Wiseguy Lounge

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!

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!!!!

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!

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.

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.

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!

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!

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! ;)

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!

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!