Best Cigar Shops & Lounges in Woodstock, CT

Best Cigar Shops & Lounges in Woodstock, CT

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 Woodstock. Our top choice for best spot for cigars in Woodstock is Smokey Joe’s Cigar Lounge, but there are many to choose from.
Our list covers the top cigar havens in Woodstock, CT, 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 Woodstock has to offer!

Top 3 Cigars Spots in Woodstock

1. Smokey Joe’s Cigar Lounge, 5/5
2. Horsepower Cigar Lounge, 5/5
3. Sir Louis Cigars, 5/5

Guide to Choosing a Cigar Lounge & Shop in Woodstock, CT

Choosing the right cigar spot in Woodstock 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 Woodstock

1. Smokey Joe’s Cigar Lounge

Rating: 5/5
Phone: (413) 391-7944
Address: 395 Dwight St Fl 2 Springfield, MA 01103 United States
Website: smokeyjoescigars.com
About: Specialities Smokey Joe’s is the only Cigar Lounge in Springfield and excellent service is our top priority. Smokey Joe’s Cigar Lounge is a private club that offers several tiers of membership (including a one-day membership) to men and women who appreciate the pleasures of fine cigars. At our prestigious lounge, club members have the opportunity to entertain clients and friends, conduct business meetings, make new friends, participate in a billiards league or investment club and smoke cigars in a friendly and relaxed atmosphere. Our cocktail bar is stocked with top shelf spirits! The retail shop is open to the general public. During football season we open at 3PM on Sunday. Members at Smokey Joe’s can enjoy a full menu from 350 Grill delivered right to your table at Smokey Joe’s. We also have Big Mamou’s Cajun on the Go – right downstairs! History Established in 2015. Smokey Joe’s relocated to 395 Dwight Street in February of 2017. We are centrally located in the 350 Grill Restaurant complex and offer a wide variety of cigars and cigar accessories including: Cohiba, Liga, LaFlor Dominicana, Drew Estate, Ashton, Rocky Patel, humidors, torch lighters…and much more! We offer a fully stocked bar with fine spirits, beer and wine. Meet the Business Owner Business owner information Joseph and Toni H. Business Owner Joseph and Toni opened Smokey Joe’s in 2015. They are both US Army Veterans and Human Resources professionals. During their travels, they always researched and visited cigar lounges and upon Joseph’s retirement, seeing a void in the Springfield area, Joseph decided to open a cigar lounge. Smokey Joe’s Cigar Lounge also recommends 350 Grill 173 New American, Steakhouses, Italian Joseph and Toni H. says, “While at Smokey Joe’s you can have appetizers, salad or a full four-course meal delivered to you at Smokey Joe’s Cigar Lounge.”

2. Horsepower Cigar Lounge

Rating: 5/5
Phone: (860) 892-8089
Address: 601 Norwich-New London Turnpike Ste 7 Montville, CT 06382 United States
Website: horsepowercigarlounge.com
About: Specialities We cater to grab and go guests plus people who’d like to hang out in our lounges. In our humidor you’ll find a great selection of cigars from long standing brands such as Cohiba, CAO, Partagas and Drew Estate plus smaller boutique brands such as Foundation, Dunbarton Tobacco & Trust, Rojas, 7-20-4 and more. We also carry many cigar accessories. We’ve got you covered for any cigar needs! Our lounge has lots of seating with a public lounge area and separate members area. BYOB for alcohol, and we can provide glassware, ice, etc. History Established in 2022. Choon and Paul Athey opened Horsepower Cigar Lounge in January 2022. Both have enjoyed the cigar lifestyle for a couple of decades and enjoy the great people met in these lounge atmospheres. Not having many options locally for a public cigar lounge, we decided to make one happen for the community. both of us have extensive guest service backgrounds as well as business experience. Meet the Business Owner Business owner information Paul A. Business Owner Cigars have been a part of my life since the late 1990s when I was first introduced to them. My friend Tim (who works here with us as well) and I were driving to a drag race in the Carolinas and decided to stop and grab some cigars. That night after the racing was done, we all lit up cigars and talked about the day or whatever came up. From then on cigars were a part of the day! They are great for de-stressing or just enjoying the company of who you’re with. Part of the fun with cigars is trying different ones as there is always something new on the market. I’m very proud to be able to provide a great cigar spot for our community and have made so many great, new friends since we’ve opened. This is what makes it all worth it and how I came up with our tagline – Cigars. Great people. Atmosphere.

