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CHESAPEAKE PIPE & CIGAR

4.6 (98 reviews)

Visibility: 83/100
  • Family owned tobacco shop
  • Extensive pipe tobacco selection
  • Rare & vintage blends available
  • Personal smoking tutorials offered
CHESAPEAKE PIPE & CIGAR
Downtown Annapolis
Thoughtfully chosen goods.
Serving Downtown Annapolis
CHESAPEAKE PIPE & CIGAR
Downtown Annapolis
Shop online
www.chesapeakepipeandcigar.com
(443) 949-9004

At a Glance

Chesapeake Pipe & Cigar stands out as Annapolis's go-to destination for serious tobacco enthusiasts, known for its exceptional selection of pipe tobaccos including rare and out-of-production blends. Customers consistently praise the knowledgeable staff who provide personalized recommendations and even offer pipe smoking tutorials, while the shop's fair pricing and welcoming atmosphere attract both locals and travelers seeking an alternative to big city tobacco shops.

  • Knowledgeable and helpful staff
  • Outstanding tobacco selection
  • Fair and reasonable pricing
  • Rare and hard-to-find blends

Why Customers Choose CHESAPEAKE PIPE & CIGAR

Based on 98 customer reviews

  • Extensive collection of rare and out-of-production tobaccos
  • Expert staff providing personalized blend recommendations
  • Competitive pricing without gouging on premium items
  • Free smoking tutorials and technique guidance
  • Bulk and tinned tobacco options available
  • Curated selection of quality pipes from respected makers

Location & Local Context

Address: 45 Old Solomons Island Rd Suite 105, Annapolis, MD 21401, USA

Phone: (443) 949-9004

Hours: Friday 11:00 AM – 8:00 PM, Monday 11:00 AM – 8:00 PM, Sunday 11:00 AM – 7:00 PM, Tuesday 11:00 AM – 8:00 PM, Saturday 11:00 AM – 7:00 PM, Thursday 11:00 AM – 8:00 PM, Wednesday 11:00 AM – 8:00 PM

Parking: Street parking and nearby public parking available

Peak times: Saturday afternoons and weekday evenings 4-6pm

Nearby neighborhoods: Downtown Annapolis, Eastport, Murray Hill

Nearby landmarks: Near Historic State Circle, 5 minutes from Naval Academy, Close to City Dock area

Services & Offerings

Pipe Tobacco Sales

Extensive selection of bulk and tinned pipe tobaccos from classic to rare blends. Hundreds of options stored in clear jars for easy selection.

  • Bulk tobaccos sold by the ounce
  • Premium tinned collections
  • House blend specialties

Premium Cigars

Carefully curated selection of quality cigars for both casual and serious smokers. Competitive pricing on popular and premium brands.

  • Hand-selected cigar inventory
  • Range from everyday to special occasion
  • Proper humidor storage

Pipe Sales & Consultation

Quality pipes from respected makers including both new and estate pieces. Expert guidance for beginners and collectors alike.

  • New and estate pipe selection
  • Brands like Tsuge and Falcon available
  • Beginner-friendly recommendations

Smoking Education

Personal instruction and guidance for new pipe smokers. Owner and staff provide hands-on tutorials and technique advice.

  • One-on-one smoking tutorials
  • Proper packing and lighting techniques
  • Tobacco pairing recommendations

Customer Reviews

4.6 out of 5

98 total reviews

Most Frequently Mentioned

  • Knowledgeable staff (28 mentions)
  • Great selection (24 mentions)
  • Fair pricing (19 mentions)
  • Helpful service (16 mentions)

Consistently high ratings with strong customer satisfaction. 8 new reviews this month.

This is long overdue. I stopped by on my way to DC. Honestly couldn't ask for a better spot. As a pipe smoker I particularly appreciated this spot. Picked up some plum pudding and a few house blends. Also picked up a phenomenal smoking Tsuge spider and Falcon. The guys working couldn't have been nicer. They even gave me a nice sample of a good aromatic and cigar. If youre in the area and dont want to deal with hustle and bustle of DC this is a perfect quit spot with an amazing selection of pipe tobacco. A definite must visit for anyone in the area.

Logan

Wonderful helpful staff and great service, plus a fantastic selection of tobacco and cigars at a very reasonable price! A few days ago I visited this store because I am on vacation from England and recently I've been thinking about starting to smoke a pipe and needed some advice about tobacco. I asked one of the friends I was visiting if we could go there so we stopped in for a visit and I am very glad we did! The lovely lady serving was very knowledgeable and showed me a few of the many varieties of tobacco they have, all stored in clear jars showing what's inside, so I bought a couple of ounces of the most appealing types and also a pipe to smoke them with. The tobacco cost much less than I thought it would so their prices are fantastic, especially compared to the cost it would have been in the UK! I was also invited to meet the owner to learn how to smoke a pipe, but I sadly had to decline as I was a little pressed for time that day, but I absolutely would have stayed if I could. I am sure if/when I visit this fantastic part of the USA again I will make sure to stop at this store and buy some more tobacco and/or cigars. I highly recommend here if you're a tourist/vacationer or even local!

Joe Poyser

I visit this establishment frequently with the best proprietor of the finiest tobacco I have ever smoked in my life, along w9th fine recommendations if you are a frequent customer. Thank you.

Camon Lipscomb

Fantastic selection of pipes and pipe tobacco. One of the best inventories all around including some rare, oop, and unicorns. Prices were on point and no gouging for the rare tobacco. Staff was extremely friendly and welcoming.

Shawn Lupinacci

Frequently Asked Questions

Yes, our knowledgeable staff often provides samples of aromatic blends and can recommend tobaccos based on your preferences.

Absolutely! Our owner and staff offer personal tutorials on proper packing, lighting, and smoking techniques for new pipe smokers.

Yes, we specialize in stocking rare, out-of-production, and unicorn blends that are difficult to find elsewhere, all at fair prices.

We carry quality pipes from respected makers including Tsuge, Falcon, and others, with options for both beginners and serious collectors.

We offer both bulk tobaccos sold by the ounce from clear display jars and premium tinned collections for your convenience.

Business Activity

Status: Open now

Peak hours: Saturday 2-5pm

New arrivals: Weekly tobacco shipments

Popular this month: Aromatic blends, Estate pipes, House blends

0/100

Online Visibility Score: Excellent

How easily local customers can find and choose this business online.

Reviews & Reputation30/35
Online Presence33/33
Business Completeness17/17
Engagement3/15

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