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 Winchester. Our top choice for best spot for cigars in Winchester is Bell Smoke Shop, but there are many to choose from.
Our list covers the top cigar havens in Winchester, 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 Winchester has to offer!
Top 3 Cigars Spots in Winchester
1. Bell Smoke Shop, 5/5
2. Union Square Smoke Shop, 5/5
3. Cigars & More, 4/5
Guide to Choosing a Cigar Lounge & Shop in Winchester, MA
Choosing the right cigar spot in Winchester 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 Winchester
1. Bell Smoke Shop
Rating: 5/5
Phone: (978) 797-3005
Address: 852 Boston Rd Billerica, MA 01821 United States
Website:
About: Specialities Smoke Shop, Cigars, Vape, CBDs, Lottery, Keno and many more items
2. Union Square Smoke Shop
Rating: 5/5
Phone: (617) 776-6463
Address: 54 Union Sq Somerville, MA 02143 United States
Website: https://unionsquaresmoke.com
About: Specialities Somerville’s Union Square Smoke Shop is a Keno and Convenience Store What a great place in Union Square in Somerville for Snacks, Beverages, Newspapers, Cigars, Cigaretes, Hookas, Pipes Keno and Lottery at Union Square Market located at 54 A Union Square, Somerville, MA 02143. A nice place to come in relax and play keno. Need a greeting card? Union Square Market has inexpensive greeting cards for all occasions. We are a wonderful conveince store and stop by for yourself at54 A Union Square, Somerville, MA 02143. Minutes from MIT, Havard or Tufts University, Sit in our Union Square Marekt and play some Keno or get some lottery tickets, cigarettes and snacks. Meet the Business Owner Business owner information Paritosh P. Business Owner New Owner of Union Square Smoke Shop
3. Cigars & More
Rating: 4/5
Phone: (781) 273-0721
Address: 64 Middlesex Tpke Burlington, MA 01803 United States
Website: http://www.cigarsandmorema.com
About: Specialities At Cigars & More, we are dedicated to meeting all of your expectations in being a premier tobacco destination. We offer everything you may be looking for. Our large inventory is always stocked and maintained by our friendly and knowledgeable staff. Got a question? We are here to help you every step-of-the-way. We have an incredible selection that includes a wide range of cigars, pipes, electronic cigarettes, hookah, traditional cigarettes, flavored tobacco, and so much more. Visit us today and stock up on your favorite products! History Established in 2014. Cigars & More has been proud to serve the Brighton area since 2014. We are proud to provide high quality service. Our mission is to give customers a one stop location to find great tobacco related products. After making a strong first impression, we hope to add you to our growing list of satisfied customers. Meet the Manager Business owner information Jimmy P. Manager Jimmy is proud to serve the public at Cigars & More, where selling high quality tobacco products is the driving force of the business. Jimmy believes in going above and beyond for his customers and instructs his team to do the same. Jimmy hopes to provide you with such a great experience that you’ll remember to return to Cigars & More for all of your tobacco needs.
4. Mark’s Smoke Shop and News Stand
Rating: 4/5
Phone: (781) 245-1211
Address: 360 Main St Wakefield, MA 01880 United States
Website:
About: Specialities Cigars, Pipes, Tobacco History Established in 1996. Offering the finest cigar, pipe, and tobacco selection Meet the Business Owner Business owner information Mark P. Business Owner Happy to help you find the perfect smoke!
5. Highland Smoke Shop
Rating: 4/5
Phone: (781) 397-8885
Address: 132 Highland Ave Malden, MA 02148 United States
Website:
About: Highland Smoke Shop is your source for cigars in . Visit Highland Smoke Shop’s website for more information about hours and selection.
6. Pleasant Smoke
Rating: 3.5/5
Phone: (781) 321-3593
Address: 13 Irving St Malden, MA 02148 United States
Website:
About: Pleasant Smoke is your source for cigars in . Visit Pleasant Smoke’s website for more information about hours and selection.
7. Total Wine & More
Rating: 3/5
Phone: (781) 565-6521
Address: 34 Cambridge St Burlington, MA 01803 United States
Website: https://www.totalwine.com/store-info/massachusetts-burlington/1705
About: Total Wine & More is your source for cigars in . Visit Total Wine & More’s website for more information about hours and selection.
8. Towne News & Smoke Shop
Rating: 3/5
Phone: (781) 246-4282
Address: 231 North Ave Wakefield, MA 01880 United States
Website:
About: Specialities Premium and Domestic Cigars, Cigarette & Pipe Tobacco, Smoking Accessories, Lottery/Live Keno History Established in 2005. Towne News & Smoke Shop was one of the first and oldest store that was opened in Wakefield. It’s an amazing more than 60 years of history. It used to be magazine store and now its a smoke shop. Anand Patel and Prakash Patel are current owners of Towne News & Smoke Shop. They have been in business for 8 years. Meet the Business Owner Business owner information Anand P. Business Owner Anand Patel has been a business owner since 2005. He is originally from India and came to USA in 1998. He attended high school in Lowell and college in University of Massachusetts Lowell.
9. Town and Country Smoke Shop
Rating: 2.5/5
Phone: (781) 273-3181
Address: 264 Cambridge St Burlington, MA 01803 United States
Website:
About: Specialities Town and Country Smoke Shop and Grocery Store is a C-Store plus smoke shop in Burlington, MA. This smoke shop is a one stop smoke shop for all types of customers. We carry over 250 types of cigars in our amazing walk in humidor. We also carry vaporizers, hookah products and all your other tobacco needs. We sell tobacco accessories as well. We carry a large variety of glass pipes as well. (bowls,bongs and etc.)If we don’t carry a specific product just let us know and we will order just for you. 🙂
10. Jack’s Smoke Shop
Rating: 2/5
Phone: (617) 576-5583
Address: 184 Alewife Brook Pkwy Cambridge, MA 02138 United States
Website:
About: Jack’s Smoke Shop is your source for cigars in . Visit Jack’s Smoke Shop’s website for more information about hours and selection.
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.
Find more cigar lounges in Massachusetts here https://scotchcigars.com/cigar-shops-lounges/massachusetts/