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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

Buddy Pearson
July 2
5:00 PM
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Buddy Pearson has been steadily playing bass for 36 of his 47 years. Hailing from a very musically supportive family. Buddy was given his first upright bass at age nine, and, in one way or another, has never looked back. In addition to playing bass nightly for others, national and local, Buddy also puts his guitar skills in a solo setting at weekly performances at several venues, with his own brand of Soul, Pop, and Jazz. Along with playing, Buddy has been teaching all levels of electric and upright bass privately for the last 20 years, currently teaching at South Bend’s The Music Village.

Zero
July 3
10:00 PM
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ZERO is a Rock and Pop band playing the best of yesterday’s and today’s hits with shredding guitars, killer vocals and driving rhythm!.  The members are all seasoned veterans and have played in various bands all around the country.

The Day Drinkers
July 3
5PM
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A Duo of back & forth dueling guitar players/vocalists. The Day Drinkers keep the music and requests coming with their back and forth nonstop music and crowd interactions. The Day Drinkers will gladly hear your requests and keep the sing alongs coming! Be prepared for a fun night where anyone can be the center of attention and you might just hear your favorite song. 

 

This duo includes Jason Curtis and Tom Milller.

Star Spangled Celebration
July 4
5PM
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Celebrate poolside in New Buffalo with live entertainment.

5pm – Martini

A sensational duo comprised of Sallie Pierpont and TJ Martin who have embarked on a musical journey like no other. Martini has become synonymous with delivering unforgettable performances that blend the best of classic rock, modern pop, and alternative anthems.

TJ and Sallie’s shared love for iconic bands such as Fleetwood Mac, John Mayer, to the Goo Goo Dolls and other classic rock  anthems is the cornerstone of Martini’s musical selection. The duo’s eclectic repertoire features a medley of chart-topping hits from the 70’s to current hits!

Both TJ and Sallie possess remarkable vocal abilities, seamlessly transitioning between lead vocals, harmonies, and enchanting duets. Their voices blend harmoniously, creating a dynamic and versatile sound that resonates with listeners of all ages. Whether they’re belting out powerful rock ballads or delicately weaving melodies together, Martini’s vocal prowess leaves an indelible impression.

Not only does Martini captivate audiences with their musical prowess, but they also possess a visually captivating aesthetic. So raise a glass to Martini and immerse yourself in a sonic journey that transcends time, genre, and expectations.

 

10pm – Shock Roxy

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.

Angelo Cicco
July 5
5PM
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A professional musician for over 30 years, Angelo performs a wide variety of musical styles from a repertoire of over 1000 songs, while easily accommodating most any request, Angelo’s command of the guitar and skilled musicianship allows him to improvise intricate guitar solos and syncopated rhythms into the performance Seamlessly blending songs into one another or rearranging songs played instrumental for solo guitar, Angelo interprets the music rather than strictly imitating it, making him one of the most sought after musicians around northwest the Chicago area.

 

Micheall Reed
July 9
5PM
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After more than forty years in the music business I am offering an acoustic show featuring hits from the 1960s and 70s.  Everything is a hit that way everyone can sing along. The show concentrates on real acoustic music, not just acoustic covers of electric rock songs.  I tour across the country from performing from New York to Florida and all points in between, I love my job. I believe a musician should know their music by heart, none my show is read from a iPad or notebook.  My stage presence is one of  professional integrity in looks and sound. 

Raucous Leo
July 10
10PM
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Raucous Leo is one of the newest and hottest Rock-n-Roll dance bands in SW Michigan filling the dance floors at the local bars and other establishments performing a wide variety of music from artists such as: Janis Joplin, Journey, GnR, Gretchen Wilson, Pat Benatar, AC/DC, Halestorm, Dorothy, P!NK, The Warning, and more…

J & J Acoustic
July 10
5PM
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J&J Acoustic is an acoustic duo featuring Jamie Warren and Jeff Spicher. Utilizing twin acoustic guitars and vocal Harmony’s that allow for a wide variety of song selections from the old school vibe of Seals & Crofts to the fresh pop of Dua lipa, J&J Acoustic offers something for every musical taste, done in an acoustic setting

Denim, Diamonds, Electric Cowboy Party
July 11
5PM
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Party with us poolside in New Buffalo.

 

5pm – Hicks Duo

Scott and Amy Hicks are an acoustic duo from NW Indiana and have been performing in the music industry for many years. In 2023, they joined forces in both marriage and music to perform acoustic “Gen X” rock from the 80s, 90s and 00s. Their song list is ever growing and includes artists such as Natalie Merchant, Green Day, Peter Gabriel, U2, Radiohead, and Alanis Morissette. Scott and Amy enjoy performing all over the Region of NW Indiana, and can often also be found at several venues in SW Michigan and NE Illinois.

 

10pm – Beyond The Blonde

Chicago’s only tribute to P!NK – Gwen Stefani – Lady Gaga and other fierce females of pop and rock!

Rob Yocom
July 12
5PM
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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.

Frank Ruvoli
July 16
5PM
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Frank Ruvoli is a Northwest Indiana native and has been performing live for over 10 years. His fun, upbeat, unique style has been compared to an acoustic mixture of Dave Matthews, John Mayer, and Jack Johnson. Over his career, Ruvoli has released 3 Ep’s, 3 singles, and most recently a full-length album entitled For Better or For Worse in October 2022. He has shared the stage with national acts such as: Los Lonely Boys, Clayton Anderson, and Robert Rolfe Feddersen, among others; and has performed throughout the Midwest and beyond for various events, venues, colleges and universities, and festivals.

 

Chris & Lou Duo
July 17
5PM
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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.

RockDogs
July 17
10PM
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Formed in early 2019, The RockDogs exhilarating brand of Neo-Classic Rock and charged live shows have quickly earned them a reputation as one of the most exciting acts to emerge from Michiana’s Rock Scene.

The group’s complex and dynamic sound along with their resonating live performances helped the band quickly rise to prominence. Following their 2019 debut they quickly have proliferated the local club scene playing all across Northern Indiana and Southern Michigan with Dates in Chicago scheduled for this summer.

The RockDogs use unique mixes of new and old pop hits across multiple genres to get their message of fun, dance and party music across to the audience.  

Vegas with a Splash
July 18
5PM
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Party with us poolside in New Buffalo.

 

5pm – D&T Productions

Dance poolside to the best hits with DJs rom D&T Productions

 

 

10pm – Incredible Johnsons

The Incredible Johnsons are the ultimate dance and rock band: An in-demand group who perform all over the Michiana area; clubs, corporate events, to weddings to fairs & festivals. Tons of current high energy hits delivered by the best musicians and the best 70s, 80s, 90s. Nothing but songs to keep you on the dance floor all night long.

Rozzie & Brian
July 19
5PM
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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. 

The Oneders
July 24
10PM
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The Oneders (pronounced O’-need-ers), originated from the love of music… not just the biggest hits from the the biggest stars..but the little guys…the guys who made an impact with just one song. The Oneders look for the memories, the ear worms that make you say “Wow, I haven’t heard that song in forever, I love it!” Combine a unique music selection with a phenomenal, high energy stage show, and you almost have what the full Oneders Experience is all about 

Steve
July 24
5PM
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The best hits performed by Steve.

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.   

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

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!