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

Top 3 Cigars Spots in Bedford

1. Brothers Fish & Chips, 4.5/5
2. The Cigar Republic, 4.5/5
3. Pour, 4.5/5

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

Choosing the right cigar spot in Bedford 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 Bedford

1. Brothers Fish & Chips

Rating: 4.5/5
Phone: (914) 488-5141
Address: 172 N Highland Ossining, NY 10562 United States
Website: brothersfishandchips.com
About: Specialitiesfish and chips .seafood creative cuisine tasting menuHistoryEstablished in 2011.My brothers and I have been serving fresh fish and chips at our location in Ossining. We pride ourselves on cooking delicious food made to order, with only the freshest quality ingredients. In 2016 we opened our first restaurant and bar next door to outtake location. came enjoy our fish and chips dinner or try one of our house specialties-either way, we have a feeling you are going to love As the saying does: Restautant and take out serve different menu same chef EAT FISH. LIVE LONGER.

2. The Cigar Republic

Rating: 4.5/5
Phone: (914) 592-1580
Address: 133 East Main St Fl 2 Elmsford, NY 10523 United States
Website: thecigarrepublic.com
About: Specialities Largest Boutique Cigar Selection and the Best Prices in New York. The Cigar Republic prides itself on selling only the finest cigars from around the world at competitive prices. Personalized customer service and knowledgeable staff can assist you in purchasing the perfect smoke. In addition to carrying familiar and popular brands, The Cigar Republic features several private labels and boutique, home grown labels. History Established in 1996. The Cigar Republic is a family-owned and operated premium cigar retail shop and private lounge. As third generation Tobacconists, the Scipioni brothers opened their first shop in 1996. Having humble beginnings in Elmsford, NY, we have now opened our second location in Danbury, CT! From the knowledge and experiences of being in the cigar industry for seventeen years, we look forward to serving Danbury and the surrounding areas.

3. Pour

Rating: 4.5/5
Phone: (914) 864-0606
Address: 241 E Main St Mount Kisco, NY 10549 United States
Website: pourmtkisco.com
About: Specialities Pour is a boutique bar + eatery. Housed in an early 19th Century Victorian house on Main Street in Mt. Kisco, Pour focuses on flavors and labels you may not have heard of before, have wanted to try, or can’t find anywhere else. A well-executed menu of small plates, flatbreads, paninis, charcuterie + cheeses promises to please, while a thorough wine, brew + booze menu offers options for everyone. Specializing in Boutique Wines , Small Production Spirits, Craft Beers, Artisanal Cheeses & Charcuterie. Pour…Westchester’s Best Kept Secret. History Established in 2007. Pour has become the go to place for boutique wines, craft beers & rare whiskeys in Westchester. With it’s low key atmosphere and laid back vibe, Pour is the alternative to everyone else. No blaring music, no TV’s, no bright lights. So whether you’re looking for a great spot to take a first date, meet up with some friends or just chill on your own, stop by and see why Pour has been voted Best of Westchester every year since opening. Meet the Business Owner Business owner information Anthony C. Business Owner Working at a Los Angeles liquor store while pursuing a career in music, Anthony was bit by the wine bug. Accustomed to living like a typical musician: late nights, cheap beers and Ramen noodles, his eyes were opened to the wonderful world of wine by a bottle of 97 Jordan Cabernet. His palate has never been the same. Fast forward to 2006 and living back in NY, he set out to open a wine bar reminiscent to the ones he visited on a trip to Rome and Barcelona with his son. He knew it had to be small and quaint with excellent wines and delectable small plates. In October 2007 Pour was born. 5 years later and 8 “Best of Westchester” awards as well as “The Slow Food Snail of Approval” Pour continues to delight.

4. Doc James Cigars

Rating: 4.5/5
Phone: (914) 962-9388
Address: 952 E Main St Shrub Oak, NY 10588 United States
Website: docjamescigars.com
About: Specialities Westchester’s Premiere Fine Cigar Shop for over 20 years. Fantastic selection of name brands and boutique blends. Internet pricing on box purchases. Members only 1300 sq ft state of the art smoking lounge complete with 4 tv’s, wifi, cigar lockers and more. Official Tommy Bahama men’s apparel and accessories. History Established in 1993. Doc James dating back to the 1960’s was a part time pipe and tobacco shop. In 1993 Adam DeSiena bought it, opened it full time and geared the business more towards premium cigars. The cigar boom hit in 1996 and Doc James has never looked back. The business has grown over the years and is now housed in a 2,000 square foot space. 2013 will be the launch of the DeSiena 312 cigar exclusively manufactured by Doc James, which will be distributed nationally. Meet the Business Owner Business owner information Adam D. Business Owner Adam bought and transformed Doc James in 1993, 20 years later the store has grown and he now is delving into the manufacturing side of the premium cigar market. In 2004 Adam expanded his business to include his passion of golf. Now Doc James Cigars & Golf includes Tommy Bahama, Callaway and Nike golf products.

