The 232 Best Holiday Party Entertainers for Hire in Winchester, MA

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”

Adrienne E. said “Matt was unbelievable! So nice, professional and extremely talented. He had us all screaming with shock at the tricks that he performed. Everyone couldn't…”

Sarah G. said “Dan and the group were amazing. They had a great selection of music for our corporate holiday party moving from cocktail hour to dinner music. Well timed…”

Thomas E. N. said “Dan was simply spectacular. We had a small venue wedding and he adjusted all the music to the attitude of our guests and we found his 4 hours of delightful…”

Liz C. said “Santa Bob was amazing! Even the adults were blown away by how cool this was. And the kids can’t stop talking about seeing Santa! I cannot recommend Santa…”

Saman M. said “Scott did a wonderful job. Most of all, Scott is very professional. Our event had a rocky start in sense of communication and lack of volunteers show…”

Janet A. said “They did just what they were supposed to do and they did it well.”

James R. said “Marvelous Santa was fantastic. His visit was everything we hoped it would be”

Dan M. said “Gerry was friendly and professional. His performance exceeded expectations!”

Happy Jazz provides the perfect background jazz music for your event. Weddings, Cocktail Hours, Corporate Events, Birthday Parties and more!

Mega. said “Gillian is amazing! I’ll definitely be working with her again :)”

Whitney B. said “Louis Pettenelli provided a stellar trio of talented musicians for our 1920’s-themed fundraiser event. They were professional and sounded great! Would…”

Nick M. said “Amazing performance and a perfect addition to our holiday party”

Anne L. said “Literally, SpeechLess blew me away! The horns were the highlight of the night at our company gala, it was what everyone was talking about the next day.…”

A C. said “My library recently hosted Munsey. He gave a great performance, engaging both kids and adults. I hope to see him perform again!”

We provide classy Background Jazz for private events of all types!

Kimberley H. said “We hosted Mrs. Claus at a private event room in a hotel for our 8 grandkids while we attended a wedding. She was very engaged and the kids were very happy…”

Marie A. said “Mel was so fun !! Made our party a huge success ❤️”

Susan C. said “Fred Woodard and his jazz band could not have done a better job at my recent corporate event in Boston. The stakes were very, very high for my company…”

Elanor B. said “The Brighton Jazz Trio played for a gala I organized at MIT. They were absolutely wonderful, sounded amazing, were so flexible and willing to work with…”

Janet A. said “Juliana arrived in plenty of time to set up before the event and was gracious and welcoming to all.”

Laura G. said “I booked old Towne carolers for a cousins Christmas event which we do every year. It was simply magical! The children and adults were all mesmerized by…”

Mark L. said “Tom showed up on time and was great at playing everyone’s Christmas favorites.”

Alexandra T. said “We hired Joe to do some strolling magic at our company holiday party. Everyone absolutely loved him and his magic tricks left us all in shock!!! Very…”

Melissa R. said “Highlight of open house!”

Taryn V. said “We had planned a birthday luncheon for my mother-in-law who was turning 90, and wanted music. We were thrilled with the classical selections played by…”

Amanda R. said “This is our 3rd annual event with Santa Peter for our yearly family Xmas party. Santa Peter gets better every year! He interacts with absolutely everyone…”

Pamela L. said “Marilyn is exceptionally talented and a lovely person.”

Steven B. said “Santa Paul checked all the boxes, great costume, natural white beard (not fake), wonderful with 16 kids (6 months to 10 years old), gave gifts out, sang…”

Aileen S. said “Santa Billy arrived on time was courteous and responsive to all our requests. We had over 90 children at our Breakfast with Santa event and he took the…”