Great atmosphere. Friendly staff and patrons. Good for the over 50 crowd. Drinks reasonably priced.

Best bourbon selection I ever have seen and the prices were reasonable. I got to try some bourbons I have searched many years to find. The staff was amazing and extremely helpful, as well. This was a different location than my previous trip and it is beautiful!! My only complaint is that I live in another state!! read more

Jake's Cigar Bar - Bourbon!! - Cigar Bars Near Me - Nicholasville, Kentucky

There was no food, but the knowledge of bourbons and scotches and mixed drinks and cigars was unbelievable place as cute as hell recommend this place service was excellent. read more

Amazing selection of bourbon and scotch pretty decent selection on cigars, but the service was really good and the people were extremely friendly. Highly recommend. read more

Jake's Cigar Bar - David off late our Toro Cigar, and a nice Weller antique 107 on a big rock - Cigar Bars Near Me - Nicholasville, Kentucky

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Awesome ambience. Always a good time and the service is pretty good. The bartenders like chatting and are always willing to cut the cigar. My Wife's Favorite is their best drink! read more

Jake's Cigar Bar - Cigar Bars Near Me - Nicholasville, Kentucky

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The ambiance is perfect for this type of establishment. They have great ventilation in there and a nice patio as well. The service is spot on and they make an excellent/ consistent old fashion. If you don't know much about cigars, no worries, the staff guide you to the right one for you. Check it out. read more

Great cigar bar. Plenty of bourbon options and a large walk in humidor. If they had food/appetizers it would be awesome read more

Service was poor. Waitresses waited on tips but did not engage with customers. Very busy trying to close out 2 hours before closing. Cigars with pretty good selection but too dry. I bought over $200 worth of cigars. Attempted 2 but very dry - I had 50 cigars in the car that I should've smoked. Will rehumidify and hopefully save the rest of the purchase. Bourbon selection was good but staff were bourbon dumb. Cigar dumb. Overall just dumb. I was excited to come visit the famous Jake's but very disappointed. read more

Super cool vibe Great selections Was visiting from California If in the area again definitely go back

Great atmosphere, helpful friendly bartender and just a pleasant overall experience. Apr 10, 2026 Bud (KE4US) & Bev

Love it here. Great drinks, great selection, great bar staff. Only qualm is the snacks. read more

Jake's Cigar Bar - Cigar Bars Near Me - Nicholasville, Kentucky

Jake's is one of the most beautiful cigar bars we've ever been to. We can't wait to come back! read more

Jake's Cigar Bar - Inside - Cigar Bars Near Me - Nicholasville, Kentucky

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Very laid-back and comfortable environment. Entertaining and knowledgeable bartenders Great cocktail options. Comfortable seating. read more

Jake's Cigar Bar - Cigar Bars Near Me - Nicholasville, Kentucky

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I tell ya what, every visit I make to Lexington Kentucky, you better believe I'll be coming by here. AWESOME place to go and enjoy your favorite cigar(s). The decor is fitting for cigar smokers, that means leather furniture, no carpet, but solid floors, comfortable seating and a full bar to compliment and cigar smoking sitting. Lets start with the bar. Jakes has a full bar, bourbons, whiskeys, gin, vodka and anything you may love to drink with a good cigar. They also have a nice beer and lager selection if this is your choice. The bar staff is fully knowledgeable. I ask for the best thing to drink and they suggested Woodford Reserve Double Oak which just so happens to be one of my favorite go-to drinks with a cigar! Seatings are indoor and when the weather is nice, you can step outside and enjoy your smoke. Everything is evenly spaced and plenty of seating for you and friends. The seating is 5 star comfort creating a very relaxing atmosphere! I tell ya, I didn't wanna leave. The humidor is full of a wide selection of some of the best cigars to smoke, not to mention they have their own house brand. However, I suggest taking the house cigars home to place in your humidor for a couple of weeks. I'm not sure if they serve food, but as nice as this place is I wouldn't be surprised if they have a nice selection. The place all kinds of cigar social events so follow them on social media for the next one I was thoroughly impressed! It was a luxurious setting with a reasonable price. You can't beat that. I visit Lexington often for that is where I'm from. With that being said, visiting Jakes will be on my "to do" list each time, you should do the same! Very well done Jake's! Happy Yelping! read more

Nice cigar bar in a growing area. It has a large walk in humidor with plenty of selection at several price points. Selection at the bar was excellent as well. On all three nights we went service was quick and friendly. Highly recommended. read more

My daughter purchased me a gift card here. I had never been here. I was overwhelmed once you walked in door. The bar is massive collection of Bourbons & all kinds of well drinks. They have a Humidor & one of the bigger collections of Cigars in Lexington. You can smoke here. They also have a nice covered area to set outside. They also have a few draft beers. This is a really place to visit. read more

