Whether you’re a seasoned connoisseur seeking a plush lounge with the perfect pour or a casual stogie aficionado who just wants a relaxing spot to puff with friends, I got you covered. Overall, there are many great options for cigars in Pittsfield. Our top choice for best spot for cigars in Pittsfield is Iron Horse Cigar Depot, but there are many to choose from.
Our list covers the top cigar havens in Pittsfield, MA, catering to all walks of the cigar world. Fancy a place with top-shelf drinks and leather armchairs? We have it. Craving a chill hangout with a no-nonsense vibe? You bet. Looking to stock up on your favorite smokes, by the stick or the box? Yep, got that too. So, light up a metaphorical pre-amble cigar, settle in, and let’s explore the best cigar experiences Pittsfield has to offer!
Top 3 Cigars Spots in Pittsfield
1. Iron Horse Cigar Depot, 5/5
2. Habana Premium Cigar Shoppe, 5/5
3. Clever Smoke Shop, 5/5
Guide to Choosing a Cigar Lounge & Shop in Pittsfield, MA
Choosing the right cigar spot in Pittsfield isn’t just about the sticks, folks. There are many factors to consider for that perfect cigar sanctuary. First off, let’s talk budget. Are you rolling in dough, ready to drop some serious cash on fancy drinks and premium lounge memberships? Or you more of a kick-back-and-relax smoker on a budget?
What about selection? If you’re just looking for common cigars then most places will be ok, but if you’re looking for limited edition cigars or boutique brands, know that not every spot will have what you’re looking for.
Next up, lockers. If you’re a regular, having a personal humidor at the lounge is clutch – no more hauling your sticks around!
Then there’s the booze situation. Do they have a full bar with your favorite whiskeys, or are you stuck with a limited selection? Bonus points if you’re allowed to bring your own and not pay an opening or corking fee.
Finally, consider the vibe. Some spots get crazy crowded, while others have a mellow, laid-back feel.
Picking the right spot means matching your preferences and taking all these factors into account.
10 Best Cigars Lounges and Shops in Pittsfield
1. Iron Horse Cigar Depot
Rating: 5/5
Phone: (518) 828-1505
Address: 93 Ten Broeck Ave Hudson, NY 12534 United States
Website: http://www.ironhorsecigardepot.com
About: Specialities Premium Hand Rolled Cigars and Accessories, Comfortable Lounge and Friendly helpful Staff.
2. Habana Premium Cigar Shoppe
Rating: 5/5
Phone: (518) 238-3781
Address: 528 N Greenbush Rd Rensselaer, NY 12144 United States
Website: http://habanahappenings.com/
About: Specialities Habana Premium Cigar Shoppe features large smoking lounges with leather chairs, flat screen televisions and surround sound systems. Private Lockers are available to our customers that provide a humidity-controlled convenience to enjoy your favorite smokes. For the latest listing of events, check out our website at HabanaHappenings.com History Established in 1996. Habana Premium Cigar Shoppe was founded in 1996 with humble beginnings by Scott Bendett. Over the years, Scott grew his business from a tiny mall kiosk to brick and mortar stores in Colonie and North Greenbush, New York. Scotty and Habana Premium have been featured in Pipes & Tobacco Magazine, Tobacconist Magazine, Bride’s Magazine, New York Sun, Times Union, Capital Region Business Review and more. His dedication to providing a huge range of quality products with incredibly knowledgeable staff has proven to be a winning combination, having consistently been voted #1 Cigar Shop in both the Times Union and Metroland annual reader polls. Meet the Business Owner Business owner information Scott B. Business Owner Scott Bendett is a true entrepreneur – starting, operating, and being involved with many businesses over the last 25 years. Scott graduated from Niskayuna HS and attended the State University of New York at Albany where he wrestled and was a founding father of his school’s chapter of Tau Kappa Epsilon fraternity. Leaving college before earning a diploma forced Scott to become industrious and entrepreneurial at a young age in order to achieve his goals. Scott founded StockComm, Inc. in 1992, an Investor Relations Firm in Manhattan which was sold upon his moving back to the Capital Region. In 1996, Scott started Habana Premium Cigar Shoppe, which became one of the leading tobacco stores in the country and the largest in Upstate New York. In 1999, Scott founded PipesAndCigars.com in order to complement his brick-and-mortar business. 13 years later when he sold the website business to Cigars International, PipesAndCigars.com had become the largest retailer of pipes and tobacco
3. Clever Smoke Shop
Rating: 5/5
Phone: (518) 309-5566
Address: 1875 Central Ave Colonie, NY 12205 United States
Website:
About: Specialities All in one Smoke shop and convenience store for all smoking items and accessories ranging from vapes, kratom, glass pipes, Premium Vaporizer, CBD, Premium cigars and hookahs. Wide variety of cigars and Kraft Beer that will leave you bewildered.
