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Outside Pool

Four Winds Hotel guests can relax and socialize in the new outdoor oasis that features a pool, two fire pits, poolside service and The Pool Bar. Bask by the pool and escape the everyday in luxurious chaise lounges or party into the night with entertainment and dining.

Hours subject to change based on weather and private events. No outside food or drinks allowed. 

Pool

At New Buffalo
Pool Hours
Daily
All Ages: 8am - 6pm
Adults only: 8am - Sunset
Minors under 21 are permitted before 6pm and must be accompanied by a Parent or Guardian over the age of 21 at all times.
Pool Bar Hours
Sun - Thu
Noon - 8pm

Fri & Sat:
Noon - 1am

ENTERTAINMENT

Christmas In July
July 25
5PM
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Christmas in July party poolside at Four Winds New Buffalo.

 

5pm – Chris & Lou

Chris and Lou have been performing throughout the Chicagoland Area together for over twenty years. Their skillful musicianship combined with vocal harmony is the key when it comes to creating acoustic versions of classic music from the 60s and beyond.

The duo covers all of your favorites from The Beatles to Led Zeppelin.

 

10pm – Dart Board Compromised

Dart Board Compromise is a 5-piece band from St. Joseph, Michigan.

Formed in 2016, the members comprise over 150 years of collective musical experience. They offer a multi-generational arsenal of hits, specializing in Classic Rock, 80’s Dance Pop, Hair Band, and Current Rock Radio with a dash of Country for good measure! Don’t be surprised to hear a mix of Billy Joel, David Bowie, Heart, Quarterflash and Aerosmith alongside Finger Eleven, The Foo Fighter, Van Halen, great Van Fleet, P!nk, and Kings of Leon!

Clarke Circle
July 26
5PM
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Clarke Circle is a solo guitarist/vocalist with over 30 years’ experience performing live music for a wide variety of audiences and age groups. 

He specializes in acoustic guitar covers of classic rock, folk, Americana and country favorites from decades past; primarily the 1960’s through the 1990’s..and a little bit beyond.

Covering songs from such well-known artists as: The Beatles, The Eagles, The Doors, Jim Croce, Elton John, Cat Stevens, Neil Young, Bryan Adam’s, Billy Idol, Loverboy ,G-n-R, STP, Weezer, Chris Stapleton and many more! A little something for everyone

Tom Miller
July 30
5PM
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I have been playing live music for over 30 years and have been a member of some popular local cover bands including, Phil Hornet, Piehole and I am currently the rhythm guitarist / singer for Dixie Way South. My solo acoustic show covers a wide array of music by artist from a lot of different genres, from rock and alternative rock to country, country rock and Americana.   

Poison’d Crue
July 31
10PM
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Poison’d Crue is made up of 4 Pro Musicians who don’t just play the music, they Live the Music. 

They are all about giving you “Nothing but a Good Time” at the show.  Taking you back to that decade of 80’s Glam Rock !  So come and catch a show so you can take a Ride on the “Wild Side” with us. These guys look forward to meeting you at the show!

Elliott and Joel
July 31
5PM
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The best duo around.

Rubber Ducky Party
August 1
5PM
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Rubber Ducky Party poolside at Four Winds New Buffalo.

 

5pm – Rozzie & Brian

The Rozzie and Brian Duo is a Chicago-based musical pair blending rich vocals, dynamic instrumentation, and a love for storytelling through sound. With Rozzie on guitar, keys, and vocals, and Brian on bass and vocals, they deliver a fresh, emotive take on songs you know and love.

Their setlist spans artists like Tears for Fears, Fleetwood Mac, The Weeknd, David Bowie, Bill Withers, ABBA, and Elton John—bringing a mix of nostalgia and originality to every performance.

Rozzie’s indie-pop roots shine through in her heartfelt delivery and lyrical style, while Brian brings a smooth, art-rock edge with layered bass lines and harmonies. Together, they create a sound that’s both intimate and powerful—perfect for fans of timeless classics reimagined with soul and creativity.

 

10pm – Party Foul

Party Foul takes you on a ride from Beatles to Bruno until you’re feeling numero uno. This six-piece band prides itself on high energy performances with a mix of pop, rock, and country so everyone gets something.  Premium vocals, mashups, and instrumentation that never throw in the towel, from Motown to Uptown until you get down, that’s Party Foul!

Jimmy Fastiggi
August 2
5PM
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“Americana rock and roots” is the way Jimmy describes the music that he plays.
He started playing guitar at age 19 and immediately fell in love with the instrument. He began by teaching himself songs by the Beatles, Bob Dylan and acoustic music of the late 60’s and early 70’s. Over the next several years, he played in various types of bands including folk, bluegrass, country and rock and roll. As he began to listen to swing and jazz, he developed more interest in songwriting, especially the music from the American Songbook by Irving Berlin, Cole Porter and the Gershwins.


In recent years, Jimmy has fallen back in love with the blues and plays songs by many of the great blues legends such as Robert Johnson, Muddy Waters and Eric Clapton. From simple folk, to Beatles-influenced rock, delta blues, Motown-flavored R&B, country or Swing Jazz, his music reflects elements from all these styles of music. Jimmy now lives in St. Joseph Michigan where he performs at various venues throughout Southwest Michigan and the Michiana area.

