Best Cigar Shops & Lounges in Montgomery, NY

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 Montgomery. Our top choice for best spot for cigars in Montgomery is Carlito’s Cigars, but there are many to choose from.
Our list covers the top cigar havens in Montgomery, NY, 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 Montgomery has to offer!

Top 3 Cigars Spots in Montgomery

1. Carlito’s Cigars, 5/5
2. Aroma Cigar Room, 5/5
3. The Depot Cigar & CBD, 5/5

Guide to Choosing a Cigar Lounge & Shop in Montgomery, NY

Choosing the right cigar spot in Montgomery 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.

9 Best Cigars Lounges and Shops in Montgomery

1. Carlito’s Cigars

Rating: 5/5
Phone: (845) 381-1011
Address: 265 Route 211 Ste 106 Middletown, NY 10940 United States
About: Specialities We have major brand premium cigars. This is a place where cigars can be enjoyed in total comfort History Established in 2018. Since we opened the door business has been booming Feels like there is at least two new people walking in the door daily. Great energy friendly people Meet the Business Owner Business owner information Carlos S. Business Owner I was looking for a place to smoke in Middletown and I couldn’t find one, so after a conversation with a great friend the ball started rolling in early June last year. Before June was over I had already signed a lease and the rest is history on the making. Love interacting with the people that visit this place. Love to make them feel right at home.

2. Aroma Cigar Room

Rating: 5/5
Phone: (845) 604-9179
Address: 791 NY-17M Monroe, NY 10950 United States
About: Specialities Enjoy a complementary espresso with your favorite cigar from our humidor. History Established in 2021. Aroma Cigar Room was created and formed by two friends with a passion for cigars. Our vision and mission is to help others enjoy the therapeutic benefits of smoking a cigar.

3. The Depot Cigar & CBD

Rating: 5/5
Phone: (845) 782-3528
Address: 70 Millpond Pkwy Monroe, NY 10950 United States
About: Specialities Cigars (inc. Padron, Perdomo, My Father, Oliva, Cohiba, Cuban Stock, Punch, Rocky Patel & more), Humidors, Zippo Lighters, Candles, Himalayan Salt Lamps, LED Candle Lamps, Woodstock Chimes, more! Full-service ShortLine Ticket Agency & Commuter Parking Lot! History Established in 2011. The Depot Cigar & Candle came into existence in 2011, in a location which previously housed only transportation services. Now boasting the largest selection of fine cigars and accessories in the Orange County area, The Depot also carries a wonderful selection of candles, essential oils, diffusers, incense and much more! Meet the Business Owner Business owner information Cecelia H. Business Owner Cecelia, the owner of the business, along with her husband, Jerry, stepped away from the “legal world” to establish something both innovative and rewarding. Cecelia handles the candle, gift and accessory side of the business, whereas Jerry is responsible for ordering the best cigars at the best prices for our customers.

4. 1015 Convenience and Tobacco

Rating: 5/5
Phone: (914) 739-6113
Address: 1015 Park St Peekskill, NY 10566 United States
About: Specialities Specializing in Premium and Boutique Brand Cigars Also carry Tobacco and Tobacco Related Products, Vape and E-Cigarettes. History Established in 2019. Currently renovating and adding Cigar Lounge and Private Membership. Meet the Business Owner Business owner information Camilo Q. Business Owner Camilo is here to serve the needs of the Cigar Aficionado and those interested the Cigar Lifestyle!

5. Paula’s Runway Cafe

Rating: 4.5/5
Phone: (845) 240-1940
Address: 263 New Hackensack Rd Wappingers Falls, NY 12590 United States
About: Specialities Providing excellent food, drinks, service and atmosphere, Paula’s Runway Cafe is a terrific place to be and enjoy with your friends, entire family, sweetheart or even on your own. Drive in or fly in, you are always welcome. We offer LIVE music three nights a week in the lounge, as well as weekly dining specials. Come on over! We would love yo see you! History Established in 2019. Located in the lobby of Hudson Valley Regional Airport, Paula’s Runway Cafe is a charming spot right next to the tarmac.

6. Blue Dream Lounge

Rating: 3/5
Phone: (929) 319-2536
Address: 150 Osborne Hill Rd Fishkill, NY 12524 United States
About: Blue Dream Lounge is your source for cigars in Montgomery. Visit Blue Dream Lounge’s website for more information about hours and selection.

7. Zulu Time

Rating: 3/5
Phone: (845) 446-4731
Address: 674 Thayer Rd West Point, NY 10996 United States
About: Zulu Time is your source for cigars in Montgomery. Visit Zulu Time’s website for more information about hours and selection.

8. Chili’s

Rating: 2.5/5
Phone: (845) 692-4478
Address: 33 Crystal Run Xing Middletown, NY 10941 United States
About: Chili’s is your source for cigars in Montgomery. Visit Chili’s’s website for more information about hours and selection.

9. Smokes 4 Less

Rating: 2.5/5
Phone: (845) 562-7980
Address: 327 Windsor Hwy Rte 32 New Windsor, NY 12553 United States
About: Smokes 4 Less is your source for cigars in Montgomery. Visit Smokes 4 Less’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 New York cigar lounges here.