Dustin E.
2/28/2020
I can't speak to anything related to horse betting, but I do know this is one of the best places in Indy to play trivia! Monday nights! Every Monday at 7:30, free to play & you get cash prizes....
Winners Circle
$$
Closed
(69)
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20 N Pennsylvania St
Indianapolis, IN 46204
Winners Circle is a lively bar located in the heart of Indianapolis, IN. Known for its vibrant atmosphere, it offers a great selection of drinks, delicious pub fare, and an array of entertainment options, including live music and sports screenings. Whether you're looking to unwind with friends or celebrate a special occasion, Winners Circle provides the perfect setting for a fun night out.
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3.569 reviewsClaudia E.
9/28/2025
This is a Sportsbook run by Caesars in downtown Indianapolis. They have a good bar selection with reasonable prices. Unfortunately many sketchy people stay outside and ask for money, sometimes...
JaMillah R.
8/12/2024
Didn't eat any food, but the drinks were cheap and strong. As long as you like sports and can deal with some happy or not so happy betting folks. It's a good time.
Kiara P.
8/10/2024
I came for the drinks! $5 All Day drink menu is what got us in the door. Didn't know it was a sports bar/gambling type thing but it was a good time. The bartender was great! I ordered the Amaretto...
Kelly T.
5/18/2024
We were in town for some other things and decided to come here to watch and bet on the The Preakness race. This is an off track betting facility that offers sports betting on horse racing and...
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