3. Sir Louis Cigars

Rating: 5/5
Phone: (413) 348-0751
Address: 2345 Boston Rd Wilbraham, MA 01095 United States
Website:
About: Sir Louis Cigars is your source for cigars in Woodstock. Visit Sir Louis Cigars’s website for more information about hours and selection.

4. Lou’s Cigar Lounge

Rating: 5/5
Phone: (401) 274-6579
Address: 375 Atwells Ave Providence, RI 02909 United States
Website: louscigarlounge.com
About: Specialities Lou’s Cigar Lounge is committed to providing the best cigar selection and customer service Providence has to offer. Located in Providence’s historic Federal Hill, our beautiful 4500 sq ft building will be a haven for cigar lovers and after-dinner crowds. History Established in 2020. As of December 8th Lou’s cigar lounge has been open for retail business

5. The Penthouse Cigar Shop

Rating: 5/5
Phone: (860) 206-5155
Address: 570 Wethersfield Ave Hartford, CT 06114 United States
Website:
About: The Penthouse Cigar Shop is your source for cigars in Woodstock. Visit The Penthouse Cigar Shop’s website for more information about hours and selection.

6. Connecticut Valley Tobacconist

Rating: 4.5/5
Phone: (860) 763-4655
Address: 337 Hazard Ave Enfield, CT 06082 United States
Website: cvtobacco.com
About: Specialities We offer our own brand, Battleground, made with local CT Shade and Broadleaf. We carry the major brands as well as a few lesser known boutique brands. Notable selection of pipes and pipe tobacco History Established in 1996. Connecticut Valley Tobacconist opened in 1996. The house brand Battleground Cigars started in 2000

7. Bar Fifty Two at Cigar Room II

Rating: 4.5/5
Phone: (413) 285-8078
Address: 51 Springfield St Agawam, MA 01001 United States
Website: cigarroom2.com
About: Bar Fifty Two at Cigar Room II is your source for cigars in Woodstock. Visit Bar Fifty Two at Cigar Room II’s website for more information about hours and selection.

8. Carolina Tobacco Emporium

Rating: 4.5/5
Phone: (860) 649-0090
Address: 406 Middle Tpke W Manchester, CT 06040 United States
Website: carolinatobaccolounge.com
About: Specialities We have the largest selection of cigars in the Hartford area. History Established in 2001. This is almost a 20 year old business. We specialize in Premium Cigars. We have hundreds to choose from. We also carry Pipe tobacco and accessories, cigarettes, rolling tubes, papers, and loose leaf tobacco. We sell lottery tickets as well. We have a pool table, 2 lounge areas and TVs. Meet the Business Owner Business owner information Dan B. Business Owner Manager and employees knows their products very well.If you are not sure which tobacco product right for you they are always ready to help you to find right product to satisfy your taste.

9. Liki Sushi Asian Bistro

Rating: 4.5/5
Phone:
Address:
Website:
About: Liki Sushi Asian Bistro is your source for cigars in Woodstock. Visit Liki Sushi Asian Bistro’s website for more information about hours and selection.

10. Cigar Room 2

Rating: 4.5/5
Phone: (413) 285-8078
Address: 51 Springfield St Agawam, MA 01001 United States
Website: cigarroom2.com
About: Cigar Room 2 is your source for cigars in Woodstock. Visit Cigar Room 2’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.

Check all Connecticut cigar shops here.