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176 Holiday Entertainers serving Westchester, NY

Featured

The Sleigh Rider

5.0 (21)
Top Performer
68 Verified bookings

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

Stephen F. said “Santa is the absolute best and always makes our Christmas family celebration so magical for adults and children alike!”
Featured

VX Event Entertainment

4.96 (140)
104 Verified bookings

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

Bonnie said “Working with VX Event Entertainment was a dream! Joe was extremely helpful and communicative throughout the whole process. He was very quick to respond to our original request and then was more than...”

  • Scarsdale, NY
  • Pop Singer / Holiday Entertainment
  • 8 miles from Westchester
  • 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 Mike

1 Verified booking

  • Stamford, CT
  • Santa Claus / Holiday Entertainment
  • 14 miles from Westchester
  • $200 – $500 per hour

I am a professional REAL BEARDED Santa Claus with over 5 years experience, including big box stores, in home private parties and corporate events. Along with my...

Estimate the cost

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

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Book with confidence

When you hire a Westchester Holiday Entertainer through GigSalad, you’re backed by our Worry-Free Guarantee. From secure payments to reliable support, we’ve got your back.

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Quick facts for Holiday Entertainment in Westchester, 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 Westchester, 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 Westchester, 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 Westchester 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 Westchester, NY area

These Holiday Entertainment serve the wider Westchester and Westchester county area and travel to Pleasantville, Mount Pleasant, Hawthorne, Thornwood, Briarcliff Manor, Chappaqua, Valhalla, Sleepy Hollow, Armonk, Maryknoll, Ossining, Tarrytown, Millwood, Elmsford, North White Plains, East White Plains, White Plains, Upper Nyack, Mount Kisco, Nyack, Irvington, Purchase, Greenburgh, Hartsdale, Croton On Hudson, Grand View, Ardsley On Hudson, Ardsley-on-hudson, Congers, and Scarsdale.