Best Cigar Shops & Lounges in Guilford, CT

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

Top 3 Cigars Spots in Guilford

1. Vanguard Cigar Club, 5/5
2. Vanguard Cigar Club, 5/5
3. Orange Cigar Lounge, 5/5

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

Choosing the right cigar spot in Guilford 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 Guilford

1. Vanguard Cigar Club

Rating: 5/5
Phone: (203) 600-8783
Address: 803 W Main St Branford, CT 06405 United States
Website: vanguardcigar.com
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. Vanguard Cigar Club

Rating: 5/5
Phone: (203) 600-8783
Address: 803 W Main St Branford, CT 06405 United States
Website: vanguardcigar.com
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.

3. 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!”

4. Bongo Ron’s Cigar & Lounge

Rating: 5/5
Phone: (860) 388-2876
Address: 65 Main St Old Saybrook, CT 06475 United States
Website: bongorons.com
About: Specialities Bongo Ron’s is a premium cigar retail shop with private and public cigar smoking lounges located in the shoreline town of Old Saybrook. We provide cigar bars at events, host private parties at our establishment, have open mic nights, and we also create custom gifts. We specialize in Wedding cigar bars, groomsmen gifts, and bachelor parties in Connecticut. We are the sponsors of the Connecticut Shoreline Cigar Social. History Established in 2018. Bongo Ron’s is a laid-back atmosphere with a tropical feel. Meet the Business Owner Business owner information Ron B. Business Owner We strive to offer the best cigars at great prices! Our staff is extremely knowledgeable, helpful, and friendly! We have very clean & comfortable lounges. Our Old Saybrook location is perfectly situated for customers visiting the following locations: Old Saybrook, Westbrook, Essex, Clinton, Madison, Deep River, Chester, Old Lyme, East Lyme, Waterford, Mystic, Niantic, and many more Middlesex County and Shoreline Connecticut areas. Pay us a visit and you won’t be disappointed!

5. The Commissioners Cigar Lounge

Rating: 5/5
Phone: (203) 527-4042
Address: 350 Fairfield Ave Waterbury, CT 06708 United States
Website: waterburycigarlounge.com
About: Specialities The Commissioners Cigar Lounge is a premier cigar lounge that offers a welcoming and elegant social experience for all brothers and sisters of the leaf. Its’ unique, trendy and enthusiastic atmosphere for members and guests alike. Come experience the inviting environment while you relax and unwind and allow time to slow down and vibrations to pick up while the sound of Latin jazz plays in the background. The Commissioners Cigar Lounge’s goal is to be an all inclusive cigar lounge open to anyone interested in joining the cigar culture and experience. The Commissioners Cigar Lounge looks to offer an upscale atmosphere at an affordable price. A place where our highly esteemed members and guests can celebrate life with a cigar.”

6. the LUKE BRASSERIE

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

7. The Owl Shop

Rating: 4.5/5
Phone: (203) 624-3250
Address: 268 College St New Haven, CT 06510 United States
Website: owlshopcigars.com
About: History Established in 1934. The Owl Shop was originally opened on Wall Street in 1934 by Joseph St. John who came to America from Greece in 1925. Beginning originally as a bookstore, he was also selling tobacco and mixing his own blends. In 1937, a second store on College Street was opened by Joseph and his wife Catherine, also of Greek descent. Expanding to having five stores they decided in 1951 to have everything under one roof, the College Street location. The Owl Shop is now owned by Glen Greenberg, who has owned the shop since November 1998. Today the shop still maintains its fine reputation for being one of the last, best, quality tobacco shops in the county offering a 400 sf walk in humidor, cigar lounge and bar, tobaccos blended on-premises, pipes, chess, backgammon sets and other fine gifts.

8. Wallingford Tobacco

Rating: 4.5/5
Phone: (203) 265-6099
Address: 898 N Colony Rd Wallingford, CT 06492 United States
Website:
About: Specialities We offer a wide variety of Premium Quality cigars kept in a huge state of the art walkin humidor. Cigar customrers can have access to our beautiful smoking lounge with nice leather couches and flat screen tv. We also carry wooden pipes, pipe tobacco, roll your own tobacco, electronic cigarettes, cigar accessories and much more. We sell cigarettes at state minimum price.

9. North of Havana Cigar and Lounge

Rating: 4/5
Phone: (203) 823-9760
Address: 77 State St North Haven, CT 06473 United States
Website: nohcigars.com
About: Specialities A great selection of high quality cigar and tobacco products. Knowledgeable staff and a relaxing, clean, upscale, environment to enjoy. Ventilation and air quality is very important to us, as is the comfort of our non-smoking guests. We have worked very hard to make North of Havana friendly for our female clientele, and classy for couples and guests. You need not be a member to enjoy the lounge, flat screen TV’s, couches, chairs and conversation. History Established in 2012. The business opened officially on Saturday June 6th, 2012. The turnout was fantastic, the support amazing, and everyone had a great time. Meet the Business Owner Business owner information HR A. Business Owner Involved with cigars for around 10 years. I love a great glass of port, a strong coffee, or a nice dry red wine with a medium to full flavored cigar. I opened the lounge with my business partner because we saw a need in the community for an establishment that would provide a clean, refreshing, and relaxing environment for the consumption of cigars. We both love cigars and want to share our hobby with others. North of Havana Cigar and Lounge also recommends Joe’s Cigar Shop 1 Tobacconists HR A. says, “Joe’s has a great selection of cigars. The owner is very knowledgeable, and the shop is always spotless.”

10. 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 Guilford. Visit Mickey Blake’s Cigars’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.