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Outside Pool

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.

Easily accessible by the hotel and Kankakee Grille, The Pool Bar is a perfect getaway for fun with friends and after dark entertainment surrounded by the beautiful scenery at Four Winds New Buffalo.

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

Pool Hours

Closed for the Season

Minors are permitted and must be accompanied by a Parent or Guardian over the age of 21 at all times.

Pool Bar Hours

Closed for the season.

Entertainment

Shock Roxy
May 27
10:00 pm
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The perfect blend of pop, rock, and funk, Shock Roxy has a sound that is turning heads and capturing listeners everywhere. Anyone that has seen Shock Roxy can attest to their amazing live show. Superb musicianship, explosive stage presence, and concert style performance are securing Shock Roxy a place in the music scene. Thoughtful guitar riffs, irresistible melodies, and a tight rhythm section contribute to this bands broad appeal.

Memorial Day
May 28
5:00 pm
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Kickoff summer poolside at The Pool Bar at Four Winds New Buffalo. Pool party fun featuring live music by Craig Tuner and Serendipity. It’s officially summer at The Pool Bar!  

Live Music:

Craig Tuner at 5pm

Serendipity at 10pm

Craig Turner
May 28
5:00 pm
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Craig Turner is a singer/songwriter from Northern Indiana that writes and performs songs from acoustic ballads to hard driven rock and blues. Craig attended Music Tech in Minneapolis, MN and  is an accomplished guitarist. He currently plays in a local area favorite cover band and acoustic duo projects in the area. He also teaches part time between shows. Craig has a vast catalog of songs he covers from 70s 80s 90s rock to music of today.

Serendipity
May 28
10:00 pm
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Serendipity is a pop/rock band from the Chicago suburbs. Serendipity is most notable for playing a combination of 60’s, 70’s and 80’s covers as well as pop hits at events all over the Chicagoland area.

Tony Fields & Doug Decker
May 29
5:00 pm
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Tony Fields and Doug Decker are hands down the baddest R&B, Soul, and Funk music duo in Michigan! Tony and Doug hooked up totally by chance in late 2007 when Doug was playing at one of the hottest clubs in Battle Creek and Tony sat in with the band doing some lead vocals. Their first debut performance was at Four Winds Casino 10+ years ago. The house was packed and the show was an incredible success! The rest is history! They've been rockin' venues throughout Michigan ever since from Port Huron to South Haven from Sturgis to Petoskey! So make sure to check out this exceptionally talented R&B music duo!

Mike Struwin
June 2
6:00 pm
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Incorporating myriad genres, including Alt-country/Americana/Roots/Rock/Memphis Soul and even Reggae, this Michigan born artist has forged a truly unique style all his own.

With eight self-produced all original CD’s under his belt, Mike Struwin proves to be a gifted and prolific songwriter. Struwin’s music has received national acclaim, with soundtrack placement in two independent features.

Rob Yocom
June 3
5:00 pm
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Rob Yocom is a singer/songwriter from South Bend, IN. He began his professional music career in the late 90’s and has continued playing in various bands for the past 20 years. He has been in several original bands playing everywhere from Chicago to New York City and has supported many national acts such as Fuel, John Mellencamp, Alien Ant Farm, Avatar, Kip Winger, Royal Bliss and many more. Recently he’s played in several successful cover bands such as Stillshot and is currently the lead singer for ZERO. He has also established himself as a well-known solo artist playing regularly throughout Michiana.

Dick Diamond And The Dusters
June 3
10:00 pm
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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.

We Love The 80s
June 4
5:00 pm
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We’re takin’ it back to a time of the greatest hits, the 80s! Sip on featured drinks and get ready to dance to live music at our We Love the 80's Party!

Drink Features:

Wally World Punch $9

Frozen Blue Hawaiian $9

Frozen Miami Vice $9

Live Music:

KoCo Lite at 5pm

The 1985 Band at 10pm

Diane & Lisa
June 5
5:00 pm
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International touring artists Diane Van Deurzen & Lisa Otey are a dynamic duo, a perfect blend of hot jazz, sultry blues and boogie-woogie. They take their act to festivals, clubs and theatres around the world and are known for creating an atmosphere of intimacy with their humor and joyful interactions with the audience.

Performances include the Thredbo Blues Festival in Australia; Box Factory for the Arts, Michigan; Yardbird Suite in Edmonton, Alberta, Canada; Blues in Bisbee and Tucson Folk Festivals, Arizona; Le Bilboquet and Caveau de la Huchette jazz clubs in Paris; Yoshi's in California; Festival Alfonso Ortiz Tirado in Sonora, Mexico; Wild Rose Moon in Indiana; Silver City Blues Fest in New Mexico; and the Lucerne Festival in Switzerland.

Diane Van Deurzen and Lisa Otey have been inducted into the Arizona Blues Hall of Fame. Lisa has also been inducted into the Tucson Music Hall of Fame and appeared on the Grammy-nominated CD, "Ladies Man" with Pinetop Perkins. 

Diane and Lisa have co-produced several CDs on their label, Owl's Nest Productions, including Diane's "I Never Knew", Lisa's "Trio", "Bring Your Own Boa" for Lisa Otey and the Desert Divas, and Diane & Lisa's duo CDs, "You Got What I Want", "Wild Women" and their Christmas hit, "Meet Me Under the Mistletoe".

