One of the best speakeasies in Indianapolis! They recently completed a renovation, and the expanded space is a huge improvement. The lounge is much larger now, with additional seating and a cozy lounge area in the back featuring comfortable couches. It feels much more open while still keeping the intimate speakeasy atmosphere. This is one of my favorite places for craft cocktails because there's always something new to try. Their menu changes seasonally, so even if you've been before, you'll usually find new creations alongside their signature cocktails. The drinks are true works of art, both in flavor and presentation. On my most recent visit, I tried a cocktail off the Pride menu called the Stonewall, and it was absolutely delicious. It had a beautiful pink color, and I loved the glass it was served in. The presentation is always top notch. Service was good. The drink was also only $10, which is pretty cheap for the quality compared to other places. We didn't stay long this visit, but it's always one of my go to spots to relax, catch up with friends, and enjoy expertly crafted cocktails. An added bonus is that you can order food from Goodfellas Pizza and enjoy it while you're in the lounge, making it an even better experience. read more

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This is a nod to speakeasies of the past. It's not as difficult to get in, though. No password required. Just walk into the Goodfellas Pizza and go to the left. Or walk in through the patio doors on the outside to the left. Once inside you're greeted by dark wood and leather everywhere. And whiskey. Lots of whiskey. They have several whiskey flights available at different price points. Come on Fridays when all the whiskey flights are on sale. read more

Wiseguy Lounge - $6 classic cocktails during Thursday happy hour - Cocktail Bars Near Me - Indianapolis, Indiana

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We've been here a few times and always enjoyed the bar. Recently I came with a group of friends and we got to enjoy the nearly renovated bar! So beautiful and a great spot to lounge. Good for friends, girls night, or a date night. The bartenders really know their craft and throw together some truly amazing drinks. I can't wait to try out their new summer menu! read more

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The perfect late night bar for good drinks in Indy! Service staff was so friendly too! read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

Great place for a date night on a weeknight! Our bartender was awesome and great at recommending drinks/open to trying different things. They are planning to expand the seating area. Can't wait to come back. read more

Wiseguy Lounge is a hidden gem on Mass Ave. It's ducked off in the second entrance to Godfathers Pizza too. So you can get a slice of pizza as big as your face AND get a handcrafted cocktail. We went in for celebratory cocktail and I tried a Dirty Smash, it's a minty spin on a old fashioned. The bartender was very generous with the portions of each beverage and very friendly. It's always a chill vibe in the lounge. Not too many people were in there for a Sunday evening but it was a good time. read more

Wiseguy Lounge - Dirty Smash....its like a minty spin on an Old Fashioned - Cocktail Bars Near Me - Indianapolis, Indiana

Great spot! So cozy! Drinks are incredible and the ability to get pizza makes it the best! Service was quick! I'll be back for sure read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

Cool place. Bartender prior to 5:00 was a bit cocky. Bourbon on the pricy side. And I drink a Lot of it. I'm quite aware of typical prices. Comfortable seating. Neat ambience and decorations. read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

While on a double date, we all popped in here for one cocktail each before seeing a show at Footlite Musicals on a Saturday night. It is easily accessible, while still giving a speakeasy vibe from the dark and moody decor + low lighting. We had walked across the street after dinner and got 4 seats at the bar around 6:50. We stayed for about 15 minutes before heading off to our show, but I would love to come back again for a couple of cocktails to try more! Everyone enjoyed their drink and our server was friendly. She immediately set us up with waters before our cocktails, with no waiting around for drinks to be made. Excellent service! read more

Wiseguy Lounge - Broken Hatchet - Cocktail Bars Near Me - Indianapolis, Indiana

I have been to this speakeasy a couple of times now and definitely plan on going back. I really like the laid back vibe and LOVE the big leather couches. The food comes from Goodfellas pizza that the bar is situated behind. You enter through Goodfellas and walk around to the back to get to the bar. I have not had pizza from there yet but it does look good. I had a different bartender for each of my visits and both were attentive and nice. Adriana that waited on me the second time created the drink I ordered, it was called Mystery Lady. Mystery Lady had tea infused bourbon, Amaro, Cherry liquor, Demerara sugar, and Lemon. Richard from the first time I stopped was chatty and made me feel welcome, he made me a Peanut Butter Chocolate Martini and I really liked this drink as well. I see from some of the photos of the bar that it can get quite crowded but I went after the lunch hour and it was sparse and relaxed. I am already planning another trip here! Give it a try and you will be glad you did. read more