Tim Velez
August 6
5PM
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Tim was born and raised in SW Michigan.  As a young boy he was greatly influenced by two of his uncles who played flamenco guitar.  He would listen for hours as they played the old Spanish ballads from Puerto Rico.  His uncle gave him a guitar at 13 years old and Tim was hooked.
From age 15 on, Tim played solo and with various rock bands.  He has attended the Front Porch Music school in Valparaiso, Indiana as well as a number of classes ranging from piano and theory to vocal studies and master guitar.
Tim plays different shows from festivals, concerts, supper clubs, pubs and cafes.  He is known for his 70’s & 80’s style and features the music of various artists, like: Dan Fogelberg, James Taylor, America, Poco, Eagles, Jimmy Buffet, Cat Stevens, CSNY, Van Morrison, Jim Croce, John Denver, Paul Simon, John Fogerty, etc.

Whiskey Highway
August 7
10PM
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Whiskey Highway the premier country band from Elkhart, Indiana features Incredible lead vocals &  musicianship! Whiskey Highway will have you on the edge of your seat and dancin’ all night! 

T.M.I
August 7
5PM
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Acoustic rock and folk music with tight harmonies come naturally to Temple and Michelle. The Chicago duo have known each other for over three decades, making it fitting for them to play music together.  Collectively, they have shared the stage with countless bands, including Umphrey’s McGee, Gregg Allman, Mr. Blotto, Richard Marx, Gloria Estefan, Tributosaurus, Freddie Jones Band, and the BoDeans. Their extensive experience goes beyond performing on stage.  Michelle has been a band director and vocal instructor at the School of Rock for over 15 years. Temple has taught songwriting, piano, voice, and guitar at the Old Town School of Folk Music since 2000. Their deep musical abilities and years of teaching music enable them to play great songs from various genres and decades, providing a much-needed dose of T.M.I. that never gets old.  

Legends Karaoke
August 8
5PM
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Take the stage and showcase the legend you are with Legends Karaoke with DJ ABKey.

 

 

Andrew Berger is the owner of ABKey Music. He has been DJing since he was in college. He is a graduate of Indiana University South Bend and is currently based out of La Porte, IN. When he’s not DJing, Andrew enjoys acting, musical theater, watching NASCAR, and playing piano. His company, ABKey Music, specializes in mobile DJing and Karaoke.

Dave Hoeflinger
August 9
5PM
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The best hits performed live.

Marco Villarreal
August 13
5PM
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Guitarist Marco Villarreal is based in the Chicagoland area.  Marco started playing professionally at 16.  Guitar Player magazine describes his music  as “very beguiling and beautiful.”   Marco is a sought after guitarist that has performed at the Chicago Jazz Festival, Elkhart Jazz Festival, Miles Davis Birthday celebration in San Francisco. 

Shiny Shiny Black
August 14
5PM
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Shiny Shiny Black is a Midwest-based wife-and-husband indie folk alternative duo. Shiny Shiny Black reaches into the dark, hands out, searching for the lyric and tone to shed light on thoughts that haunt. Their musical grip holds you in place while words find the vulnerable target of your heart. The talent of this band is hard at work to find each person their music is meant for.

On The Fly
August 14
10PM
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 On The Fly is West Michigan’s premier dance band, known for delivering high-energy performances that keep crowds on their feet. Featuring a dynamic lineup of lead vocals, guitar, bass, and drums, the band brings a full, powerful sound to every show. With a setlist that spans the biggest hits from the 1970s to today, On The Fly specializes in feel-good music that gets people dancing and creates an unforgettable party atmosphere. 

Saturday Night Fever
August 15
5PM
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Feel the fever of fun under the stars with Saturday night Fever Party at The Pool Stage.

 

5pm – Pamela Rocha

Pamela Rocha has been playing piano, singing vocals, and loving music since the 1980’s when she was just a kid. She has competed in piano competitions at a young age and has played with various musical acts throughout northwest Indiana over the past 30 years. Pamela also composes music and has also taken part in different recording projects. Along with loving performing, Pamela also enjoys teaching piano and music theory. Music is a way to communicate with others on a deeper level and that is what Pamela enjoys most about what she gets to do!

10pm – Libido Funk Circus

LFC’s origin dates back to 1996 when a group of guys from Chicago’s original music scene decided to throw a disco party for their closest friends. When the disco band they wanted to hire was out of their budget, they decided… “What the heck, let’s do it ourselves!” They donned some disco attire, learned about 30 disco tunes and ROCKED that party! The following weeks, the offers for more and more shows poured in and little did they know, that evening was the beginning of a 20+ year career. Through the years as the disco craze died down, they traded the all-disco attire for some flashy, colorful clothing, added 2 female singers and expanded their repertoire to include music from 60’s to current and various musical genres. One thing that has always remained the same is their love for a “good show.” LFC members not only love to perform music, but to entertain… to provide an audience a high-energy, feel-good show to make them smile and forget about their troubles. With their signature show “bits,” charismatic personalities and the ability to switch styles and genres at the drop of a dime…. you can rest assured that LFC can entertain any audience!