4. Habana Premium Cigar Shoppe
Rating: 4.5/5
Phone: (518) 690-2222
Address: 1645 Central Ave Albany, NY 12205 United States
Website: http://www.habanahappenings.com
About: Specialities Welcome to Habana Premium Cigar Shoppe! We have two convenient locations in the Capital Region. We have been voted the Best Cigar/Tobacco Store by every survey multiple times. In fact, if you’re into cigars, we are a must stop! Both of our tobacco stores have a large in-store smoking lounge. Enjoy your favorite pipe or cigar in our well appointed smoking lounges featuring flat screen TV’s and leather chairs. Our lounges are also available for rental. Whether you’re looking for pipes, pipe tobacco, roll-your-own cigarettes, hookahs, vape, CBD or our specialty, premium cigars in Albany or N. Greenbush NY (or throughout the Capital Region) Habana is your one stop tobacconist. Visit our website “Habana Happenings” www.habanahappenings.com where you will learn about all of the upcoming events that we’re planning for our cigar and pipe smokers. We host annual events such as “HabanaPalooza” as well as events promoting your favorite cigar makers such as CAO, Perdomo, Fuente and many others. Contests, give-aways and special events will be listed there so you don’t miss any of the cigar smoking excitement! If you’re visiting our town, it is likely we will be hosting an event to make your stay all the more pleasant. Please also visit our other location at 528 N. Greenbush Road, N. Greenbush NY 12144 History Established in 1996. Habana started in 1996 by Scott Bendett with 15 boxes of cigars in a kiosk in front of Macy’s in Colonie Center. Today, now in our third and largest location, Habana is one of the leading tobacconists in the Untied States. Habana boasts one of the largest selections of cigars in NYS, maybe even the entire USA. Meet the Business Owner Business owner information Scott B. Business Owner Scott Bendett is a true entrepreneur – starting, operating, and being involved with many businesses over the last 25 years. Scott graduated from Niskayuna HS and attended the State University of New York at Albany where he wrestled and was a founding father of his school’s chapter of Tau Kappa Epsilon fraternity. Leaving college before earning a diploma forced Scott to become industrious and entrepreneurial at a young age in order to achieve his goals. Scott founded StockComm, Inc. in 1992, an Investor Relations Firm in Manhattan which was sold upon his moving back to the Capital Region. In 1996, Scott started Habana Premium Cigar Shoppe, which became one of the leading tobacco stores in the country and the largest in Upstate New York. In 1999, Scott founded PipesAndCigars.com in order to complement his brick-and-mortar business. Thirteen years later in 2012, Scott sold the website business to Cigars International, but still operates his two retail establishments. Habana Premium Cigar Shoppe also recommends Chris’ Coffee Service 53 Coffee & Tea Shops, Coffee Roasteries Scott B. says, “We do business with them and they’re good people.”
5. Park-Lane Tobacconist
Rating: 4.5/5
Phone: (518) 371-6274
Address: 15 Park Ave Clifton Park, NY 12065 United States
Website:
About: Specialities Park Lane is a full service tobacconist. Specializing in bulk & tinned pipe tobacco, pipes, cigarettes, roll your own tobacco and cigars. As well as carrying a full line of accessories for your tobacco needs. History Established in 2005. The business was started to meet the needs of local tobacco enthusiasts. Owned by master pipe marker Paul Bonacquisti and his brother John, this family owned operation has constantly grown their business throughout the years. Offering their customers the finest in tobacco products from cigars to pipes and everything in between. Meet the Business Owner Business owner information Paul B. Business Owner Award winning Pipe Maker Paul and his brother John set out to build a store that would take the customer back to a time when quality and customer service were King. Together the brothers have built an inviting store featuring an impressive selection of Cigars, Pipes and Tobaccos.
