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Premium Cigars

Discover our carefully selected collection of Premium Cigars

Fine Tobacco Pipes

Explore traditional craftsmanship and exceptional pipes

Pipe Tobaccos

We have more than 450 tinned and bulk selections for every palate

Accessories & Essentials

The tools and accessories that complete your smoking experience

Welcome To Chesapeake Pipe & Cigar

Award Winning & Expertly Curated


Discover an extraordinary selection of hand-rolled premium cigars, masterfully crafted tobacco pipes, expertly blended pipe tobaccos, and thoughtfully curated accessories. From our meticulously maintained humidor to our knowledgeable, personalized service, every detail reflects our passion for quality, craftsmanship, and tradition. Whether you're a seasoned connoisseur or just beginning your journey, we're here to make every experience exceptional.


Discover Chesapeake

Explore our retail store, meet the people behind Chesapeake, and discover the exceptional products, personal service, and traditions that make us truly special.

DISCOVER CHESAPEAKE
Fire Eater

Experience Chesapeake

Great Company, shared traditions and moments worth remembering, including The Ancient & Honorable Tuesday Club, Pipe NIght and other special gatherings.

EXPERIENCE CHESAPEAKE
Pyrolysis

Explore At Chesapeake

Exploring the knowledge, history and craftsmanship behind the smoke through our ever growing library of articles and videos.

EXPLORE AT CHESAPEAKE

Shop At Chesapeake

Visit Our Brick & Mortar Shop In Annapolis Maryland Or Shop With Us Online

SHOP AT CHESAPEAKE

GET THE INSIDE SMOKE

Be the first to discover new arrivals, exclusive offers, special events, and everything happening at Chesapeake Pipe & Cigar.


Our Most Recent Posts

Uncharted Waters
Cigar News

November LCA Trifecta

This November, we welcome back THREE LCA cigars from Privada Cigar Club. Agin, for 2026, we are getting GRAVY, TURDUCKEN and PUMPKIN SPICE. As with all cigars we receive in our LCA monthly selections, these cigars are playfully named, but DEFINITELY not flavored. Turducken Details:Wrapper: Nicaraguan Jalapa MaduroBinder: Mexican San

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Chesapeake Logo
Cigar News

Still Under Construction

Slowly, but surely, I’m updating our website, ChesapeakePipeAndCigar.com. There is a whole bunch of content that’s not currently accessible. This is a DIY project to start with. Then, add a new editing system, with a steep learning curve, and things are moving more slowly than I like.

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Cigar News

UNDER CONSTRUCTION

We’re rebuilding our website from the ground up. If you need some specific information, feel free to call us at 443-949-9004.

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Cornell & Diehl
Cool Stuff

Scarecrow Limited Edition By Warped

We’re happy to announce that we will have a VERY LIMITED supply of the 2026 Warped Scarecrow. Warped’s Halloween favorite is back for another season. Scarecrow, a limited-edition release made for the fall, starts with C&D’s own Red-Virginia Cavendish, crafted from dark 2017 Reds and 2019 Orange-Red flue-cured Virginias for

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Peterson Of Dublin
Available Peterson Of Dublin Pipes

Attention Pete Geeks — Peterson Abides!

Mark Irwin at Peterson Pipe Notes is spearheading a project to restore the burial site of Charles Peterson. Peterson died while on a trip to Hamburg, Germany and was buried in the town’s Ohlsdorf Cemetery Park. According to reliable research, Charles Peterson never had a proper grave marker. Correcting this

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Chesapeake
Cigar News

REGULAR HOURS

Our regular shop hours are: Our official hours are Weekdays, 11 AM to 8 PM and Weekends 11 AM to 5 PM. As always, Members and their guests have 24/7/365 access to the Lounge through the Member’s Entrance. Tuesdays, starting at 6:30 PM, The Ancient & Honorable Tuesday Club of

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