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I am in town for the first time for the Final Four. I used the SwiftSift app for the first time for a recommendation of where to get a cocktail. The first place that came up was Wiseguy lounge. It was the best recommendation. Amazing selection of drinks. Service was incredible and the vibe is top tier. Adriana is the best. read more

I crave this place close to, if not, everyday. The signature cocktails here are mouthwatering. I've tried almost every single cocktail here, whether my friends ordered it or me. I was never a bourbon fan until this place. I finally caved and tried it after my friends, because come on, what cocktail lounge could be that good when it's attached to a chain restaurant?? Do not judge a book by its cover here. The ambience is perfect. Such a speakeasy feel. Wait staff and bartenders are always on their A game. They're quick and fun to be around. My favorite cocktail lounge on Mass Ave. read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

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The cutest speakeasy located right behind Goodfellas! Came here with a friend after dinner to grab a drink and I was so happy we did. I love how low-key the ambiance is and how attentive the staff is. The minute I walked up to the bar I was quickly greeted by the bartender and shown the menu. I usually opt for gin drinks so quickly settled on "A Mother's Love". The drink was perfectly balanced without being too sweet. The strawberries were a nice touch as well! Overall good experience and will be back to try more drinks! read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

Stopped in, kinda hidden inside of good fellas, drinks were great and service was good.

This place was very delicious!! We loved our espresso martinis Ivy made!!! My man got a 2oz pour of Penelope bourbon as well & I got a lemon drop shot which was super flavorful! We were happy to see they had such a huge inventory! Just about anything you'd like!!! It's quite the hidden treasure! We can't wait to stop in again! Also, Ivy was very informative, which we appreciated a bunch!! Lastly we enjoyed how relaxing the ambiance of the space was. Such an amazing speakeasy! Highly recommend if you're in the area!!!! read more

Wiseguy Lounge - Espresso Martini - Cocktail Bars Near Me - Indianapolis, Indiana

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Pizza on one side, cocktails on another! What more could you ask for?? This hidden gem will definitely get your tastebuds screaming "thank you!" When you walk in, there's a door to "wise guys" and you can walk straight back to a speakeasy type of feel bar. There's about a dozen bar tables, multiple couches and a few tables. It's all dark brown leather and wood. The place is relatively small, but they have amazing hand-crafted cocktails that are made to perfection. This place is open until 3am and at night there will be loud music on this side with the latest hits. It's a very cool, sexy vibe to have a girls night, go solo or enjoy a date with that special someone. Parking is free on the weekends . It does get a bit more crowded at night, once clubs close, but they are pretty quick with the service. We got two drinks and the total was $22 so it's pretty reasonable. I love coming to this place and if you find it in your heart to try something new and get the best of both worlds (pizza and cocktails) you have won in life. Enjoy! read more

Wiseguy Lounge - Negroni (right) and sun-kissed sweetheart (left) - Cocktail Bars Near Me - Indianapolis, Indiana

Love a good secret, especially if I'm in on it and as of this weekend I am!(yay me!) How I have not heard of Wiseguy Lounge until now is beyond annoying... I have walked past the façade of this speakeasy thousands of times and had no idea... LOVE that! (Yet, like I mentioned earlier... annoying - ha!) If you're a fan of pb&j sandwiches start your evening with a pb&j shot. You're welcome and cheers to being in the know of this well kept Indy secret! ;) read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

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Who knew Goodfellas had a bar?! Pass the counter and the corner once you enter Goodfellas and thank me later! We went to Wiseguy on a Thursday night and loved that they had drink specials! We were able to enjoy a fun girls night out and order several drinks without spending a large amount of money. And then if you need to put some food in your belly to accompany the fabulous drinks, just head back to Goodfellas. read more

