the experimental and creative lens of Small Batch. It combines a selection of carefully blackened Bright Virginias, heirloom Reds, and St. James Perique — resulting in hints of dark fruit […]

Peterson House Pipe Sandblasted Silver Cap Bent P-Lip

Peterson Of Dublin

At the 2026 PCA Convention in New Orleans, I was able to handpick TWO of what are, for many Peterson fans bucket list pipes — the Peterson Deluxe System House Pipe with Silver Cap. While Peterson’s House Pipe is not formally listed as a Deluxe System pipe, it has all the features that incorporate Charles […]

FRATELLO USA 250 LIMITED EDITION

Fratello Cigars

The Fratello USA 250 celebrates the 250th Anniversary of the signing of the Declaration of Independence. Production is HIGHLY LIMITED, with just 250 boxes of 13 cigars — one cigar for each of the original 13 colonies. The cigars are 6×54 Toros and feature a Nicaraguan Jalapa Habano wrapper, Pennsylvania Broadleaf Seco binder as well […]

Stay Up To Date With “The Smoke Signal”

Get priority access to everything worth knowing about here at Chesapeake Pipe & Cigar though our NEW text-based information system. You have to take advantage of the opportunity of a lifetime during the lifetime of the opportunity! And, the people on our list? They’re the ones who don’t miss those opportunities! TEXT“CIGAR”TO1-410-914-7993 SMS Texting Privacy […]

The Roaming Ember Has Begun — Where Will Yours Burn?

The Roaming Ember

We’re proud to introduce The Roaming Ember — a new tradition at Chesapeake Pipe & Cigar. From Annapolis to the world — bring the smoke along. Here’s how it works:Take your favorite cigar, pipe, or tobacco from our shop…Carry it somewhere worth remembering…Light it…Capture the moment…Share where the ember landed. Post your photo by tagging […]

From Distant Shores — Asian Exclusive Arrival Here At Chesapeake

Villiger

For the fourth time, Villiger turns its hand to the old calendar, marking the passing of years not with numbers, but with animals that carry their own weight of story and meaning. This time it is the Horse — restless, strong, and made for distance. Yet this cigar, like a tale told across the ocean, […]

Fratello 1821 Dominican WORLDWIDE RELEASE Hosted By Chesapeake

Fratello Cigars

On Thursday, March 6th at 6 PM, Chesapeake Pipe & Cigar will be hosting a once in a lifetime event — the WORLDWIDE release of a new cigar. We’ll have the honor of introducing the NEW LIMITED EDITION Fratello 1821 Dominican Puro to the world right here in historic Annapolis, Maryland. Learn more about this […]

AVAILABLE FRIDAY, FEBRUARY 6TH FROM LCA

LCA Logo

February’s Limited Cigar Association (LCA) releases are going to knock your socks off! The featured release is a new supply of the most popular cigar in LCA history — La Sirena Super Sea Monkeys 2026. Last year, we got lucky and were able to reorder these uber popular cigars a few times, but this year, […]

Fires On The Levee Small Batch Celebrates Louisiana Christmas Tradition

Cornell & Diehl Small Batch

If you follow the Mississippi River as it saunters between New Orleans and Baton Rouge, you will eventually stumble upon a Christmas sight so peculiar, so gloriously unreasonable, that it could only have been invented by people who know the river well and are on friendly terms with fire. Along those great earthen shoulders we […]

Coming Wednesday, December 10th: GL Pease Silver Jubilee

GL Pease

Celebrating 25 years of G.L. Pease, Silver Jubilee is a unique expression of traditional Virginia flakes. It features special 25-year-old Red Virginia and other choice flue-cured grades combined with whispers of rare Italian Dark-Fired Kentucky. It offers a rich flavor profile with elements of bread and subtle maltiness. These special Virginias maintain center stage throughout […]