Jake's Cigar Bar - Front entrance - Cigar Bars Near Me - Nicholasville, Kentucky

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The drinks was very well made. They even smoke the old fashions. The bourbon selection is out standing. The ambiance is a very nice old school feeling. Think a classy man's club from a movie. Leather bar stools. As well leather relaxing chairs and plush sections to talk and take a load off. Oh and yes it's very handicapped accessible. Bathroom are very clean and accommodating. They have plenty of spots for wheelchairs and for ppl on canes. As well space to get though for standard wheelchair and cane. If needed they are happy to move things for you to get by. Prices very depends on what you want. The service was so great. I showed the bar tender a drink he had not seen on his phone. Mondl my bartender ran with it and made something close, but even better than the original. Peeling apart an ice cream bar to get vanilla ice cream to make it. To make a bourbon float. I really loved this place. The humidor was filled with a wide selection as well. I can't say much on it seeing I quit smoking last year but looked very well stocked. I ask and they run as low as 6$ and up. Last but not least they even have a small area to practice your putting. read more

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After having had a few beers and cocktails it was time for even more drinks and cigars because that's usually what happens. My buddy suggested Jake's because, well it was basically one of only two places he knew of for cigars. He must have gone before they had moved because the new building is in a huge new strip mall area. I don't know what old Jake's looked like but new one is pretty nice. Large well appointed outdoor seating and a sleek bar inside with a bunch of whiskeys and bourbons (it's Kentucky, what else would it be?.) I was surprised with the walk-in humidor, it was huge but I thought the ratio was a little off given how much seating both indoor and outdoor there was. I guess when I went they were still filling it out, it was like 85% stocked. I wasn't in a cocktail mood, so I had a beer and after having gotten our cigars lit we went outside, it can be pretty loud on the inside so if you want to talk at a decent volume it might be better to take it outside. read more

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Jake's is a cigar / food / bar that just hits it out of the park with respect to the overall ambiance and vibe, which are marched only by the friendly and knowledgeable staff. While there, I purchased a few cigars and also took the decision to stay enjoy one my purchases. Kudos to the team, that puts on such and amazing show, night after night! read more

Believe every single review about this place. The bartenders are impeccable. Atmosphere is great. I spent my evening on the patio and would do it again and again. Love everything about it. read more

Jake's Cigar Bar - Outside - Cigar Bars Near Me - Nicholasville, Kentucky

This is their new location and it is awesome. Their bourbon selection is extensive and a few really good store picks. The humidor is stocked with a lot of tasty cigars, prices are high though! They also allow cigarette smoke inside which is disappointing. I've been here a few times and always sit outside to avoid the cigarette smoke but the chairs outside are super comfortable. read more

Jake's Cigar Bar - Cigar - Cigar Bars Near Me - Nicholasville, Kentucky

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There are a lot of great cigar bars around the country, but Jake's really has it all. Great design, great ventilation, comfortable seating, private rental space, humidor selection, drinks selection, and a great staff... Forgot the outdoor patio. Seriously, I'm from out of town, went there twice and it was the same great experience both times. read more

Jake's Cigar Bar - Churchill... - Cigar Bars Near Me - Nicholasville, Kentucky

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Great cigars and bourbon selection, loved the atmosphere, owner was really cool!! So down to earth and just cool to talk to! Loved our time here- will definitely be regulars! That "Pear-fecto" was the best drink I have ever had! Can't wait to get back~ read more

Great spot for a smoke and a drink. On-site humidor with a selection of cigars. A number of seating options, both indoor and outdoor. Upstairs area that we never saw because of the velvet rope, but I'm sure it is another neat area. The patrons were friendly, the staff was welcoming and knowledgeable. I tried their smoked old fashioned and recommend just going with a good glass of bourbon. Excellent beer selection and tons of other cocktail options. read more

Jake's Cigar Bar - Outside of the building - Cigar Bars Near Me - Nicholasville, Kentucky

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I decided one day to ride the Harley down to Lexington. It was my birthday week and I was off. I loaded up the bike and rode the 7+ hours to Lexington. After the long ride I needed some relaxation. A cigar and some bourbon sounds like a good way to end the day. The majority of the cigar lounges I've been to were a nice sitting area with a humidor. Jake's is an great bar with wide selection of bourbon, whisky, and beer. The humidor has a great selection of cigars. From the well known to something different. You know I went for the something different. The bartender made a great suggestion of bourbon. I found a nice little corner where I enjoyed my bourbon and cigar. At the end of the visit I was relaxed and happy. I forgot to mention how friendly the staff was upon entering. They give Chick-fil-A a run for their money. Everyone spoke but wasn't annoying. I probably had a conversation with everyone that worked there. Very envious of not having one near me. read more