5. Tobacconist of Greenwich Ltd

Rating: 4.5/5
Phone: (203) 869-5401
Address: 8 Havemeyer Pl Greenwich, CT 06830 United States
Website: tobacconistofgreenwich.com
About: Specialities Davidoff, Padron, Arturo Fuente, The Griffin’s, Avo, Opus X, God of Fire, Ashton, La Aroma De Cuba, Casa Magna, Zino Platinum. We custom blend all of our pipe tobacco by hand. We sell an array of luxurious smoking accessories, including humidors, ashtrays, ST Dupont Lighters, Lotus Lighters, Porsche Design Lighters, and Pipes. We offer a smoking lounge to members of our club and in certain instances, walk in traffic. We have 2 cigar events annually where cigars, wine, spirits, luxurious watches, exquisite food and high end sports cars are all part of the price of admission. History Established in 1974. The Tobacconist of Greenwich, LTD was established in 1974 by the legendary Jimmy “Cigars” Lacerra. We have established our own stamp within the cigar industry and have been a staple in Greenwich for 48 years. We pride ourselves in providing our customers the best quality tobacco products available. Our expertise and knowledge of cigars, pipes and smoking accessories will surly gain the confidence of our customers. We have a loyal following of customers, some who have been patronizing The Tobacconist since in inception. Many of our customers have become life long friends. Meet the Business Owner Business owner information Michael C. Business Owner Please come in and visit our store.

6. Hat City Ale House

Rating: 4.5/5
Phone: (203) 790-4287
Address: 253 Main St Danbury, CT 06810 United States
Website: hatcityale.com
About: Specialities We are a conversation bar with a unique, relaxing atmosphere. Our philosophy is old school, just like the building we are located in. The Crofut Block was built in 1896. Our presentation of craft beverages and 18 tap draught system will pique your interest and expand your palate for craft brews! Our amenities include comfortable seating and several large screen televisions to catch your favorite sports and entertainment and an eclectic sound environment. Proper attire of fashionably tailored clothing is requested. History Established in 1996. Originally opened by Tom Kennedy and Lori Nespoli, Hat City Ale House was a favorite for Danbury locals with great music and over 100 beers. Today, Hat City Ale House provides a relaxed atmosphere with comfortable seating and place to unwind in an intimate setting. Join us and enjoy a unique experience in Danbury. Meet old friends and make new friends…

7. The Cigar Republic

Rating: 4.5/5
Phone: (203) 826-9809
Address: 109 South St Danbury, CT 06810 United States
Website: thecigarrepublic.com
About: Specialities The Cigar Republic prides itself on selling only the finest cigars from around the world at competitive prices. Personalized customer service and knowledgeable staff can assist you in purchasing the perfect smoke. In addition to carrying familiar and popular brands, The Cigar Republic features several private labels and boutique, home grown labels. History Established in 1996. The Cigar Republic is a family-owned and operated premium cigar retail shop and private lounge. As third generation Tobacconists, the Scipioni brothers opened their first shop in 1996. Having humble beginnings in Elmsford, NY, we have now opened our second location in Danbury, CT! From the knowledge and experiences of being in the cigar industry for seventeen years, we look forward to serving Danbury and the surrounding areas.

8. Benjamin Steakhouse

Rating: 4/5
Phone: (914) 428-6868
Address: 610 Hartsdale Rd White Plains, NY 10607 United States
Website: benjaminsteakhouse.com
About: Specialities Winner of “Best Steakhouse and Best Rib Eye” from Westchester Magazine, Benjamin Steakhouse is the ultimate dining experience! Benjamin Steakhouse offers an extensive menu that is sure to please. For steak lovers, Chef McLeod prepares juicy cuts of steak, from 36-ounce Porterhouses to juicy, tender Ribeyes and succulent filet mignon- all dry-aged in their very own aging box, which holds up to 25,000-30,000 lbs of beef. Those with a more aquatic taste may feast on rich and buttery Chilean Sea Bass, or the extravagant seafood platter, including fresh oysters on the half shell, jumbo shrimp, half-lobsters and juicy lump crabmeat. Chef McLeod also whips up flavorful new takes to steak-house classics, such as lightly-breaded crab cakes, sizzling Canadian bacon, and his signature “Creamless” Creamed Spinach. History Established in 2010. After more than 35 years in the steakhouse business, executive chef Arturo McLeod partnered with fellow Peter Luger alumnus Benjamin Prelvukaj to create Benjamin Steakhouse. Since the opening of their Manhattan location in 2006, they have enjoyed culinary acclaim in outlets such as the Zagat and Michelin food guides and have been featured in The New York Times, Gotham, W Magazine and more. Now with its second location, opened four years to the date of its original, Benjamin Steakhouse has expanded to the heart of Westchester County. The White Plain’s version brings with it the familiar décor of the Manhattan location, with its signature dark wood floors, banquette seating, burgundy booths, and chocolate leather chairs in tow. The new location also features an oversized fireplace, located in the center of the Main Dining Room, as well as the opportunity to dine outdoors or in the spacious bar and lounge area. Meet the Business Owner Business owner information Benjamin P. Business Owner Benjamin Prelvukaj is the ambitious young entrepreneur that founded Benjamin Steak House. Benjamin, along with Chef Arturo McLeod, started Benjamin Steak House in 2006. Since then, Benjamin Steak House has established itself as one of New York’s premiere steak houses, attracting business professionals and celebrities alike. Now, with a new location right in White Plains, Benjamin Steakhouse brings all its glory right to the heart of Westchester County. Benjamin Steakhouse also recommends Benjamin Steakhouse 1476 Steakhouses, Seafood, Bars Benjamin P. says, “Benjamin Steakhouse has established itself as one of New York City’s premier steakhouses, attracting business professionals & celebrities alike.” Sea Fire Grill 1556 Seafood, Steakhouses, Bars Benjamin P. says, “The Sea Fire Grill offers locally-sourced, contemporary American seafood where consistency in execution and highlighting the fish itself is priority.” Benjamin Steakhouse Prime 513 Seafood, Steakhouses, Bars Benjamin P. says, “Benjamin Restaurant Group is highlighting the grill at Prime, serving up USDA prime dry aged steaks and succulent seafood in unique ways.”

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 Bedford. 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 New York cigar lounges here.