6. Edleez Tobacco
Rating: 4/5
Phone: (518) 489-6872
Address: 1475 Western Ave Stuyvesant Plaza Albany, NY 12203 United States
Website: http://edleez.com
About: Edleez Tobacco is your source for cigars in . Visit Edleez Tobacco’s website for more information about hours and selection.
7. Canna Provisions
Rating: 3.5/5
Phone: (413) 394-5055
Address: 220 Housatonic St Lee, MA 01238 United States
Website: https://cannaprovisions.com
About: Specialities Canna Provisions is a Western Mass dispensary just off the Mass. Pike (Exit 2) in Lee, Massachusetts. We are the closest recreational marijuana dispensary to New York state. Curbside pickup available for orders received online or by telephone. Open every day from 8am to 8pm, with pre-ordering available online 24/7. Life is better with cannabis. Canna Provisions stores provide a broad range of top-grade craft cannabis products that are locally sourced and thoughtfully produced. Life is a journey. No matter the path, trust Canna Provisions to better your journey. History Established in 2019. Canna Provisions founders, Meg Sanders and Erik Williams are established industry pioneers with extensive cultivation, regulation and consumer sales experience. Both Erik and Meg realize the importance of bringing the cannabis industry to Western Massachusetts in a way that will benefit local communities from the ground up. Meet the Business Owner Business owner information Meg S. Business Owner Meg Sanders is a cannabis industry veteran who’s building her dream dispensary in Massachusetts. Canna Provisions is the culmination of decades of experience and passion. Canna Provisions also recommends East Lee Package Store 17 Off Licence, Delis Meg S. says, “Where Canna Provisions gets lunch. Period.” Moe’s Tavern 53 Beer Bars, Whiskey Bars, Sports Bars Meg S. says, “Our go-to watering hole for after work shenanigans.” 51 Park Restaurant & Tavern 544 Pizza, Bars, American Meg S. says, “Great food, good people. Park 51 is where it’s at for a great meal in Lee, Massachusetts.”
8. Wheeler’s Wine Liquor N Cigar
Rating: 3.5/5
Phone: (413) 464-8342
Address: 1654 N St Pittsfield, MA 01201 United States
Website:
About: Specialities We have a great selection of all types of liquor and other alcoholic drinks and we also have a wide variety of cigars and other tobacco products, along with vaporizers and E-Smoke accessories.
9. Berkshire Pipe & Tabacco
Rating: 2/5
Phone: (413) 464-8080
Address: 498 Tyler St Pittsfield, MA 01201 United States
Website:
About: Berkshire Pipe & Tabacco is your source for cigars in . Visit Berkshire Pipe & Tabacco’s website for more information about hours and selection.
10. Original Seed Cigar And Lounge
Rating: 1/5
Phone: (413) 749-7190
Address: 32 N Summer St Adams, MA 01220 United States
Website: http://originalseedcigar.com
About: Specialities Original Seed Cigar & Lounge is a purveyor of fine cigars and pipe tobacco. History Established in 2019. Original Seed Cigar & Lounge was founded in 2019 by John & Tracy Sheerin. Meet the Business Owner Business owner information John S. Business Owner Mr. John is a long time cigar enthusiasts that has spent the better part of a decade touring cigar lounges throughout the country and bringing back the best of what they have to offer to help make Original Seed Cigar & Lounge the Berkshire’s premier cigar shop and lounge.
Basic Cigar Lounge Etiquette
Alright, so you’re ready to venture into a cigar lounge and be a respectable member of the smoky community. Here’s a quick rundown of some essential cigar lounge etiquette tips:
Cut and toast your own cigar. Most lounges provide tools, but don’t expect staff to do this for you. It’s part of the ritual!
Ask before lighting up next to someone. You might love the smell, but always be courteous to others.
Dispose of ashes and bands properly. Use the ashtrays, and keep the lounge clean.
Respect the cigars. Don’t handle other people’s smokes without permission, and avoid putting your mouth directly on someone else’s stick.
Mind your smoke. Try to direct smoke away from others. A breezy day calls for extra careful puffing!
Keep the noise down. Lounges are meant for relaxation and conversation, so try not to disrupt the vibe.
Tip the staff. Just like at a bar, tipping your servers is a sign of appreciation and good etiquette.
Don’t be afraid to ask questions. If you’re new to the scene, don’t hesitate! Most lounge regulars are happy to offer guidance.
Remember, a good cigar lounge is about enjoying your smokes in a welcoming and respectful environment.
Check all Massachusetts cigar shops.