Jake's Cigar Bar - Bourbon and cigar - Cigar Bars Near Me - Nicholasville, Kentucky

What the cigar selection lacks, the bourbon selection makes up for. Prices are a little higher compared to some other cigar bars but no real complaints about quality. Bartender wasn't attentive and I had to call him over when I needed something. read more

For someone who enjoys a good drink, and appreciates an even better cocktail crafter, Jake's is a go to place. I myself do not partake in the smoking of cigars, but I have tried several of the cocktails and special pours from various seasons at Jake's. My most recent visit was from the Sadie Hawkins event, and my "3 chord cookie cart" cocktail was fantastic. It blended well with the bourbon and was lemony and easy to drink. They happened to have some live music playing, but as always it was a good crowd for a Friday and a great laid back environment. read more

Jake's Cigar Bar - Cigar Bars Near Me - Nicholasville, Kentucky

Located in the Brannon Crossing area, it's close to the Jessamine County line, and convenient for Lexingtonians. It's unlike any place that you'll find in Lexington, so I highly recommend taking the short ride to Nicholasville. I strongly say ride, like as in an Uber or Lyft. Why? Because it's more than just a cigar bar. They have full bar, with an amazing beer, cocktail, and bourbon selection. Many of the reviews are from their original location. The new location opened in April 2019. The building is a free standing location, very open and contemporary. Yes, it does smell like cigars, but it's not overpowering. The cigar selection is plentiful. The humidor is huge, definitely the largest I've ever seen. You can purchase a single cigar, or multiple, or you can bring your own to smoke. The bourbon is organized by 'families' or brands. So the top self isn't necessarily the most expensive, and the bottom shelf isn't just your ordinary 'bottom of the barrel'. The cocktail list is seasonal, and includes Kentucky spirits. I ordered the "Perfectly Pear'd", which is a Moscow mule made with Wheatley's Vodka, house made roasted pear, sage, citrus reduction, and Ale 8. I loved it. I was impressed by the low $9.50 price of each of the cocktails. I heard mention that the winter cocktail menu wasn't released, so maybe the price will increase with the next menu release. read more

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Definitely a "go to" place. Bartenders were very hospitable. Good selection on the cigars and totally enjoyed myself at this place!

Great selection of bourbons. Staff was amazing and really took pride in making the drink last. Would definitely recommend. read more

Jake's Cigar Bar - a shot of a glass of whiskey - Cigar Bars Near Me - Nicholasville, Kentucky

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Great service, great atmosphere. It's a must go destination every time you're in Lexington area. read more

Jake's Cigar Bar - Great service, great atmosphere. 10/10 must go. - Cigar Bars Near Me - Nicholasville, Kentucky

Amazing venue, I wish there were more like this!!! Fantastic selection of cigars and bourbon. The atmosphere is perfect, comfy modern and bright! read more

Jake's Cigar Bar - Cigar Bars Near Me - Nicholasville, Kentucky

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Really had a blast at Jake's! Fun all the way around - great selection of cigars and bourbon. Highly recommend a stop here to relax and enjoy! read more

Cav is an amazing bartender! I'm not a bourbon drinker but I like black cherry seltzers! So I told him and he made me an amazing bourbon drink that is out of this world! Let him know what you like and he's such an artist he'll make you something you love! read more

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Service and drinks were excellent. Very nice selection of cigars and great atmosphere

Beautiful place and a great bourbon selection but when your bartender has no personality and is too busy playing on his phone no thank you. Fix your bartender and this can easily become a five star review. read more

They only have light snacks. Nice atmosphere as a cigar bar. Brian was knowledgeable in cigars and Made great recommendations! We had the house special cherry flavored cigar and Woodford Reserve bourbon! For the experience both were good! The bourbon was smooth and the cigar was mild with a smooth cherry finish! If you are not avid cigar smoker/bourbon drinker...this is where you start! Karen B server was not as knowledgeable about the cigars and bourbon as expected but very nice and attentive. Mondo the mixologist is amazing with his craft. Check our the videos attached to my review! read more

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Had an excellent trip to Jake's. Great atmosphere. A little expensive. Bar staff was excellent. Good selection of cigars in the massive humidor. read more

So this place was a magical land like nothing I've ever seen. The selection of booze was nothing short of amazing. The cigar selection was huge. I had no idea what I was picking but ya know I felt I made a good choice. Then I got to sit in an ultra comfortable lounge room that felt like a place Hugh Hefner would lounge. I mean that in a complimentary way. read more

Jake's Cigar Bar - The booze selection. - Cigar Bars Near Me - Nicholasville, Kentucky

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Great bar, great patio, great people. Loved this place .... to the moon and back. They've thought of everything you need to be comfortable and happy here. Top notch, by far the best in KY. read more