Diane grew up in rural Wisconsin, one of 7 children in a blue-collar community that centered around the paper mill and dairy farms near Appleton. Her father nurtured her love of singing by introducing her to the albums of Etta James and Ella Fitzgerald. Diane also loved poetry, which influenced her style as a lyricist. Diane always created opportunities to perform professionally, singing in bands, working in theatre and making recordings, alongside her career as a nurse in Wisconsin and, since 1992, as a teacher in Arizona. Lisa grew up in a rural community outside of Portland, OR, one of 3 children in a family of musicians. Lisa moved to Arizona in 1984 to study jazz piano and begin her career performing and also working in theatre. In 2005, Diane & Lisa began performing as a duo, touring across Europe, Australia, the US, Canada, and Mexico. In 2015, they began touring in the Midwest, making Michigan their home in 2021.

"Diane is one of the finest instinctually pure singers I have heard"
-Tucson Weekly

"Van Deurzen's voice is warm and soothing, pouring out the lyrics with effortless control."
-Tucson Lifestyles

"Whenever these two artists perform together, people comment on their easy rapport and emotional connection. Otey's piano and vocals are hot and steamy. Van Deurzen sings sweetly. Together they blend like a musical cappuccino with extra foam on top." -Chuck Graham

"Fun stuff from Lisa Otey and Diane Van Deurzen. (Wild Women) is a tribute in song to 100 years of women blues singers with a great mix of sass, sentimentality, and humor." -Duncan Hudson, KXCI

"They put their hearts and souls into each song they sang and the fun they exuded on stage was infectious as it engulfed the audience.   Hand clapping, toe tapping, smiles, hoots and hollers prevailed throughout their 2 hour performance. People are still talking about their uplifting performance and can't wait for them to return" -Clearwater Tribune

Dan Reisen
June 9
6:00 pm
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Dan Reisen is a local acoustic and vocal artist from Valparaiso, Indiana. Focusing on genres such as classic rock/easy listening, blues and indie folk, Reisen has advanced his music career over the past 10 years exponentially. Playing all over Northwest Indiana, parts of Michigan and reaching into Illinois, Dan Reisen has made his mark as a local musician and is passionate about performing.

Zero
June 10
5:00 pm
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ZERO is a brand new Rock and Pop band playing the best venues and events in your area. The members are all seasoned veterans and have played in various bands all around the country. Past groups such as Echo Vane, Gun Shy, Blammo, PS, Liquid Rabbit, 2 Northwest, Os-Lo, Vinylized, Stillshot, Stereovane, Stay Golden, TJ’s Hooker and many more. ZERO will be playing your favorite Rock, Pop and Dance songs with shredding guitars, killer vocals and driving rhythm. Check the calendar at your favorite local venue for a date near you!

Jedi Mind Trip
June 10
10:00 pm
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The super-duper, most-awesome, high-energy cover band from Saginaw, Michigan, playing all of your favorite dance and party hits from the 70's to today.

Jimmy Fastiggi
June 12
5:00 pm
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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.

Mike Talbot
June 16
6:00 pm
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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.

Tony Fields & Doug Decker
June 17
5:00 pm
Get Details

Tony Fields and Doug Decker are hands down the baddest R&B, Soul, and Funk music duo in Michigan! Tony and Doug hooked up totally by chance in late 2007 when Doug was playing at one of the hottest clubs in Battle Creek and Tony sat in with the band doing some lead vocals. Their first debut performance was at Four Winds Casino 10+ years ago. The house was packed and the show was an incredible success! The rest is history! They've been rockin' venues throughout Michigan ever since from Port Huron to South Haven from Sturgis to Petoskey! So make sure to check out this exceptionally talented R&B music duo!

SmartyPants
June 17
10:00 pm
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SmartyPants is a high-energy party band playing the top dance hits of today.

Nathan Douglas Duo
June 19
5:00 pm
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Enjoy the best hits by an amazing duo.

Chad Clifford
June 23
6:00 pm
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Chad Clifford is not new to the stage. You can find him performing currently with The Crawpuppies or giving a thrilling acoustic performance. Chad has perfected over 500 songs, so it will definitely be a night to remember filled with the greatest hits.

AD3 Acoustic Trio
June 24
5:00 pm
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AD3 Acoustic Trio is comprised of Adam Domain on vocals, featuring guest musicians on acoustic guitar and cajón, playing covers from varied genres.

The Erly
June 24
10:00 pm
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The Erly is an indie soul band that takes heavy influences from the 60s and 70s. They combine three and four-part harmonies with eclectic groove beats, smooth guitar solos, and roaring organ to create a sound that is breezy soft rock filled with funk and soul. They believe in high octane performances that differ night-to-night, allowing the crowd to experience a show that is one of a kind. Their cover music includes the likes of Grateful Dead, Eagles, Allman Brothers, Talking Heads, Steely Dan and many more!

80/90
June 26
5:00 pm
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80/90 is an acoustic male/female (Dan & Lisa Vukmirovich) duo bringing you the best of the 80s and 90s! We create original arrangements of many classic songs and love bringing a new spin to the typical "acoustic duo" set up with fun audience interaction, costumes and sing-a-longs!

Chris Behre
June 30
6:00 pm
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Chris Behre was born in New Rochelle, N.Y. because of his father’s work was raised in Brussels Belgium until age 10, then moved to South Bend. He had begun playing guitar at age 8, writing songs by 11, inspired by the amazing music of the 60’s and 70’s, especially the singer/songwriters. He has played live from age 15, and educated at Berklee College Of Music While in school, sang an original song at the famous Berklee Performance Center.

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