Skip Navigation
Calendar IconBook
IGClub Logo IconIGaming
WClub Logo Icon Club

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

8am to 6pm - Minors under 21
8am - Sunset - Adults 21 and older

Minors are permitted 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 - Midnight

Entertainment

Dan Reisen
July 30
5:00 pm
Get Details

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.

South of Disorder
July 30
10:00 pm
Get Details

South of Disorder has been sailing the Chicago area for more than 15 years. Comprised of veteran musicians who just happen to love the music and lifestyle of one Jimmy Buffett. The band puts on a colorful, energetic and interactive show. South of Disorder calls it music "Buffett & the Beach" which includes lots of Buffett, tunes he covers and some he should cover. Come out and help search for the fabled "Lost Shake of Salt" and the quest for the perfect Margarita!

BBQ, Bourbon and Bluegrass Party
July 31
5:00 pm
Get Details

Featuring music by Boulevard Billies!

Drink Specials: Kentucky Mule $8, BBQ Brew $8, Bluegrass Mai Tai $8, Frozen Drink specials

BBQ Food Specials

The Boulevard Billies Play their own blend of Americana Roots Music, Bluegrass and Country Classic seasoned with a heapin helpin of light hearted stage humor.

Full Cord Bluegrass
July 31
10:00 pm
Get Details

For the past 14 years, Full Cord Bluegrass has been making a name for themselves blending traditional bluegrass music with jazz, western swing, and rock n’ roll while keeping the traditional bluegrass feel alive and well. These influences make every performance memorable and unique. FCBG – guitarist Eric Langejans, bassist Todd Kirchner, mando specialist Brian Oberlin, fiddler Grant Flick and banjo picker extraordinaire Lloyd Douglas – are at the top of their game and gaining momentum fast. Hold on to your hats when these boys hit the stage – they are bringing their version of the bluegrass train full steam ahead.

Tony Fields & Doug Decker
August 1
1:00 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!

Gemini
August 1
5:00 pm
Get Details

The band, Gemini combine original music, interesting covers with an easy going attitude to create serious music that makes you smile and want more!

Julia James
August 6
5:00 pm
Get Details

No talk of fantasies and fairy tales of lives not lived. The refreshing take of a real person living a real life in a real place. Relate to the lyrics, get lost in the melody, and sit back and enjoy every minute of the experience.

SmartyPants
August 6
10:00 pm
Get Details

SmartyPants is a high-energy party band playing the top dance hits of today.

Tim Velez
August 7
5:00 pm
Get Details

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.

Luau Party & Pig Roast
August 7
5:00 pm
Get Details

Join us at The Pool Stage for a Luau Party & Pig Roast

Music: 5pm - 1am EST
Food 5pm - 9pm EST

Music:
Tim Velez: 5pm - 8pm
Peach's Beach Party: 10p - 1am

The Tipsy Pig Cocktail $8
Frozen Drink Specials
Pig Roast
Meal tickets can be purchased at The Pool Bar upon arrival.

Peach's Beach Party
August 7
10:00 pm
Get Details

PEACH’S BEACH PARTY is a “Trop-Rock” band playing songs of Jimmy Buffet and friends like The Beach Boys, Zac Brown Band, Bob Marley, Kenny Chesney, Alan Jackson and so much more.

 

We attract the very large Parrot Head population and, all of the others who feel….”It’s Five O’clock Somewhere,” “Growing Older But Not Up” and “We Are The People Our Parents Warned Us About!”

Jimmy Fastiggi
August 8
1:00 pm
Get Details

“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
August 8
5:00 pm
Get Details

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.

Darryl Buchanan
August 13
5:00 pm
Get Details

Darryl Buchanan toured the globe for over 20 years as a musician. While growing up in South Bend, IN, at age 17 he was discovered by the legendary Motown recording artist Jr. “Shotgun” Walker and started doing world tours in the early 1980’s. Throughout his musical career he toured with many legendary groups including, The Temptations, Grammy Award winner Richard Street, former legendary James Brown band director Trombonist Fred Wesley of the JB’s, and the Motown Revue. In 1993 while a member of the Jr. Walker's band, Darryl had the honor to perform at President Bill Clinton’s Inaugural Ball.

Darryl has also performed on numerous TV shows including NBC’s Saturday Night Live and has performed at the world famous Apollo Theatre in Harlem, NY. Growing up in a family of talented singers and musicians, Darryl first started playing the bass and guitar at age 12. Years later Darryl also advanced his musical skills to the keyboards. Influenced by musician legends like George Benson, James Jamerson and Carlos Santana, Darryl’s explosive bass and guitar solos are always a crowd pleaser! His musical gifts and stage persona has earned him popularity with diverse crowds.

His smooth vocal style fits the legendary sounds of artist like Smokey Robinson and Al Green. Darryl Buchanan is currently producing R&B, Pop and Gospel music with various artist. On August 29, 2009 Darryl was awarded the certificate of recognition by then city of South Bend, IN, Mayor Stephen J Lueke, for his 30 years in music and his accomplishments. Darryl Buchanan also continues to perform with his talented music group "Darryl Buchanan's Soul Motown Allstars”.

