- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Cheldine J. said
“He was amazing ”
The 186 Best Holiday Party Entertainers for hire in Winter Park, FL
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419 Holiday Party Entertainers serving Winter Park, FL
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Haley C. said
“John was excellent! Perfect accompaniment to our night of history at a former jazz club/ new development project.”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Raquel F. said
“Lawrence was absolutely wonderful at my niece’s college graduation brunch! He performed amazing close-up magic around the room with all the guests, and everyone was wowed, laughing, and completely...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
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...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $300
Rich W. said
“Everyone had a great time, what a great performer. Entertained the kids and adults. ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Barbara S. said
“We had Kevin come and stroll from table to table at our non profit event. Everyone was amazed by his close up magic. Near the end of the event he did a couple of tricks for the whole room. Loved by...”
Z Street Speakeasy Band, Gatsby Band, 20s Band, Jazz Band, to Current With Multimedia Screens
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $500
Carla W. said
“This band was amazing! They totally exceeded my expectations. Everybody loved the band.
”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Jeannette R. said
“Santa Skip is the real Santa. There's no way you can think Santa is not real after you meet him. We absolutely loved him.”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
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...”
- Maitland, FL
- Pianist / Holiday Party Entertainment
- 2 miles from Winter Park
- Starts at $200
Jane H. said
“Nache was the perfect choice - very talented, organized, and creative!”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $300
Nadia H. said
“The Jazz Duo was amazing, our guests loved the entertainment. They were a classy addition to our event”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
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
- $1,000 – $2,500 per event
J B. said
“We added this band to my mom’s birthday party at the last minute and it was the best decision!”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Roberta N. said
“The group was excellent. My only regret was that the party was so noisy it was hard to hear them. I was very pleased with their performance.”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $750
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
- Bartender / Holiday Party Entertainment
- 5 miles from Winter Park
- $650 – $950 per event
Summer B. said
“Chris was amazing. The drinks were delicious. Him and his team were perfect for my event. ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
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...”
- Oviedo, FL
- Magician / Holiday Party Entertainment
- 9 miles from Winter Park
- Contact for pricing
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...”
The Real Santa Claus of Orlando
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $150
Chantal C. said
“Our three youngest children met with Santa for a video call and it was such a fun and magical experience. They were all giggles! Thank you for this special memory and we are all feeling very MERRY...”
- Longwood, FL
- Santa Claus / Holiday Party Entertainment
- 7 miles from Winter Park
- Starts at $150
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
- Starts at $250
Aryeh H. said
“Lots of expirience. Really professional ”
- Winter Park, FL
- Mrs. Claus / Holiday Party Entertainment
- Starts at $150 per hour
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!”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
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
- Starts at $18 per guest
Mariela S. said
“Excellent service and very attentive and outgoing”
Mrs Claus Orlando
New member- Orlando, FL
- Mrs. Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $125 per hour
✨ Bring a little extra Christmas magic to your celebration with a Singing Mrs. Claus! 🎄 Create your perfect Mrs. Claus experience with Christmas carols &...
- Orlando, FL
- Pianist / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $100
Sundeep said
“ He was professional, and created the perfect atmosphere for the evening. ”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- $200 – $800 per event
Eileen D. T. said
“WE highly recommend them and have already booked them for next year. Thank you!”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Marianne said
“It was an honor working with Sabrina and her staff! From start to finish the professionalism, promptness, and communication was excellent. I would definitely recommend Sabrina, and her staff for...”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Contact for pricing
Melinda P. said
“Santa was awesome! The kids loved him and he was really great with them. He arrived early and there was great communication throughout the hiring process. Will 100% hire again!”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- $150 per hour
Tatiana R. said
“My son has had a rough year. Lots of change and a very close family member (his best friend) pasted. Hes also been questioning if Santa is real or not. My son is only 7, so I decided to have someone...”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $200
Alex S. said
“We love REAL Orlando Santa so much! This is our 3rd year having him come to our neighborhood Santa Meet and Greet and we couldn't love him more! He is so sweet with the kids and a hit with the...”
- Casselberry, FL
- Santa Claus / Holiday Party Entertainment
- 5 miles from Winter Park
- Starts at $185
Melissa C. Y. S. S. said
“The Library has hosted a "Story Time with Santa" for the past few years and we always ask for Santa Greg! He is the "real deal." He is always ready and willing to participate in our songs and...”
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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.