- West Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 25 miles from Westfield
- $300-20,000
Gary D. said
“Music was great, consistent, and professionally executed. ”
The 76 Best Holiday Party Entertainers for hire in Westfield, MA
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366 Holiday Party Entertainers serving Westfield, MA
- Ashford, CT
- Santa Claus / Holiday Party Entertainment
- 37 miles from Westfield
- $150-$400
Alysa U. said
“Santa Bubba was amazing! He was so patient and kind with the kids. We had 8 kiddos ages 1-5 and they were all so happy! We would absolutely recommend him and plan to use him again in the future! ”
- Hartford, CT
- Santa Claus / Holiday Party Entertainment
- 25 miles from Westfield
- $275 - $1000
Sean M. said
“Santa Dave is the real deal! Everyone was impressed with Santa Dave. He made each child feel special and looked incredible. We hope to have him back next year! ”
- Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 25 miles from Westfield
- $500 - $5000
Celebrate your next event with the vintage charm of the Mama Train Jazz Band! Featuring rich female vocals and lively piano, we are a team of top-notch...
- Ludlow, MA
- Horse Drawn Carriage / Holiday Party Entertainment
- 14 miles from Westfield
- 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 ”
- West Warren, MA
- Magician / Holiday Party Entertainment
- 27 miles from Westfield
- $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,... ”
- Springfield, MA
- Santa Claus / Holiday Party Entertainment
- 8 miles from Westfield
- Contact for rates
Lorena S. said
“Not only was he so authentic he was extremely personable. The kids loved him even though some of them cried, he managed to win most of them over it’s a Santa thing!!!!!! He even read some stories, and... ”
- Easthampton, MA
- Jazz Band / Holiday Party Entertainment
- 11 miles from Westfield
- $600 and up
Charles I. said
“Evan organized the band for our wedding, which included a trio for the ceremony and a septet for the reception. He was extremely helpful and professional in assembling the other members of the band,... ”
- Enfield, CT
- Mrs. Claus / Holiday Party Entertainment
- 14 miles from Westfield
- $75-4000
I am a children's storyteller. The Duchess is a character from the fictitious kingdom of Yorkshire Pudding and tells stories of dragons and other...
- Granby, MA
- Santa Claus / Holiday Party Entertainment
- 15 miles from Westfield
- Contact for rates
A W. B. said
“We had an amazing experience with Santa Gary! He truly went above and beyond for our family. Even on short notice, he traveled a great distance to come to our home, which we greatly appreciated. ... ”
- Hadley, MA
- Jazz Band / Holiday Party Entertainment
- 17 miles from Westfield
- $100-$400
Jenn G. said
“I have hired Kevin over the past few years to perform at our assisted living facility, he is a great performer. Our residents truly enjoy his music and always rave about him days after. He is always... ”
- Windsor, CT
- Bartender / Holiday Party Entertainment
- 20 miles from Westfield
- $150 and up
Kaylan T. said
“Quin did an amazing job bartending our wedding. He came prepared with his own mixers, table, and ice. The drinks were fantastic and everyone loved him. Would definitely hire again for another event. ”
- Windsor, CT
- Jazz Band / Holiday Party Entertainment
- 20 miles from Westfield
- $300-$1000
Rachel N. said
“Who knew a trombonist and trumpeter could sound like an entire jazz band? Jazzy Brass can do it with highly recognizable songs that make you want to sing along. Fly me to the moon and Moondance... ”
BTown
1 Verified booking- Belchertown, MA
- Jazz Band / Holiday Party Entertainment
- 21 miles from Westfield
- $180 and up
We are a highly experienced jazz trio suitable for concerts, festivals, wineries, breweries, restaurants, private functions, and educational demonstrations....
