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174 Holiday Entertainers serving Ossining, NY

Featured

The Sleigh Rider

5.0 (21)
Top Performer
68 Verified bookings

  • White Plains, NY
  • Santa Claus / Holiday Entertainment
  • 10 miles from Ossining
  • $500 per hour

Anastasia S. said “The best Santa visit. I would recommend booking The Sleigh Rider for all your events. He is charismatic, charming, and looks incredible. A wonderful experience from start to finish. We will definitely...”
Featured

VX Event Entertainment

4.96 (140)
104 Verified bookings

  • White Plains, NY
  • Costumed Character / Holiday Entertainment
  • 10 miles from Ossining
  • $175 – $750 per event

Anisha G. said “We organized a birthday party for our 5yo. Captain Jack Sparrow was an absolute hit with the kids. He kept the kids well engaged and entertained with many activities for about 90 mins. We were very...”

  • Scarsdale, NY
  • Pop Singer / Holiday Entertainment
  • 12 miles from Ossining
  • Contact for pricing

Soulful live music tailored to your event. Apoorva brings warmth, elegance, and vibrant energy to R&B, soul, jazz-pop, and timeless favorites. Available solo,...

Santa Rob

5.0 (2)
2 Verified bookings

  • Westwood, NJ
  • Santa Claus / Holiday Entertainment
  • 15 miles from Ossining
  • Contact for pricing

Carla said “We had Santa Rob for an event on Dec 5th and he went above and beyond for us! All the kids were thrilled to see him and he truly cared about making the kids smile. We already booked him for next year!...”

Estimate the cost

We’ve gathered average pricing for hiring Holiday Entertainment in Ossining, NY using data from quotes sent through GigSalad.

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Quick facts for Holiday Entertainment in Ossining, NY

3,162 quotes sent

In the past year, Holiday Entertainment have sent 3,162 quotes to event planners.

66th most popular

Holiday Entertainment rank #66 in popularity out of 539 categories on GigSalad.

5 out of 5 stars

There are 7,153 Holiday Entertainment reviews on GigSalad with an average rating of 5 stars.

1.3 days on average to book

From request to booking, it takes 1.3 days (on average) to hire Holiday Entertainment.

New York ranks #9

New York is the 9th most popular state for Holiday Entertainment requests in the United States.

About booking Holiday Entertainment in Ossining, NY

Take your holiday celebration to the next level with some live entertainment! You can book a visit with Santa or have hot chocolate with Mrs. Claus. If you want some beautiful holiday music, consider Christmas carolers or a singing pianist. Find the best local holiday entertainment on GigSalad for your Christmas parties, corporate events, and holiday festivals like Christmas tree lightings and parades.

The cost of hiring holiday entertainment in Ossining, New York will vary depending on the type of performer, the event length, and when you book. The holiday season is the busiest time of year for Christmas party entertainers, so they may charge more as their calendars fill up and schedules become strained. Book early for the best price! Contact the performers above to get a quote customized for your holiday party or event.

While browsing Ossining holiday entertainers, take the time to look through photos and videos from past events and performances. Then read reviews from other event planners to learn more about their experience and professionalism. When talking with holiday performers, discuss important details like arrival times, attire preferences, setup requirements, and any special requests you might have.

Once you find the performer you want to hire, finalize your booking on GigSalad. Our full-service platform makes it easy to book live holiday entertainment. You can talk with entertainers, confirm all the details of your agreement, and make a secure payment all in one place. Every GigSalad booking is covered by our Worry-Free Guarantee so you can rest easy knowing we’ve got your back. Just relax and enjoy your celebration!

Holiday Entertainment serving the Ossining, NY area

These Holiday Entertainment serve the wider Ossining and Westchester county area and travel to Maryknoll, Briarcliff Manor, Croton On Hudson, Millwood, Pleasantville, Mount Pleasant, Congers, Westchester, Upper Nyack, Chappaqua, Hawthorne, Sleepy Hollow, Thornwood, Valley Cottage, Nyack, Haverstraw, Tarrytown, Rockland, New City, Montrose, West Haverstraw, Bardonia, Yorktown, West Nyack, Mount Kisco, Valhalla, Garnerville, Grand View, Elmsford, and Buchanan.