Best Cigar Shops & Lounges in Fairfield, CT

Best Cigar Shops & Lounges in Fairfield, 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 Fairfield. Our top choice for best spot for cigars in Fairfield is X-Golf Stratford, but there are many to choose from.
Our list covers the top cigar havens in Fairfield, 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 Fairfield has to offer!

Top 3 Cigars Spots in Fairfield

1. X-Golf Stratford, 5/5
2. Orange Cigar Lounge, 5/5
3. Casa Havana Cigar Lounge, 5/5

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

Choosing the right cigar spot in Fairfield 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 Fairfield

1. X-Golf Stratford

Rating: 5/5
Phone: (475) 289-4161
Address: 345 Hawley Ln Big Y Shopping Center Stratford, CT 06614 United States
Website: xgolfstratford.com
About: Specialities X-Golf Stratford is a 10,000 SF indoor golfer’s dream, with 10 state-of-the-art golf simulators, a fully stocked bar, a delicious food menu, and even event and entertainment spaces. We bring the home of indoor golf right to you in Stratford so you can play a round of golf with friends, stop for a pizza + beer after work, or even host up to 200 people for any larger celebrations! We also have private conference & meeting space for corporate teams with capability for presentations on our 9 ft tall screens. Not into golf? Pull up a seat at our beautiful bar, and watch all the NFL Games on 14 screens while enjoying a Zuppardi’s Pizza

2. Orange Cigar Lounge

Rating: 5/5
Phone: (203) 298-4990
Address: 311 Boston Post Rd Orange, CT 06477 United States
Website: orangecigarlounge.com
About: Specialities Tobacco Shop, Premium Hand Made Cigars, Lounge, Imported Premium Pipe Tobacco and Premium PIpes, Walk-in Humidor, Humidors and Accessories, Gifts, Lighters and Cutters, Roll Your Own, Electronic Cigarettes, Cigarette Tobacco and More… History Established in 2011. Orange Cigar & Lounge was opened in January 2011. Meet the Business Owner Business owner information Krenar K. Business Owner We have been in the Tobacco Business for over 20 years. Orange Cigar Lounge also recommends Branford Cigar & More 5 Tobacconists Krenar K. says, “Similar cigar shop by same owners. Thank you for your business!”

3. Casa Havana Cigar Lounge

Rating: 5/5
Phone: (203) 491-4713
Address: 600 Main St Units D & E Monroe, CT 06468 United States
Website:
About: Specialities We have a great selection of cigars and a FANTASTIC lounge to smoke them in. We are open to the public until 7pm daily , after which it’s members and their invited guests only. 2 cigar minimum purchase for non-members to use the lounge.

4. Stamford Cigar Lounge

Rating: 4.8/5
Phone: (203) 355-0666
Address: 75 Research Dr Stamford, CT 06906 United States
Website: stamfordcigarlounge.com
About: Stamford Cigar Lounge is your source for cigars in Fairfield. Visit Stamford Cigar Lounge’s website for more information about hours and selection.

5. Fairfield Cigars

Rating: 4.5/5
Phone: (203) 254-7551
Address: 2189 Post Rd Fairfield, CT 06824 United States
Website:
About: History Established in 2004. Family owned and operated since 2004.

6. Billows & Blaze Smoke Shop

Rating: 4.5/5
Phone: (203) 870-8592
Address: 1056 Stratford Ave Stratford, CT 06615 United States
Website:
About: Specialities Two full cigar humidors, Arturo Fuente, Drew Estate, Padron, Caldwell, Espinosa, Black Label, Tatuaje, Viaje and so much, much more. All of your vaping needs, devices, accessories, replacement parts, coils, pods, juice, nicotine options. CBD, tincture, flower, gummies and more! Kratom, in many different strains and sizes. Powder, capsules, liquid, R-Y-O Tobacco, pipes, water pipes, dab accessories, Electronic dabbers, Volcano History Established in 2009. Beans and Leaves Smoke Shop is the new name of Billows & Blaze smoke shop. We have just remodeled and have a new look and feel. We also have stocked a lot of new products in every category that we sell. We have the same friendly staff. Meet the Business Owner Business owner information Mike S. Business Owner Mike has been in business since 1995.

7. Gusto Trattoria

Rating: 4/5
Phone: (203) 876-7464
Address: 255 Boston Post Rd Milford, CT 06460 United States
Website: gustotrattoria.com
About: Specialities Authentic Italian cuisine prepared by Riccardo who was raised on a farm in Sardinia. He often brings innovation like the cheese wheel and the Italian slicer. They will be back in the future. In the front of the house, Ellen will ensure your experience is wonderful. Ask for her if you have any questions, especially if you are planning a party. Your meal should be a great experience. History Established in 1700. This main structure was built in the early 1700s. It became known as the Tory Brook Inn and was incorporated in 1898. Ellen and Riccardo purchased the business in 1992 and made it the Gusto of today. More details are available on our new dinner menu.

8. Mickey Blake’s Cigars

Rating: 4/5
Phone: (203) 693-2750
Address: 1770 Boston Post Rd Milford, CT 06460 United States
Website: mickeyblakes.com
About: Mickey Blake’s Cigars is your source for cigars in Fairfield. Visit Mickey Blake’s Cigars’s website for more information about hours and selection.

9. Cigar Factory Outlet

Rating: 4/5
Phone: (203) 854-9594
Address: 27 Hanford Pl Norwalk, CT 06854 United States
Website: discountcigars.com
About: Specialities Customer service is key in the success of our business. We strive for excellence to provide our customers with the best service imaginable. The Cigar Factory Outlet is a family owned/operated business since 1932 and located in South Norwalk, CT since 1997. We are the largest Oliva Cigar Retailer in the country. Although we specialize in Oliva Cigars, we have access to all premium cigar brands as well. We also are an online retailer. We ship nationwide. If you happen to not see what you are looking for on our site, please give us a call.

10. M & M Cigar & Gifts

Rating: 4/5
Phone: (203) 853-9748
Address: 83 Washington St Norwalk, CT 06854 United States
Website:
About: M & M Cigar & Gifts is your source for cigars in Fairfield. Visit M & M Cigar & Gifts’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.