Wiseguy Lounge - Sun kissed sweetheart - Cocktail Bars Near Me - Indianapolis, Indiana

A speakeasy in plain sight! Or at least right around the corner from plain sight. It's a vibe. And that vibe is bourbon. They have shelves upon shelves of bourbon, and on the bottom shelves out of sight, some other alcohols. I had the Irish Cashmere from the seasonal cocktail menu. It had apple brandy, bourbon, and vanilla and Carmel. From the bar area, you can order a whole pizza or walk around to the counter to order a slice. My friend and I opted for a full pizza to soak up all the alcohol. It did take an hour for our pizza to arrive but they were very busy on a Saturday night. The pizza was pretty good too. The service was great. There were two bartenders and they never stopped moving. It was really loud with all the people crammed in there. And parking was terrible, but again it wasSaturday night. Otherwise it was really cool! read more

Wiseguy Lounge - Irish Cashmere - Cocktail Bars Near Me - Indianapolis, Indiana

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My only complaint about Wiseguy is that it's not 4 times bigger...but if it was, it wouldn't be Wiseguy! Great drinks for a reasonable price and a super cute vibe- what more could you ask for? Pizza and the best breadsticks in town? It's got that too! We love the ambiance so much, we actually took some of our engagement pictures inside a few years ago! Def a staple of our stops when we make it downtown. read more

My boyfriend and I got here at 3:00 on a Saturday. The bar was actually fairly full, but we were able to secure two seats. There were high tables and couches that were free throughout our time here. Our bartender, Xavier, was awesome, but I think he could have used some help due to how busy he stayed! I hope management considers this moving forward. My boyfriend (who is a snob when it comes to cocktails) got the Manhattan, and he enjoyed it. I got the Marilyn Monroe and the Espresso Martini. The Marilyn Monroe was fairly sweet, but also had the perfect balance of sour to it. The Espresso Martini was delicious, and I appreciated that it wasn't too sweet. As far as parking, we found a spot directly in front of Goodfella's Pizzeria, and parking was cheap. It is free on Sundays. I will be certain to return any time I'm in Indianapolis! read more

Wiseguy Lounge - High tables and couches! - Cocktail Bars Near Me - Indianapolis, Indiana

Wiseguy Lounge is always my go to spot to grab a cocktail with friends! Their cocktail list has everything from bourbon to craft cocktails, and even local beer options. It is in the back of Goodfella's Pizzeria, so you can grab a slice of pizza and take it into the bar to eat! They have bar seating as well as couches and chairs to sit in while you enjoy your drinks. I ALWAYS have to get the PBT shot (peanut butter tequila). It's a little thick, but is so good!! If you get the peanut butter jelly shot, they serve it with a side of a raspberry beer. You have to walk up to the bar to order drinks. At times it can get busy and you may have to wait to order a drink. They do not have waiters that come to your table. I ordered the Saturday Morning Cartoons cocktail. It was a creamier drink that was topped with cereal bits. Every time I go there, I always try something new! read more

Wiseguy Lounge - Saturday Morning Cartoons drink and PBT shot. - Cocktail Bars Near Me - Indianapolis, Indiana

IYKYK! Best speakeasy in Indianapolis hands down! Haven't met a better bartender than Richard! Very knowledgeable, well-versed in spirits and fun to watch work. I sat at the bar, enjoyed a few cocktails and barrel picks. Also had a slice of Goodfellas pizza with a ginormous breadstick! Great time, cool, laid back spot with great drinks and the largest whisky selection I've seen! Thoroughly enjoyed myself and will be back! read more

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What an awesome find! I searched online for the best whiskey spots in Indy and this place made several lists. Their whiskey selection has something for everyone and the cocktail menu is truly inspired. You can tell that whoever crafted it appreciates quality spirits and balanced flavors. The seasonal menu from December was basically perfect. I can't tell you the names of the drinks or what was in them (I didn't get a photo of the menu), but they were absolutely delicious and I could have drank there all night. 10/10 would recommend read more

