Gary Winter
MUSICAL ENTERTAINMENT based in Norwich
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We'll help match you with the best option for your event and handle all the details from start to finish.
We'll help match you with the best option for your event and handle all the details from start to finish.
Flexible & protected event bookings
Friendly expert help before & after your event
Trusted entertainment & event services
Trusted across hundreds of events
ABOUT- Gary WinterGary Winter is a Norfolk event singer and live music entertainer with a versatile repertoire for weddings, celebrations, corporate events and parties. Based in Norfolk, he delivers energy, atmosphere and musical quality at every performance. Whether performing an intimate acoustic set or a lively, dance-floor-ready show, Gary adapts seamlessly to each event.
In addition, Gary brings timeless charm, professionalism and exceptional musical talent to every occasion. Whether you are planning a sophisticated wedding, a corporate gathering or a private celebration, he ensures your entertainment feels effortless and memorable. As a result, each performance reflects the tone and style of your event.
Furthermore, Gary is known for his smooth vocals and confident stage presence. He carefully tailors every performance to suit your venue, audience and schedule. Therefore, your entertainment always feels personal rather than generic.
Working alongside Connections Entertainment, Gary offers flexible performance options. These range from an intimate solo jazz singer experience to the dynamic sound of a full Jazz, Swing and Blues Octet. No matter the size of your event, you can expect high-quality live entertainment without compromise.
Finally, Gary’s extensive repertoire spans jazz standards, swing classics and blues favourites. Songs from artists such as Frank Sinatra, Michael Bublé and Ray Charles ensure wide appeal. As a result, guests remain engaged, entertained and talking about your event long after it ends.
For more inspiration, explore our Live Jazz Wedding Entertainment page to discover how Gary Winter can enhance your special day.
What to ExpectBooking Gary Winter means choosing a versatile, highly skilled performer who adapts his music to suit your event’s mood. Whether it’s an elegant corporate function, cocktail hour, or lively party, Gary offers:
Vocal & Piano Duo: Perfect for cocktail receptions and intimate settings. Smooth vocals with piano accompaniment set a sophisticated, relaxing mood.
Jazz Trio: Piano, bass, and drums provide warm background music for dinners or mingling. Available with or without vocals for laid-back elegance.
Jazz & Swing Quintet: Adds saxophone and guitar for a fuller, swing sound—ideal for impressing guests with classic jazz and upbeat tunes.
Jazz, Swing & Blues Octet: A full horn section delivers big band energy, perfect for dance floors and larger celebrations.
All packages are customisable, backed by Gary’s professionalism and passion. He ensures a smooth, memorable experience from start to finish.
Enhance your event with our additional services
additional set time
additional 45 min set play time
Band -Quintet
The big band playing 2 X 1-hour sets
Duo Act
Gary Winter with piano accompaniment.Quintet Pluss
5pc live band but with EXTRA PUNCH - 5 live instruments including piano, bass, drums, guitar and sax, 2 vocalistsGary Winter Big Band
A total of 11 musicians and three vocalists
He has always been extremely professional in everything he does. His performances on stage along with his band are simply amazing and it is testament to him that audiences come back time and time again to see and take part in his amazing shows. I can not fault his approach and work ethic and I do so hope we can enjoy many more years of working together and entertaining audiences, which is a job he does so well. Rachel Buxton, Proprietor - Hoveton Hall Estate
The full ensemble are more like an event orchestra than merely a function band. Their attention to detail from the initial enquiry to the final show is very professional and nothing is ever too much trouble. Gary's energy and stage presence ensures our guests always have an amazing time, gauging the right level no matter what the event. Highly recommended. Tony Murdock
Service Area
He has always been extremely professional in everything he does. His performances on stage along with his band are simply amazing and it is testament to him that audiences come back time and time again to see and take part in his amazing shows.
I can not fault his approach and work ethic and I do so hope we can enjoy many more years of working together and entertaining audiences, which is a job he does so well.
Rachel Buxton,
Proprietor – Hoveton Hall Estate