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The 28 Best Holiday Entertainers for Hire in Watertown, MA

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111 Holiday Entertainers serving Watertown, MA
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1. Browse Holiday Entertainers in Watertown and contact your favorites

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2. Communicate with the Holiday Entertainment you select to work out the details of your event

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3. Book them through GigSalad and be covered by our 100% awesome guarantee!

Holiday Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average pricing for hiring Holiday Entertainment in your region.

Our Worry-Free Guarantee

Worry-Free Guarantee

Booking a Watertown Holiday Entertainer through GigSalad offers you extra protection you can’t get anywhere else. You can rest easy knowing that your payment is secure, and that we’ll have your back in the event of any trouble that may occur. Learn more

What Watertown Users Say

5-star review

“Amazing” – Cheryl B., reviewing Boston Holiday Entertainer Extraordinary Arts. More reviews

The Real Krampus - Holiday Entertainment in Boston, Massachusetts

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The Real Krampus - Holiday Entertainment in Boston, Massachusetts

The Real Krampus

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5.0 (1)
  • Map pin icon Boston, MA
  • Vendor category icon Holiday Entertainment
  • Travel distance icon 6 miles from Watertown
  • Check mark icon 1 Verified Booking

Rae A. A. said “Captain Jack kept his audience (consisting of all ages) attentive and engaged the entire show. Great job at keeping the campers involved through participation,…”

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Elf Squeakers - Holiday Entertainment in Braintree, Massachusetts
Elf Squeakers - Holiday Entertainment in Braintree, Massachusetts

Elf Squeakers

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0 (0)
  • Map pin icon Braintree, MA
  • Vendor category icon Holiday Entertainment
  • Travel distance icon 15 miles from Watertown

Elf Squeakers and Elf Twinkles - Mother/Daughter Elf Duo. Hire us to add some fun to your holiday party. Elf Squeakers and Elf Twinkles are available solo or together.…

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Ryan Lally | Magic & Mentalism - Corporate Magician / Holiday Entertainment in Watertown, Massachusetts Featured vendor banner

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Ryan Lally | Magic & Mentalism - Corporate Magician / Holiday Entertainment in Watertown, Massachusetts

Ryan Lally | Magic & Mentalism

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4.95 (44)
Top Performer badge
  • Map pin icon Watertown, MA
  • Vendor category icon Corporate Magician / Holiday Entertainment
  • Check mark icon 29 Verified Bookings

Mindy C. said “Ryan entertained and engaged our guests ranging in age from very young to adults, there was plenty of audience participation which was hilarious! Ryan…”

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Extraordinary Arts - Stilt Walker / Holiday Entertainment in Boston, Massachusetts Featured vendor banner

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Extraordinary Arts - Stilt Walker / Holiday Entertainment in Boston, Massachusetts

Extraordinary Arts

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4.79 (11)
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  • Map pin icon Boston, MA
  • Vendor category icon Stilt Walker / Holiday Entertainment
  • Travel distance icon 6 miles from Watertown
  • Check mark icon 17 Verified Bookings

Lorelain B. said “Very profesional! She make a perfect performance. It was the best entertainment of the event!”

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Gillian Berkowitz - Pianist / Holiday Entertainment in Boston, Massachusetts Featured vendor banner

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Gillian Berkowitz - Pianist / Holiday Entertainment in Boston, Massachusetts

Gillian Berkowitz

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5.0 (27)
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  • Map pin icon Boston, MA
  • Vendor category icon Pianist / Holiday Entertainment
  • Travel distance icon 6 miles from Watertown
  • Check mark icon 30 Verified Bookings

Jonathan B. said “Gillian was amazing. Great communication and able to play a variety of music and my suggestions. Couldnt have gone better. Thanks Gillian!”

