- Providence, RI
- Jazz Band / Holiday Party Entertainment
- 29 miles from Webster
- Contact for pricing
Haley C. said
“John was excellent! Perfect accompaniment to our night of history at a former jazz club/ new development project. ”
The 133 Best Holiday Party Entertainers for hire in Webster, MA
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409 Holiday Party Entertainers serving Webster, MA
- Cranston, RI
- Magician / Holiday Party Entertainment
- 29 miles from Webster
- Starts at $300
Cody N. said
“We had a great experience with Bruce. He put on a fun show that kept the kids entertained, and the card tricks were especially impressive for the adults. Overall, it was a really enjoyable... ”
- West Warwick, RI
- Pianist / Holiday Party Entertainment
- 30 miles from Webster
- Starts at $125
Rebecca L. said
“Andrew played at my company's holiday party. It was excellent and everyone enjoyed it. He communicated well and responded quickly to messages. ”
- Natick, MA
- Pianist / Holiday Party Entertainment
- 32 miles from Webster
- Starts at $500
Christopher V. said
“Worked with Gillian for a private reception for approximately 60 guests. From the start, she was responsive, professional, and upbeat in communication. She arrived early on the day of the event and... ”
- Norwich, CT
- Pianist / Holiday Party Entertainment
- 38 miles from Webster
- Contact for pricing
Diane N. said
“We had the pleasure of having Gabriel, a classical pianist to perform during our celebration of life event. He was an absolute pleasure & exceeded all our expectations. He was warm, professional &... ”
- Ashford, CT
- Santa Claus / Holiday Party Entertainment
- 17 miles from Webster
- $150 – $400 per event
Bridget said
“Santa Bubba was a great addition to our family brunch! He had a nice list, a bell, pictures of the reindeer and even called his elves from the North Pole! He was so nice to the kids (and adults... ”
- North Scituate, RI
- Santa Claus / Holiday Party Entertainment
- 21 miles from Webster
- Starts at $250
Joe K. said
“Santa JD was beyond fantastic at our holiday party we held. He looked the part for sure and the way he interacted with the children was beyond my expectations. The children had a great experience... ”
- Leominster, MA
- Santa Claus / Holiday Party Entertainment
- 33 miles from Webster
- Starts at $150 per hour
Joy R. said
“We had a party of about 40 people at our house. A mix of adults, teenagers and little ones. Santa was very responsive and great at figuring out what we needed for our event. He looks very professional... ”
- Warwick, RI
- Jazz Band / Holiday Party Entertainment
- 34 miles from Webster
- $300 – $4,000 per event
Triah said
“Brian and his crew are amazing. Very professional, very punctual and catered to our needs. They are great musicians who brought a certain flair to the event to make it unique. I would work with... ”
Soul Santa Solomon
- Cumberland, RI
- Santa Claus / Holiday Party Entertainment
- 25 miles from Webster
- $100 – $150 per hour
Tia C. said
“From the moment Soul Santa Solomon stepped into the room, everything shifted. His presence is vibrant, warm, and absolutely electric. He doesn’t just play the role of Santa—he embodies the spirit of... ”
- Hope, RI
- Horse Drawn Carriage / Holiday Party Entertainment
- 28 miles from Webster
- Contact for pricing
New England Carriage Company provides professional, compassionate horse-drawn services throughout RI, MA, CT, NH, VT, and parts of ME. We specialize in...
Say Yes to the Cocktail
- Cranston, RI
- Bartender / Holiday Party Entertainment
- 29 miles from Webster
- Contact for pricing
Daniel D. said
“I recently attended a craft cocktail workshop hosted by Say Yes to the Cocktail, and I must say it exceeded my expectations. The knowledgeable instructors provided a hands-on experience, teaching... ”
- Worcester, MA
- Santa Claus / Holiday Party Entertainment
- 15 miles from Webster
- $225 per hour
Kristen S. said
“Rich Kringle was the best Santa we could have hoped for to visit our preschool. The kids absolutely loved him. He was very soft spoken, and gave each child individualized attention as he asked them... ”
- Medway, MA
- Santa Claus / Holiday Party Entertainment
- 26 miles from Webster
- Contact for pricing
Carole C. said
“Medway Santa was awesome! The kids and adults had so much fun! He provided a special memory! ”
- Cranston, RI
- Waitstaff / Holiday Party Entertainment
- 29 miles from Webster
- Contact for pricing
Michael D. said
“You girls were great. Very professional, curtious and well organized. I felt like I was in good hands and could relax with you handling things. ”
- Waltham, MA
- Pianist / Holiday Party Entertainment
- 40 miles from Webster
- Starts at $300
Chris C. said
“Well done, Mel! The crowd had a great time singing along with the easy playing style of Mr. Stiller. Thanks again! ”
- East Greenwich, RI
- Pianist / Holiday Party Entertainment
- 34 miles from Webster
- Starts at $250
Services Offered: Vocal Soloist (English, Italian, Latin) Pianist (or mobile keyboard) Organist Vocal & Piano/Organ Duet Music Coordinator (Form a small vocal...
