Outside Pool

Jason Paul, a Mississippi native, has been playing music for as long as he can remember. “My Granddaddy stuck a guitar in my lap when I was 3 and made me play it every day.” Fronting bands from Dallas, TX, St. Louis, MO, MS and Indiana. He has released 2 full-length albums and shared the stage with greats like Sevendust, 3 Doors Down, Mark Chestnut and Randy Houser to name a few. He has since gone solo and released a solo acoustic album that was recorded in both Mississippi and Fort Wayne, IN where he now resides. If you haven’t seen him on stage, you are missing what has been referred to as a high-energy acoustic show that is by no means laid back. “I try to keep the crowd involved from beginning to end. If they wanna hear something, I encourage them to request it and it becomes next on the list.” Catch Jason Paul live and become part of the show.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Dick Diamond And The Dusters give you a retro inspired performance spanning 5 decades of the greatest hits. 

Please note: Entertainment location is subject to change to the Hard Rock Cafe stage during inclement weather.

Hurricane Gumbo is an eight-piece, Chicago-based band that combines zydeco, rhythm & blues, jazz and funk to produce a sound that can only be called one thing – Louisiana party music.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

The tastes of the South come to the Midwest with a Crawfish Boil at The Pool Bar! Enjoy delicious eats, drink specials and live entertainment by Hurricane Gumbo. 

Food and Drink Specials available only at The Pool Bar at Four Winds New Buffalo.

Karma Committee is a high energy tribute to the greatest artists and icons from the 90's - today. Combining Pop, Dance, R&B, Rock and Hip Hop, this will be a dance party you will not want to miss!

Please note: Entertainment location is subject to change to the Hard Rock Cafe stage during inclement weather.

With song selections and a voice ranging from Sinatra, Elvis and Johnny Cash to The Beatles and British Invasion, through the sugary radio hits of the 80's to today's top singles, Erik's fun and energetic show is sure to win over even the toughest of critics.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Dave Hiltebrand is an innovated musician, composer, and singer based in Chicago. When he is not composing and performing he enjoys being a bassist for the world-renowned Chicago Children's Choir and working with Kidbilly Music.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Mike has played over 1,000 live shows, including opening for “Styx” and “Kansas”. Mike is known for having one of the most extensive "covers" repertoires spanning over six decades of some of the best loved classics. From Louis Armstrong to Coldplay, Johnny Cash to Pearl Jam, Mike's energy and love of music transcends style or genre. Mike is a finely seasoned performer who delivers an unforgettable performance each and every time he takes the stage.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

The 1985 is a five-member band from South Bend, IN. Featuring the best of retro rock, pop, new wave and metal from the 1980’s, these guys bring an immersive TOTALLY 80’s experience!

Please note: Entertainment location is subject to change to the Hard Rock Cafe stage during inclement weather.

Linsay Kelly And Mike Cello have been playing together for several years. They both currently live in the South Bend area and play in several different bands like “The LowLifes” And “Get It Back”.

Mike graduated from The Ohio State University in 1993 with a bachelors in fine arts, jazz studies performance.

Linsay was a Music Theater major at Western Michigan University with a minor in dance and performed in 8 seasons of shows at the Kalamazoo Civic Theater. She was a member and dancer in the Kalamazoo Ballet Company. She has been a singer in several different bands through the years like “Scotty Rocket and The Proof”, “Plan B”, “The Movement”, “Elephant Rescue”, and “Linsay and Russell John”. 

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Four Winds Pool Bar transforms into Havana for one night. Sip on mojitos, party to live salsa music and more!

Welcome to Havana in New Buffalo!

Along with music composition and recording, Struwin has a deep fondness for performing live and considers playing venues across the country both a primary goal for and a benefit of, his musical career. He has toured heavily throughout the middle of the continent, from Michigan to Colorado, and earned himself the title of "Kalamazoo Acoustic Idol" in 2004. During that time, he shared the bill with The Doobie Brothers, Robert Bradley’s Black Water Surprise, and Greensky Bluegrass, and shared the stage with members of Umphrey’s Mcgee and The David Crosby Band.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Covering a wide range of musical genres including rock, classic rock, pop rock, country, and soul, Jason Murphy blends his talent and passion into each performance.  

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Nicholas Barron is a Blues and Folk musician and singer-songwriter based in Chicago, IL.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

With song selections and a voice ranging from Sinatra, Elvis and Johnny Cash to The Beatles and British Invasion, through the sugary radio hits of the 80's to today's top singles, Erik's fun and energetic show is sure to win over even the toughest of critics.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Dave Hiltebrand is an innovated musician, composer, and singer based in Chicago. When he is not composing and performing he enjoys being a bassist for the world-renowned Chicago Children's Choir and working with Kidbilly Music.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Mike has played over 1,000 live shows, including opening for “Styx” and “Kansas”. Mike is known for having one of the most extensive "covers" repertoires spanning over six decades of some of the best loved classics. From Louis Armstrong to Coldplay, Johnny Cash to Pearl Jam, Mike's energy and love of music transcends style or genre. Mike is a finely seasoned performer who delivers an unforgettable performance each and every time he takes the stage.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.

Leo and Debby Cardozo have been entertaining fans in the South Bend, IN area for over four years. Both members of the band, Latitude they perform regularly in venues around the city. Their unique style of pop covers mixed with Venezuelan influence creates a style that will mesmerize your ears.

Please note: Entertainment location is subject to change to The C Bar during inclement weather.