- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Linsey B. said
“Great for all ages, everyone enjoys magic! ”
The 185 Best Holiday Party Entertainers for hire in Winter Park, FL
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416 Holiday Party Entertainers serving Winter Park, FL
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
James C. said
“Kardenni was awesome. First I made a critical error on the date and he was able to adjust without issue. The communication before the conference was fantastic which allowed him to understand the... ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 5 miles from Winter Park
- $650 - $950
Summer B. said
“Chris was amazing. The drinks were delicious. Him and his team were perfect for my event. ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- $400-$2000
Rita B. said
“Zach was.hired for a Valentines Day event and he didnt disappoint!. He arrived early and worked around the schedule without complaint and once he started his routine things got going! He is... ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Lindsey T. said
“Laurence is amazing- mic drop. Honestly, we had such a fun and entertaining night. The magic and illusions are unparalleled and Laurence is an even better person. He made us laugh and shocker our... ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- $300-20,000
Diane T. said
“John D'Amico gave our residents a night to remember! The music choices were ideal for our formal affair, upbeat and classy. His talent exceeded all expectations. We recommend hiring this charming,... ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Hayley L. said
“Mr. Castles Magic was the best choice for a Bachelorette Party surprise anyone could make! Mr. Castles performance was amazing and blew even the most perceptive of minds. He was kind, clever, and so... ”
Z Street Speakeasy Band, Gatsby Band, 20s Band, Jazz Band, to Current
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- From $500.00 and up.
Carla W. said
“This band was amazing! They totally exceeded my expectations. Everybody loved the band.
”
- Maitland, FL
- Pianist / Holiday Party Entertainment
- 2 miles from Winter Park
- $200 and up
Jane H. said
“Nache was the perfect choice - very talented, organized, and creative! ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- $300 and up
Charlotte said
“We truly can’t recommend Jerry more! We host free events for the over 55 community and he helped make our expo a tremendous success! Not only is he super talented with his close up magic (how does... ”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- $100-$10000
Cheldine J. said
“He was amazing ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Gary B. said
“France, Brian and Dave showed their talent and adaptability tailoring a sound and program that fit the venue and guests. We got many emphatically positive comments about the entertainment for this... ”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 5 miles from Winter Park
- $500.00 and up
Kelly B. said
“The Holiday Show on Wheels was the highlight of our event! The vendor was responsive, on time and created a festive atmosphere! I will definitely use them in the future. Highly recommend, ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- $1000-2500
Odelia K. said
“We are very picky with jazz music so we requested lots of different accommodations, which the band were very supportive of. The music was great and all the guests enjoyed the music during our... ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Leann L. said
“The team had a GREAT time! They loved you and the event. They were so excited and speechless after we hung up with you. They’re still trying to figure out how you pulled off what you did! We all... ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- $300 dollars and up
Kalani T. said
“They were incredible and very professional. Musicians were pros! Made our special day amazing! Highly recommend ”
- Oviedo, FL
- Magician / Holiday Party Entertainment
- 9 miles from Winter Park
- $350-10000
Valerie C. said
“I booked B Happie for my daughter's first birthday party 1/9/16 and couldn't be happier! Daniel was fantastic, answering all my questions and helping me choose the right package. Our magician Peter... ”
Second City Jazz Band
New member- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for rates
Second City Jazz is a Chicago-based jazz ensemble specializing in live music for private events across the Midwest. We deliver elegant jazz standards,...
- Longwood, FL
- Santa Claus / Holiday Party Entertainment
- 7 miles from Winter Park
- $150 on up (travel time is a factor)
Debbie S. said
“Thank you so much Santa Bobby for coming and giving my granddaughter a magically christmas eve! So interactive and read the night before christmas. ”
- Lake Mary, FL
- Pianist / Holiday Party Entertainment
- 11 miles from Winter Park
- $250 and up
Aryeh H. said
“Lots of expirience. Really professional ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- $400 - $10,000
Sue M. said
“Fil is the BEST! He hit a home run with our auction hour by having a 3 piece combo playing in the lobby of the historic Fox Theatre in Redwood City. Guests were then greeted in the "Supper Club"... ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 5 miles from Winter Park
- Catering staring at $18/per person
Mariela S. said
“Excellent service and very attentive and outgoing ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- $750 and up
McKayla said
“Our experience with Jimmy was absolutely amazing. My best friend was turning 28 and wanted to hire a magician for the party (less than 20 guests) and I am so glad we found this site! We were able to... ”
- Sanford, FL
- Bartender / Holiday Party Entertainment
- 15 miles from Winter Park
- Negotiateble
Woodlin H. said
“Ashley and her team did an amazing job. I will definitely recommend her to anyone. I will also use them again in the future my event was amazing. ”
- Winter Park, FL
- Jazz Band / Holiday Party Entertainment
- $450 - 1500
Kelly W. said
“These gentlemen are incredibly talented and very professional. We had them play for our wedding reception in Jacksonville and they really made our night so very special. They have a sound like Grant... ”
- Winter Park, FL
- Bartender / Holiday Party Entertainment
- $140-400
Gretta P. said
“I am so happy to have had the opportunity to work alongside Annie this past weekend. Her personality, customer service skills and bartending knowledge are definitely worth commending. I look forward... ”
- Winter Park, FL
- Pianist / Holiday Party Entertainment
- $350 and up
Robert C. said
“Rebekah was perfect! So fun and entertaining! Not just a great pianist but a wonderful singer as well. Great interaction with our guests! Top notch! ”
- Winter Park, FL
- Mrs. Claus / Holiday Party Entertainment
- Contact for rates
Katherine U. said
“Absolutely wonderful! She was warm, kind and caring to the kids (and adults) and everybody had a truly great time! Very happy and hope you invite her to bring cheer to your events! ”
- Altamonte Springs, FL
- Holiday Entertainment / Holiday Party Entertainment
- 5 miles from Winter Park
- $800-2500
Collen P. said
“Had a blast with my friends and family last year. Good clean holiday family fun. Highly recommend! ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- $450 - $1200
Morris S. said
“We're back. We had such a great time with Paul's 2 hours of magic in 2019 for my wife's 60th. We has him back for 3 hours this time. Again just Amazing. This was my 60th Bday and he didn't disappoint.... ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 5 miles from Winter Park
- $450 and up
Natalie C. said
“Gal was absolutely amazing!!! We will definitely be using her again for our future events. ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- $1500 - $5000
Hal S. said
“Ari has the skill of a great entertaining magician. Most importantly he has the personality to interact with everyone in a crowd to break the ice! At a corporate event he entertained and wowed the... ”
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About booking Holiday Party Entertainment in Winter Park, FL
The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.
The cost of hiring holiday party entertainers in Winter Park, Florida will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you search for Winter Park holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.
Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and let the holiday magic unfold!
Holiday Party Entertainment serving the Winter Park, FL area
These Holiday Party Entertainment serve the wider Winter Park and Orange county area and travel to Maitland, Eatonville, Goldenrod, Fern Park, Altamonte Springs, Orlando, Casselberry, Lockhart, Union Park, Winter Springs, Longwood, Pine Hills, Belle Isle, Oviedo, Clarcona, Lake Mary, Heathrow, Gotha, Ocoee, Mid Florida, Apopka, Chuluota, Windermere, Philips, Plymouth, Sanford, Winter Garden, Geneva, Hunter's Creek, and Lake Monroe.