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Once, my friend and I left the Paradox Lounge at midnight on Saturday May 21st so we headed to the Wiseguy Lounge which is located right inside the pizza joint Goodfellas on Mass Ave. Since, we got there a little before 12:30am the crowd was gone, only a few people inside, I felt the hotness(stuffy) that's probably due to the Lounge is right behind the pizza restaurant that's hot. My friend and I sat at the bar, the music was actually at a reasonable level so we could talk, especially hear the bartenders. I ordered two drinks which were dirty smash, and side car those drinks we're bad, and I probably won't order those drinks again. My friend ordered two drinks too which were the empress dreams very pretty purple drink, and she ordered the same thing twice. The Wiseguy Lounge does open early as 11am, and I'm definitely going to go back more than likely early. read more

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One of my go to spots when entertaining guests. Highly recommend. What more can you want than good cocktails and pizza? One time I wasn't really in the mood for anything on their menu so the bartender asked me some questions and out came a perfectly made tequila cocktail that I fell in love with. They are very creative. The atmosphere is dark, intimate and sit down so I wouldn't bring more than a small group or couple with you. read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

Our waitress held it down on a Thirsty Thursday - plenty of people but she was the only one so you could be waiting nearly 20 minutes trying to order and take your drinks to your seat. I can't remember the name of my drink but I also had three shots of tequila so you do the math. Their were 4 of us and none of us complained about our drinks lol! It sort of feels like a speak easy, seeing that it's tucked in the back of the Goodfellas pizzeria. Defiantly worth a visit if you're looking for something different but I don't like the low couch seating arrangements b/c I feel like I have to quietly yell at the person across from me - we ended up moving to a high top table but it was small, so every round we had to clear our own table.. read more

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Great atmosphere at Wiseguy Lounge. The vibe was different than other bars around Indy. The layout was well done with the seats and tables spread out enough that you wouldn't feel on top of others seated near you. They had sofas with tables that were very comfortable. They had a few high top tables and then bar seating. The bartender was very nice. We went up to order our drinks then once we got our drinks we were able to go back to the front to get pizza and bring the slices back to our table in the lounge. If you want to order pizza in the lounge, it sounds like you would have to order a whole pizza. So it's very nice that they let you go upfront and just get a slice and bring it back! Went on a Wednesday night around dinner and it was relatively empty when we got there. By the time we left, it was getting busier! I really enjoyed this place, can't wait to go back! read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

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A super fun speakeasy with a super pompous bartender. The only reason I'm not giving this place 5 stars is because the bartender was completely "holier than thou." Our bartender at brunch earlier recommended this place, which is a super fun secret bar in the back of a pizzeria. The vibe is awesome and it's definitely a specialty craft cocktail bar that also offers over 400 bourbons. Our only problem was the bartender, who made great dranks, but was super pompous. It felt like everything we said, he had a negative comeback with. Such as, "we love scotch." To which he responded, "I hate scotch. They use other peoples whisky casks." Plus many more. We planned to stay the afternoon to try different bourbons and cocktails, but left after the second drink because we were so turned off. I still think the place itself is very cool and would try it again, but I was definitely put off and made to feel uncomfortable by the bartender. read more

Wiseguy Lounge - Negroni - Cocktail Bars Near Me - Indianapolis, Indiana

After visiting this lounger a few times it has become one of my favorite places to visit on Mass Ave. Between the impressive bourbon selection, the craft cocktails, & classic decor that transports you back to the prohibition era this is such a neat location to get drinks with a small group of friends. The only downside to this cozy lounge is that it can get crowded pretty quick. The music is also spot on here making it difficult to leave when bar hopping, but is always worth a visit for a high quality bourbon or a handcrafted cocktail. They have a little bit of something for everyone so don't hesitate to give this spot a chance! read more

One of my go-to spots for cocktails, pizza, and the ambience. Service is very decent, I do have some good experiences with it usually. Can get quite busy on the weekends and not my fave types of guests there but overall still appreciate the place for what it's worth. read more