- Amherst, MA
- Pianist / Holiday Party Entertainment
- 21 miles from Westfield
- $400-$2000
Heather K. said
“Stephen played at our engagement party and the crowd loved him. A very professional and kind man who knew every song I requested…and played each perfectly. A must hire! ”
- Monson, MA
- Santa Claus / Holiday Party Entertainment
- 22 miles from Westfield
- $50 and up
Lauren U. said
“We had Santa Ray for an event for children with special needs. Everyone had an amazing time! Thanks! ”
- Avon, CT
- Jazz Band / Holiday Party Entertainment
- 22 miles from Westfield
- $250 and up
Amy P. said
“We booked Barbara Lewis Band for our Valentine's Day Dinner and Dance at our private business club and the members loved them! They were very professional and a pleasure to work with. I look forward... ”
- West Hartford, CT
- Bartender / Holiday Party Entertainment
- 25 miles from Westfield
- $75 and up
Emily N. said
“It was such a treat having Michelle here to bartend my 40th! I came up with a few signature cocktails and she arrived on time, set up well, and did a great job. Everyone at the party loved the bar!... ”
- West Hartford, CT
- Santa Claus / Holiday Party Entertainment
- 25 miles from Westfield
- Contact for rates
Bonnie G. said
“Santa Chip was a big hit with the kids at our family Christmas party. He answered all of their questions, handed out gifts, and joined in on Jingle Bells. Thank you Santa Chip! ”
- Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 25 miles from Westfield
- $500-$2000
Rich P. said
“I WILL HIRE THIS GROUP AGAIN THEY WERE PROFESSIONAL AS WELL AS INTERACTIVE WITH THE EVENT THERE MUSICAL EXPERTISE ASTOUNDED MY GUESTS ”
- Hartford, CT
- Pianist / Holiday Party Entertainment
- 25 miles from Westfield
- $100-$450
Antwon H. said
“A job well done. ”
- Hartford, CT
- Pianist / Holiday Party Entertainment
- 25 miles from Westfield
- Contact for rates
Lisa B. said
“Steve was a lovely addition to our employee appreciation event. He's very talented and was responsive and easy to work with. ”
- Manchester, CT
- Bartender / Holiday Party Entertainment
- 27 miles from Westfield
- $500-$2500
Steph H. said
“Thank you for the great drinks and service! I truly appreciate your ability to pivot and make everything work when my plans suddenly changed. You're the best! I would definitely hire you again!! ”
- Coventry, CT
- Santa Claus / Holiday Party Entertainment
- 32 miles from Westfield
- Contact for rates
Evi G. said
“Wonderful visit from Santa and Mrs. Claus! We had a lot of fun signing songs, reading and ringing bells. ”
Horse and Carriage Rides of Central Ma
3 Verified bookings- West Brookfield, MA
- Horse Drawn Carriage / Holiday Party Entertainment
- 32 miles from Westfield
- Contact for rates
We provide horse drawn services for weddings, events, and funerals.
Sherry Steiner
1 Verified booking- Housatonic, MA
- Pianist / Holiday Party Entertainment
- 33 miles from Westfield
- Contact for rates
Sherry Steiner Soothing original improvisational instrumentals on a double neck ukulele or on a keyboard...a unique sound. Music of the Moment!...
- Greenfield, MA
- Jazz Band / Holiday Party Entertainment
- 33 miles from Westfield
- Contact for rates
Kathryn L. said
“Wes was wonderful, and we talked in advance so he could understand what I was going for in terms of the spirit of the event. He provided lovely and thoughtful music for my husband's memorial service... ”
- Greenfield, MA
- Santa Claus / Holiday Party Entertainment
- 33 miles from Westfield
- Contact for rates
Jayne R. said
“Great Santa! He adjusted his schedule to accommodate my visit. He keep my older grandkids engaged with his humor and wit. The adults loved him too! Will definitely recommend him to my friends and... ”
- Bristol, CT
- Santa Claus / Holiday Party Entertainment
- 33 miles from Westfield
- $200+
Elaina G. said
“Santa Eric is as great as they come - with his authentic beard and mustache wonderful costume, and bells on his shoes, he added so much magic and charm to our event! ”
- Storrs Mansfield, CT
- Jazz Band / Holiday Party Entertainment
- 34 miles from Westfield
- $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... ”
- Sturbridge, MA
- Santa Claus / Holiday Party Entertainment
- 34 miles from Westfield
- $250 and up.
Emily C. said
“Santa Bill truly embodies the spirit of Christmas! From his jolly laugh to his heartwarming stories, he made believers out of children of all ages. It was a magical experience that brought joy and... ”
- Thomaston, CT
- Santa Claus / Holiday Party Entertainment
- 35 miles from Westfield
- Contact for rates
Stanley H. said
“on time and early very nice people I would recommend very realistic ”
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About booking Holiday Party Entertainment in Westfield, 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 Westfield, 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 Westfield 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 Westfield, MA area
These Holiday Party Entertainment serve the wider Westfield and Hampden county area and travel to Woronoco, Southwick, Feeding Hills, Montgomery, West Springfield, Russell, Southampton, West Suffield, Chicopee, Agawam, Springfield, Holyoke, Granville, Suffield, North Granby, Blandford, Longmeadow, Huntington, Easthampton, Thompsonville, East Hartland, Granby, West Granby, East Granby, Indian Orchard, East Longmeadow, South Hadley, Enfield, Tolland, and West Hartland.