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 Middletown. Our top choice for best spot for cigars in Middletown is Up In Smoke, but there are many to choose from.
Our list covers the top cigar havens in Middletown, 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 Middletown has to offer!
Top 3 Cigars Spots in Middletown
1. Up In Smoke, 5/5
2. Lounge 3 Four, 5/5
3. Rooster, 4.5/5
Guide to Choosing a Cigar Lounge & Shop in Middletown, CT
Choosing the right cigar spot in Middletown 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 Middletown
1. Up In Smoke
Rating: 5/5
Phone: (860) 632-1962
Address: 91 Berlin Rd Cromwell, CT 06416 United States
Website: boutiquecigar.com
About: Specialities Up In Smoke provides fine handmade cigars and a smoking lounge for the most luxurious smoking experience. Strike a match and get to know us. Up in Smoke’s knowledgeable staff is ready to assist you throughout our clean, friendly and inviting floor that’s stocked with 1000’s of brand name cigars and a large selection of humidors, as well as premium Jamaican coffee. We have a walk-in humidor with a state-of-the-art reverse osmosis system. Our exclusive brand of cigars, Cigar of the Gods, are available in the store as well as online, and cigar-rolling event packages are available as well! We also offer outdoor accommodations featuring horse shoes, a golf chipping area and a quiet, private gathering space that is perfect for BYOB parties and events. The lounge includes bar tables with chairs, leather over-stuffed chairs and multiple TV’s. Did you know that you can also hire a cigar roller for your next event? We specialize in local events such as weddings and golf outings where you can “Lite” up with your friends and family. Give us a call or swing by sometime, our door is always open! History Established in 1996. Up In Smoke was created when Tony Tine was challenged in college to create a business plan for a fictitious company. He rose to the challenge and came up with a plan that sealed his fate. Upon graduating, he was asked by a relative to run his newly opened cigar shop. So after 6 months operating the shop, Tony realized his love for the cigar industry. He decided immediately to open his own shop, and on June 6, 1997, Up In Smoke opened its doors in Cromwell, CT. Meet the Business Owner Business owner information Tony T. Business Owner We would always smoke cigars after our football games in college and I did well in business class so I found a way to help others enjoy their smoking experience like I did. I’m thrilled to offer such a nice facility to fellow smokers with the stogies they actually look forward to toking on. Come on in anytime!
2. Lounge 3 Four
Rating: 5/5
Phone: (860) 829-0034
Address: 126 Mill St Berlin, CT 06037 United States
Website:
About: Lounge 3 Four is your source for cigars in Middletown. Visit Lounge 3 Four’s website for more information about hours and selection.
3. Rooster
Rating: 4.5/5
Phone: (860) 757-3969
Address: 1076 Main St Newington, CT 06111 United States
Website: roostercompany.net
About: Specialities Local and seasonal farm-to-table food and drink in a casual setting History Established in 2015. Local husband and wife team KC & Jaime Ward created this unique approach to making farm-to-table fare more approachable and affordable for everyday casual dining with a focus on rotisserie chicken at the core of their seasonally inspired menu Meet the Business Owner Business owner information KC W. Business Owner Likes: all things culinary, my 2 awesome kids, my beautiful wife, kick’n tires and light’n fires Dislikes: mosquitoes, inappropriately timed traffic lights, regrets
4. 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.
5. Rooster
Rating: 4.5/5
Phone:
Address:
Website:
About: Rooster is your source for cigars in Middletown. Visit Rooster’s website for more information about hours and selection.
6. Bridge Cigar Shop
Rating: 4/5
Phone: (203) 632-8039
Address: 155 Quinn St Naugatuck, CT 06770 United States
Website: bridgecigar.net
About: Specialities Bridge Cigar Shop
7. Total Wine & More
Rating: 4/5
Phone: (860) 313-1470
Address: 1451 New Britain Ave West Hartford, CT 06110 United States
Website: totalwine.com
About: Total Wine & More is your source for cigars in Middletown. Visit Total Wine & More’s website for more information about hours and selection.
8. Paradise Hills Vineyard & Winery
Rating: 4/5
Phone: (203) 284-0123
Address: 15 Windswept Hill Rd Wallingford, CT 06492 United States
Website: paradisehillsvineyard.com
About: Specialities Paradise Hills Vineyard is a Tuscan style tasting room, with its hand crafted copper bar, decorative chandeliers, and mahogany tables provide a romantic setting, to relax and enjoy the countryside with a fine glass of wine. History Established in 1997. Our story begins in 1997, when the Ruggiero family settled upon sixty-five acres of rolling hills and hay fields on Wind Swept Hill Road in Wallingford, Connecticut as the future home of Paradise Hills Vineyard and Winery. Planting its first vineyard that year, The Ruggiero’s witnessed the start of their lifelong dream to own and operate a family vineyard and winery. After fourteen years of operating solely as vineyard, supplying quality wine grapes to several Connecticut farm wineries, the Ruggiero’s are proud to open their new winery and tasting room for all to share some time in paradise. The intimate Tuscan styled room has a hand crafted copper bar, decorative chandelier, and mahogany tables which provide a romantic setting to enjoy the countryside. Come, relax and join us in Paradise. Meet the Business Owner Business owner information Margaret R. Business Owner There are four owners at Paradise Hills Vineyard & Winery: Margaret Ruggiero Natalie Ruggiero Brenda Ruggiero Albert Ruggiero Margaret Ruggiero is one of the owners and Primary Winemaker of Paradise Hills Vineyard & Winery. She is a graduate of the University of Connecticut and studied the field of Botany, Horticulture, Wildlife Conservation and Chemistry. After UConn Margaret pursued a Culinary Arts Degree to add a great fusion of food and wine making knowledge to her family business.
9. Cigar And Tobacco,LLC
Rating: 3.5/5
Phone: (860) 357-3152
Address: 544 Deming Rd Berlin, CT 06037 United States
Website: rayscigar.com
About: Cigar And Tobacco,LLC is your source for cigars in Middletown. Visit Cigar And Tobacco,LLC’s website for more information about hours and selection.
10. Esca Restaurant & Wine Bar
Rating: 3.5/5
Phone: (860) 316-2552
Address: 437 Main St Middletown, CT 06457 United States
Website: escact.com
About: Specialities Owners Carmelo and Marisa Bramato , invite you to experience the best of Italy as presented by Esca Restaurant and Wine Bar in the culmination of traditional Italian cuisine and contemporary fine dining ambiance. History Established in 2009. Esca Restaurant and Wine bar, located on Main Street, corner of Washington Street in Middletown, Connecticut, and disguised by unpretentious facades on the city’s street, is a first rate Italian restaurant offering stunning cuisine and service. Great place to bring a date! Owners Carmelo and Marisa Bramato and daughter, Elisa Bramato, invite you to experience the best of Italy as presented by Esca Restaurant and Wine Bar in the culmination of traditional Italian cuisine and contemporary fine dining ambiance Meet the Business Owner Business owner information Elisa B. Business Owner n Italy, Esca means “to lure,” which is exactly the task that this newly opened restaurant and wine bar intends to achieve with its impeccable cuisine, extensive wine list, and distinctive décor. Esca serves as a testimony to the unparalleled elegance and savory fulfillment offered only by a true Italian dining experience.
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 Connecticut here https://scotchcigars.com/cigar-shops-lounges/connecticut/