This is a really good bar if you like bourbon or bourbon cocktails. They have a TON of rare bourbons and pretty much all common bourbons. It's right inside Goodfellas pizza too. So there are good food options. Overall it's a chill place to try some bourbons or have cocktails. read more

Wiseguy Lounge - Dirty Smash - Cocktail Bars Near Me - Indianapolis, Indiana

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Top notch service and great bourbon collection. Cocktail menu speaks for itself and the bartenders have their personal favorites listed on the first page. I enjoy bourbon, so I tried a few cocktails! Broken Hatchet! Full Proof Benchmark Bourbon with Hazel Nut, Cinnamon, Rye Bitters, Black Walnut, Orange, Creme Brûlée. Served flamed and smoked! So good! Dirty Smash! Buffalo Trace Bourbon, Brown Sugar, Lemon, Mint. Delicious! Heat Miser! Cinnamon Whisky, Overproof Rum, Habanero, Poblano, Cranberry, Thaigreen Chili, Rosemary, Lime. Spicy, yet refreshing! Bartenders Brandon, Richard, and Brennan are great company and make some of the best cocktails in Indy. Their rotating menu is worth checking out each month. read more

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We walked up and down Mass Ave and couldn't find this place. Finally looked up the address and thought maybe they closed and were replaced by a new pizza place. Walking all the way to the back bathroom hallway of the modern new pizza joint, we took one last chance look and found it hidden in the back - positioned like a true speak easy. A stark antique classy layout compared to the pizza joint out front. Great beverage and draft list and yes you can order pizza and enjoy it in this lounge. read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

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a speakeasy bar in Indy say less!!! I came to this bar during a bar crawl and fell in love with the entire vibe, decor and the good drinks they have. It's very lowkey and chill. The bartenders are so friendly and the art they put into making these drinks make them even more special. this place sits inside of where the Goodfellas is located on Mass Ave and yes you can order and eat Goodfellas pizza inside of their bar. I try to order new drinks every time I come and this time I tried the Wooden Nickel that is served smoked, the Public Defender shot and the Broken Hatchet! this is a great place to bring someone on a first date and a great place to hang and chill with friends. The perfect pregame spot and the drink prices are very reasonable. read more

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So I've been back since my first visit and had a much better experience. I love how the beer menu changed periodically. The spirits selections is awesome a great place to come and try before you think about buying a bottle. The cocktails are amazing!!! I would recommend this tucked away spot behind Goodfella's pizza to anyone looking for a chill spot to relax. read more

Wiseguy Lounge - Cocktail Bars Near Me - Indianapolis, Indiana

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It's a bar behind pizza restaurant. It's not a speak easy... by any stretch of imagination. The drinks were nice, when you stand at bar for them. A speak easy is 1. Hidden. 2. Elegantly decorated 3. Waits in clients 4. Has conversational volume, by virtue of decor and service. This place has drinks. read more

Went to Wiseguy Lounge prior and post show at the Old National Centre. The 2 bartenders were extremely knowledgeable, the menus had been updated that day, the ambiance was perfect for a speakeasy with everything from low end to unicorn bottles of bourbon! Overall it was an amazing experience and I will be going back. read more

Wiseguy Lounge - Blanton's Single Barrel, Blanton's Single Barrel Select, Blanton's Gold. - Cocktail Bars Near Me - Indianapolis, Indiana

This was a really fun find! Love the ambiance, the service, and the drink options. A real cozy environment, great date potential. Thanks to Yelp for leading me here! read more

Like Whiskey? Craft cocktails? This is the place for you... The bar has that little seedy Speakeasy feel to it, in total contrast to the front of the house pizza joint. The Whiskey selection is huge. The ever-changing craft cocktails always delicious and always packing a punch. This is not for the lightweights. Of course you can bring your pizza back here too, or even order from here. And the pizza is delicious btw. But come back here and enjoy the feel. Be pampered by the knowledgeable bar staff and soak it all in. Well worth it. read more

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