- Providence, RI
- Jazz Band / Holiday Party Entertainment
- 29 miles from Webster
- $300-20,000
Haley C. said
“John was excellent! Perfect accompaniment to our night of history at a former jazz club/ new development project. ”
The 127 Best Holiday Party Entertainers for hire in Webster, MA
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405 Holiday Party Entertainers serving Webster, MA
- Natick, MA
- Pianist / Holiday Party Entertainment
- 32 miles from Webster
- $300 and up
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... ”
- Ashford, CT
- Santa Claus / Holiday Party Entertainment
- 17 miles from Webster
- $150-$400
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... ”
- Warwick, RI
- Jazz Band / Holiday Party Entertainment
- 34 miles from Webster
- $300-4000 varies as to distance and time performed
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 to $150 an hr
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... ”
New England Carriage Company
New member- Hope, RI
- Horse Drawn Carriage / Holiday Party Entertainment
- 28 miles from Webster
- Contact for rates
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 rates
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... ”
- Cranston, RI
- Waitstaff / Holiday Party Entertainment
- 29 miles from Webster
- Contact for rates
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
- $300 and up
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
- $250 & up
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 rates
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... ”
- Millville, MA
- Magician / Holiday Party Entertainment
- 15 miles from Webster
- $125.00 to $250.00
Katherine T. said
“Loved the tricks and the jokes ”
- Millville, MA
- Pianist / Holiday Party Entertainment
- 15 miles from Webster
- Starting from $250
Francisco V. said
“Amazing, talented, you must hire! ”
- West Warren, MA
- Magician / Holiday Party Entertainment
- 21 miles from Webster
- $350 - $1000
Jeff B. said
“I hired Jeff for my best friend's bachelor party and it was the perfect entertainment! Jeff was fantastic, he brought fun energy and great sleight of hand tricks which had us all amazed. His humor,... ”
- Ludlow, MA
- Horse Drawn Carriage / Holiday Party Entertainment
- 31 miles from Webster
- Contact for rates
Nelson M. said
“The horse and Carriage was gorgeous.Fit the bill .exceeded expectations would go to them for anything I would need in the future very accommodating people
Thank s again
NJM ”
- Norwich, CT
- Pianist / Holiday Party Entertainment
- 38 miles from Webster
- Contact for rates
Susan C. said
“We held a Bridal Shower at The Space in Westerly. Gabriel pleasantly provided some lovely background music on his piano! The crowd was very pleased to have this added experience while enjoying good... ”
- Webster, MA
- Santa Claus / Holiday Party Entertainment
- Contact for rates
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
- $200 and up
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
- $550 and up
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
- $250 and up.
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 rates
Diana C. said
“Very professional and very fun! Highly recommend!! ”
- 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... ”
- Worcester, MA
- Magician / Holiday Party Entertainment
- 15 miles from Webster
- Contact for rates
Brendan M. said
“Roberto kept a group of teens engaged and entertained for the entire show! Highly recommend! ”
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 rates
We provide horse drawn services for weddings, events, and funerals.
- Woonsocket, RI
- Santa Claus / Holiday Party Entertainment
- 19 miles from Webster
- Contact for rates
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! ”
- North Scituate, RI
- Santa Claus / Holiday Party Entertainment
- 21 miles from Webster
- $150-400 dollars
Jessica T. said
“Santa and Mrs. Claus were so friendly. It was a pleasure having them both at our center. ”
- Monson, MA
- Santa Claus / Holiday Party Entertainment
- 23 miles from Webster
- $50 and up
Kerri G. said
“Did a great job with the kids ”
- Johnston, RI
- Santa Claus / Holiday Party Entertainment
- 25 miles from Webster
- $100 per hr with added travel expenses
Mike M. said
“Santa Matt was great! Entertained the kids with a friendly demeanor and a jolly voice! He was an absolute hit with the kids and the adults as well! Can’t wait to book him next year! ”
- North Providence, RI
- Santa Claus / Holiday Party Entertainment
- 25 miles from Webster
- $200+ private $600+ santa's mobile workshop
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... ”
- Storrs Mansfield, CT
- Jazz Band / Holiday Party Entertainment
- 25 miles from Webster
- $300 and up
Sunil D. said
“Could not have asked for more. Chris was prompt with his communications prior to the event. Arrived early as promised and needed little to no instructions on the day of the event. Band members were... ”
Santa Steve
3 Verified bookings- Pawtucket, RI
- Santa Claus / Holiday Party Entertainment
- 28 miles from Webster
- Contact for rates
Santa visit with a book reading (Twas the night before Christmas) and personal gift opening with each child.
- Framingham, MA
- Magician / Holiday Party Entertainment
- 29 miles from Webster
- $300-1000
Paige S. said
“Even though JoJo is technically a kids magician, he wowed and amazed all of the guests at our 23rd birthday party! Everyone LOL’d and had a great time. He even stayed to make extra balloon... ”
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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.