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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 Cigar News
REGULAR HOURS
Our regular shop hours are: Our official hours are Weekdays, 11 AM-ish to 8 PM and Weekends 11 AM-ish to 5 PM. As always, Members and their guests have 24/7/365 access to the Lounge through the Member’s Entrance. Tuesdays, starting…
Villiger Clearance — Save 40%
We are discontinuing most of our Villiger products at 40% off. This sale excludes Villiger Exports and Villiger Braniffs. No other discounts apply. ***
Toscano Maestro Puccini Limited Edition
Toscano Maestro Puccini is back for 2026, paying tribute to the famed Tuscan musical composer, Giacomo Puccini, with a limited-edition bold and spicy blend of Dark-Fired Kentucky leaf from the United States and Italy. The resulting pipe-tobacco blend showcases the…
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…
Fratello Smooth & Strong In Stock NOW!
Updated July 7, 2026 Think of it as a cigar with a split personality — in the best possible way. JUST ARRIVED! — Fratello Cigars introduces Smooth & Strong, a true “choose-your-own-adventure smoke.” Like Fratello’s 2022 Vice Versa, each of…
JULY LCA & PRIVADA CIGAR CLUB EXCLUSIVES
Thanks to a heat dome over the mid-atlantic, July has opened the second half of 2026 with 100-degree plus days. With Independence Day on the 4th and no relief from the sweltering temperatures until after the holiday, it’s hard to…
FRATELLO USA 250 LIMITED EDITION
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…
TUESDAY Rare Cigar Discovery With “New England Dave”
With the help of Privada Cigar Club, the tastemakers behind our monthly LCA (Limited Cigar Association) releases, we’re unlocking a deeper kind of cigar experience at Chesapeake Pipe & Cigar. Privada is known for hunting down rare cigars with genuine…
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…
The Roaming Ember Has Begun — Where Will Yours Burn?
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…