Best Cigar Shops & Lounges in Milford, CT

Best Cigar Shops & Lounges in Milford, 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 Milford. Our top choice for best spot for cigars in Milford is Vanguard Cigar Club, but there are many to choose from.
Our list covers the top cigar havens in Milford, 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 Milford has to offer!

Top 3 Cigars Spots in Milford

1. Vanguard Cigar Club, 5/5
2. X-Golf Stratford, 5/5
3. Orange Cigar Lounge, 5/5

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

Choosing the right cigar spot in Milford 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 Milford

1. Vanguard Cigar Club

Rating: 5/5
Phone: (203) 600-8783
Address: 803 W Main St Branford, CT 06405 United States
About: Specialities A premium cigar shop and top of the line smoking lounge dedicated to premium cigar selection and a sophisticated smoking environment. Upscale and comfortable furnishings with large screen tv’s and music, our lounge is unlike any other in the state! Offering day pass access as well as, memberships. Designed for both men and women who savor a great smoke and enjoy a VIP-like setting. Our lounge has been specifically designed to bring people together who share the passion for cigars and want to relax in an upscale setting that offers excellent ventilation, comfortable seating, expansive cigar selection. Bring your own food and beverage privileges. Check it out History Established in 2019. Family owned and operated. Meet the Business Owner Business owner information Ian F. Business Owner A passion for an old tradition of cigars runs in the family.

2. X-Golf Stratford

Rating: 5/5
Phone: (475) 289-4161
Address: 345 Hawley Ln Big Y Shopping Center Stratford, CT 06614 United States
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

3. Orange Cigar Lounge

Rating: 5/5
Phone: (203) 298-4990
Address: 311 Boston Post Rd Orange, CT 06477 United States
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!”


Rating: 4.8/5
Phone: (475) 666-8001
Address: 261 College St New Haven, CT 06510 United States
About: Specialities Chef Vincent Chirico Arrives in New Haven with this dynamic brasserie experience at the LUKE

5. Billows & Blaze Smoke Shop

Rating: 4.5/5
Phone: (203) 870-8592
Address: 1056 Stratford Ave Stratford, CT 06615 United States
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.

6. Gusto Trattoria

Rating: 4/5
Phone: (203) 876-7464
Address: 255 Boston Post Rd Milford, CT 06460 United States
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.

7. Mickey Blake’s Cigars

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

8. Smoke & Conv Junction

Rating: 4/5
Phone: (203) 877-4069
Address: 762 Boston Post Rd Milford, CT 06460 United States
About: Smoke & Conv Junction is your source for cigars in Milford. Visit Smoke & Conv Junction’s website for more information about hours and selection.

9. Total Wine & More

Rating: 3.5/5
Phone: (203) 301-5035
Address: 230 Cherry St Milford, CT 06460 United States
About: Total Wine & More is your source for cigars in Milford. Visit Total Wine & More’s website for more information about hours and selection.

10. Plan B Burger Bar

Rating: 3.5/5
Phone: (203) 283-7305
Address: 1638 Boston Post Rd Milford, CT 06460 United States
About: Plan B Burger Bar is your source for cigars in Milford. Visit Plan B Burger Bar’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.

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