Party Easers
- Cranston, RI
- Waitstaff / Holiday Party Entertainment
- 29 miles from Webster
- Contact for pricing
Jen N. said
“Wow, such a fantastic service! Not only did Nancy and her team take care of setting up, serving and clearing everything, they also took care of prepping the appetizers, passing hors d'oeuvres and... ”
- Worcester, MA
- Magician / Holiday Party Entertainment
- 15 miles from Webster
- Contact for pricing
Brendan M. said
“Roberto kept a group of teens engaged and entertained for the entire show! Highly recommend! ”
- Millville, MA
- Magician / Holiday Party Entertainment
- 15 miles from Webster
- $125 – $250 per event
Kelsey O. said
“We hired Dennis and Janet to perform at a bachelorette party for my sister. They were not only courteous, flexible, and dedicated, but the show was fantastic! Would highly recommend them for any... ”
- Providence, RI
- Bartender / Holiday Party Entertainment
- 29 miles from Webster
- Contact for pricing
Courtney C. said
“We hired Koncocted for our Indy Clover Beverly 1 year celebration and it was such a HIT! Kelseigh arrived on time with her crew to set up and ensure the event was a success. The drinks were... ”
- Providence, RI
- Jazz Band / Holiday Party Entertainment
- 29 miles from Webster
- Starts at $425
Leslie P. said
“We were very pleased with Plowman/Fisher. They were professional, played the music we requested, and were very adaptable and courteous. I'd definitely recommend them! ”
- Amherst, MA
- Pianist / Holiday Party Entertainment
- 40 miles from Webster
- $400 – $2,000 per event
David P. said
“Stephen met all the marks for our recent corporate event! He was very professional, friendly, flexible and a pleasure to work with. I would highly recommend Stephen if you need a musician for an event... ”
- Webster, MA
- Santa Claus / Holiday Party Entertainment
- Contact for pricing
Jessica P. said
“We had an amazing experience with Santa Dan! He was able to ensure that we kept the magic of Christmas alive for our little ones at a family Christmas party. He was great with the kids and we can’t... ”
- North Grosvenordale, CT
- Bartender / Holiday Party Entertainment
- 5 miles from Webster
- Starts at $200
Cheryl C. said
“Samantha was prompt, friendly and well prepared to bartend our event! Much appreciated🎉👍 ”
- Putnam, CT
- Bartender / Holiday Party Entertainment
- 10 miles from Webster
- Starts at $550
Sean M. said
“Rachelle was perfect for our event. My mother had around 90 people show up to her retirement party and Rachelle was able to provide perfect beer/wine/soda service to every guest. She arrived early and... ”
- Sturbridge, MA
- Santa Claus / Holiday Party Entertainment
- 11 miles from Webster
- Starts at $250
Anna C. said
“We had Santa Bill for a public event in the Chestnut Hill Mall and he was AMAZING! Not only does Santa Bill look the part, but he also acts like it. He brought a positive attitude and friendly face to... ”
- South Grafton, MA
- Bartender / Holiday Party Entertainment
- 15 miles from Webster
- Contact for pricing
Diana C. said
“Very professional and very fun! Highly recommend!! ”
The Trillium Trio
2 Verified bookings- Grafton, MA
- Classical Ensemble / Holiday Party Entertainment
- 15 miles from Webster
- Contact for pricing
Add a touch of elegance, warmth, and sophistication to your special occasion with The Trillium Trio's Flute, Violin, and Cello Trio, serving Central...
- Millville, MA
- Pianist / Holiday Party Entertainment
- 15 miles from Webster
- Starts at $250
Francisco V. said
“Amazing, talented, you must hire! ”
Horse and Carriage Rides of Central Ma
3 Verified bookings- West Brookfield, MA
- Horse Drawn Carriage / Holiday Party Entertainment
- 19 miles from Webster
- Contact for pricing
We provide horse drawn services for weddings, events, and funerals.
- Woonsocket, RI
- Santa Claus / Holiday Party Entertainment
- 19 miles from Webster
- Contact for pricing
Karissa M. said
“We had such a great experience with Santa!! Such a fun day for all the children involved. Santa really customized our experience and gave each child their own spotlight! ”
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About booking Holiday Party Entertainment in Webster, MA
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 Webster, Massachusetts 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 Webster 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 Webster, MA area
These Holiday Party Entertainment serve the wider Webster and Worcester county area and travel to Dudley, Fabyan, Quinebaug, Grosvenor Dale, North Grosvenordale, Thompson, Oxford, East Woodstock, North Oxford, Douglas, Manchaug, Charlton, Southbridge, Woodstock, Charlton City, South Woodstock, Sutton, West Millbury, Charlton Depot, Putnam, Auburn, Rochdale, Sturbridge, Pascoag, Pomfret, Millbury, Burrillville, Whitinsville, Ballouville, and Harrisville.