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UNDER CONSTRUCTION -- Chesapeake Pipe & Cigar
AWARD WINNING | PERSONALLY SELECTED | EXPERTLY CURATED
UNDER CONSTRUCTION -- Chesapeake Pipe & Cigar
AWARD WINNING | PERSONALLY SELECTED | EXPERTLY CURATED
Category Food & Drink
Blazers . Bourbon . Cigars — Thursday, September 24, 2026
Don’t Miss the Premier Networking Event in Annapolis Jay Walsh and Ermis Sfakiyanudis, Event Co-Chairs, invite you to light a cigar and raise a glass with Historic Annapolis at the 13th annual Blazers . Bourbon . Cigars in the stunning…
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…
Annual Black Friday Sale
Please join us Friday, November 28th from 8 AM till 8 PM for our annual Black Friday Sale. You have to take advantage of the opportunity of a lifetime during the lifetime of the opportunity! From 8 AM till Noon,…
The Glutton’s Gorge — A Thanksgiving Trifecta From LCA
We’ve strategically created the PERFECT three cigar pack for Thanksgiving enjoyment, The Glutton’s Gorge is a three-pack of special cigars all supplied to us by our friends at the Limited Cigar Association for just this purpose. First, we have Gravy…
Cigars & Steam
Climb aboard a steam-powered journey through the mountains of Western Maryland—complete with Cigars, Scotch, and Unforgettable Views. Join us for Maryland Senator Mike McKay’s Cigars & Steam Fundraiser — a one-of-a-kind evening of vintage luxury and smoky indulgence as we…
WINE & CIGAR PAIRINGS
Presented by The Ancient & Honorable Tuesday Club Of Annapolis Join Tuesday Club on select Thursday’s, April 25th, starting at 7 PM, for their monthly sampling of unique flavors with an expertly curated wine, food and cigar pairing at Chesapeake…
Large Ring Gauge Cigars
Over the last 15-years or so, cigars that were once thought to be comic props have become one of the most popular sizes sold. Did we watch too many cartoons when we were young or are there actually benefits to…
KNUCKLE SANDWICH 55 MEXICAN NOW AVAILABLE AT CHESAPEAKE
In February, 2022, TV’s Mayor Of Flavortown, Guy Fieri, introduced his special cigar project with Espinosa Premium Cigars, which hit the shelves of shops all over the US. That original release included two wrapper choices — Habano and Maduro. As…
HOUSE BLEND PIPE TOBACCOS
Hobbit’s Weed For years, the former Tewksbury & Company’s Hobbit’s Weed was one of the most popular aromatics in America. The company shuttered operations after the passing of the draconian Tobacco Control Act of 2009, but the tobacco blend lived…
NEW TO THE HUMIDOR FROM ALEC BRADLEY
Just in time for the “Holiday’s” we’re happy to bring two new brands into our humidor from Alec Bradley — Alec Bradley Double Broadleaf and Alec Bradley Medalist. Alec Bradley Medalist While Medalist isn’t a new cigar, it’s new to…