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Adam Rice - Singing Guitarist / Holiday Entertainment in Boston, Massachusetts Featured vendor banner
Adam Rice - Singing Guitarist / Holiday Entertainment in Boston, Massachusetts

Adam Rice

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4.95 (30)
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  • Map pin icon Boston, MA
  • Vendor category icon Singing Guitarist / Holiday Entertainment
  • Travel distance icon 6 miles from Watertown
  • Check mark icon 41 Verified Bookings

Mary F. said “Adam is a truly talented guitarist! I strongly recommend him. He was punctual, professional and very entertaining. We can’t wait to use him again”

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George Saterial-Comedy Magic & Mentalism - Corporate Magician / Holiday Entertainment in Boston, Massachusetts Featured vendor banner

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George Saterial-Comedy Magic & Mentalism - Corporate Magician / Holiday Entertainment in Boston, Massachusetts

George Saterial-Comedy Magic & Mentalism

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5.0 (6)
Top Performer badge
  • Map pin icon Boston, MA
  • Vendor category icon Corporate Magician / Holiday Entertainment
  • Travel distance icon 6 miles from Watertown
  • Check mark icon 12 Verified Bookings

Jon G. said “George exceeded expectations. Guests were talking about and trying to decipher his magic well after he left. He helped make a memorable evening more memorable!…”

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Eaden Marti: Magician & Mentalist - Magician / Holiday Entertainment in Dorchester, Massachusetts Featured vendor banner

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Eaden Marti: Magician & Mentalist - Magician / Holiday Entertainment in Dorchester, Massachusetts

Eaden Marti: Magician & Mentalist

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4.97 (32)
Top Performer badge
  • Map pin icon Dorchester, MA
  • Vendor category icon Magician / Holiday Entertainment
  • Travel distance icon 8 miles from Watertown
  • Check mark icon 37 Verified Bookings

Kelly L. said “I wasn’t able to attend the event myself, but those who attended told me that they loved the strolling magic during the event! They thought that it was…”

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Big Joe the Storyteller - Storyteller / Holiday Entertainment in Brighton, Massachusetts Featured vendor banner

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Big Joe the Storyteller - Storyteller / Holiday Entertainment in Brighton, Massachusetts

Big Joe the Storyteller

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4.9 (29)
  • Map pin icon Brighton, MA
  • Vendor category icon Storyteller / Holiday Entertainment
  • Travel distance icon 2 miles from Watertown
  • Check mark icon 53 Verified Bookings

Saurabh S. said “Joe was amazing in every way. He kept a group of kids from 2 to 10 entertained, mesmerized, and giggling for about an hour. Several parents at the party…”

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Show More Holiday Entertainers Near You

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Quick facts
Holiday Entertainment in Watertown, MA

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1,519 quotes sent

In the past year, Holiday Entertainers have sent 1,519 quotes to event planners

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104th most popular

Holiday Entertainers rank #104 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

3,434 Holiday Entertainer reviews on GigSalad with an average rating of 5 stars

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1.3 days on average to book

From request to booking, it takes 1.3 days (on average) to hire a Holiday Entertainer

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Massachusetts ranks #23

for Holiday Entertainer requests in the United States

You are viewing
Holiday Entertainment in Watertown, MA


Throughout the year, special holidays create opportunities for us to celebrate with our friends, family and co-workers. If you are planning a memorable holiday party, search our database of performers to book holiday entertainment. Holidays often serve as reminders of important events in our nation's history, other times they are important religious celebrations, and at other times they are simply reasons to connect with friends and family in a party setting. Whatever the case, GigSalad has the talent you need for your private or corporate holiday party.

Check out these examples of often celebrated holidays: Cinco De Mayo, Easter, Memorial Day, Mother's Day, Saint Patrick's Day, Father's Day, Independence Day, Halloween, Labor Day, Oktoberfest, Thanksgiving, Veteran's Day, Chinese New Year, Christmas, Hanukkah, Kwanzaa, Mardi Gras, New Year's Eve and Valentine's Day. And even if you're wanting to celebrate a holiday that's not listed here, you'll be sure to find some exciting entertainment for your event right here on GigSalad! Search for Holiday Entertainment in Watertown, Massachusetts above.

Please note that these Holiday Entertainment may also travel to Waverley, Nonantum, Newton Corner, Brighton, Newtonville, West Newton, Chestnut Hill, New Town, Allston, North Waltham, Newton Center, Arlington Heights, Auburndale, Newton Highlands, Waban, Brookline Village, West Medford, Newton Upper Falls, Newton Lower Falls, Roxbury Crossing, Jamaica Plain, Needham Heights, Roxbury, Weston, Charlestown, West Roxbury, Babson Park, Wellesley Hills, Roslindale, and Lincoln.

Find Holiday Entertainment in nearby cities

Belmont Newton Waltham Arlington Cambridge Brookline
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