The Crawpuppies
August 13
10:00 pm
Get Details

No, The Crawpuppies are not a cajun band or anything like it. They are one of the most solid original / cover pop rock bands you'll ever come across. Hailing from Northwest Indiana, these veteran rockers have been entertaining audiences of all ages, sizes, and tastes since 1995. From festivals, to weddings, to bar gigs, these guys can do something for everyone.

Please note: Entertainment location is subject to change to the Kankakee Live stage during inclement weather.

Zydeco Ziggie & Deux Blue
August 14
5:00 pm
Get Details

Get in the Mardi Gras spirit with this Zydeco and Blues trio from Saginaw, Michigan.  Having performed world-wide, Zydeco Ziggie brings his love for southern cajun and soul to every performance.

Crawfish Boil
August 14
6:00 pm
Get Details

Live music and food at The Pool Bar and Stage. 

Music:

Zydeco Ziggie & Deux Blue 5pm - 9pm

Hurricane Gumbo 10pm - 1am

Louisiana Swamp Water Cocktail

Frozen Drinks

Crawfish Food Specials

Michael Paterson
August 15
1:00 pm
Get Details

Having distinguished himself as a popular crowd engaging acoustic artist, Billboard Award Michael Paterson brings his high energy, crowd engaging show to, from Bon Jovi to The Beatles and Chicago to Keith Urban. Michael will take you on a musical Journey sure to have you singing along.

AD3 Acoustic Trio
August 15
5:00 pm
Get Details

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

Linz & Cello
August 20
5:00 pm
Get Details

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”. 

BBI
August 20
10:00 pm
Get Details

BBI is a five member band that plays old school to hip hop, from 60's to today's hits. BBI is an innovator in the true meaning of variety in music.

The Juniors
August 21
5:00 pm
Get Details

The Juniors are an acoustic duo consisting of Chris Bolint and Billy Cox. Performing a wide array of your favorite covers from The Beatles, Foo Fighters, Weezer, Aersosmith, Blink 182, Florida Georgia Line, Billy Idol, The Cars, The Eagles, etc…

PS Dump Your Boyfriend
August 21
10:00 pm
Get Details

PS Dump Your Boyfriend (aka Pfreak Show) has been knocking the socks, shoes, pants and halter-tops off midwest club goers for the past 5 years with no real end in sight. This multimedia show is woven into a rambunctious cocktail shaker of psychedelic rock, spaced-out funk, hardcore rock, freestyle disco rap and everything else under the sun up to, and including the proverbial kitchen sink.

Beer Circus
August 21
10:00 pm
Get Details

Beer Circus Pool Party at The Pool Bar! 

Featuring:

Beer Flight Specials

Frozen Drink Theme Special

Music by PS Dump Your Boyfriend 

Joe Laureano
August 22
1:00 pm
Get Details

Joe Laureano has been performing rock-&-roll professionally his entire adult life. A graduate of Otterbein College with a degree in Music Theory & Composition, Joe got his start in dueling pianos at the age of 19. He is well known all across the country and has performed from Miami to Seattle, and from Baltimore to San Diego. 

The ability to read a room comes naturally to Joe. He knows when and how to create a chill, relaxed ambiance during the dinner hour, and when it is time to kick it into gear and lead a raucous party. Joe has an impressive repertoire of 1,000+ songs, spanning more than seven decades of music: standards, oldies, classic rock, pop, new age, country, Top 40, adult contemporary, alternative, and hard rock.

Foster & Lewis
August 22
5:00 pm
Get Details

We play music. The best classic hits and today's chart toppers. Get ready for a thrilling performance of the greatest music.

The Cheap Dates
August 27
5:00 pm
Get Details

We play many different genres of music from current radio hits as well as 80’s, 90’s, Rock, Reggae, Country, Hip Hop and some old standards.

Trailer Park Ninjas
August 27
10:00 pm
Get Details

TPN is a Midwest staple, playing a continually evolving mix of Top 40, Hip-Hop, and singalongs. Their performance captivates any crowd with custom lighting, creative medleys, and re-imaginings of popular songs, delivered with utmost professionalism.

Havana Nights
August 28
10:00 pm
Get Details

Join us for a Havana Nights themed pool party! 

Music by: Love & Rock

Drink Specials:

Lights of Havana

Frozen Drinks

Love & Rock
August 28
10:00 pm
Get Details

We now bring you “Love & Rock- Unplugged”, first of its kind! Music stripped and unplugged from ICONIC females throughout time spanning from the 60’s thru today in genres of: Rock, POP, R&B, Country, Musicals, and Movie Soundtracks. “Love & Rock- Unplugged” takes you through a non-stop ride of the most popular and memorable songs throughout our time.

Please note: Entertainment location is subject to change to the Kankakee Live stage during inclement weather.

Tony Fields & Doug Decker
August 29
1:00 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!

Mike Talbot
August 29
5:00 pm
Get Details

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.

Get promotions and events in your inbox! W♣ Mail
Win Tickets! Happy Together Click here to enter
Four Winds Invitational August 13 - 15 More information