- Framingham, MA
- Santa Claus / Holiday Party Entertainment
- 10 miles from Westborough
- $225 – $250 per event
Bridget R. said
“My son had really good experience was really good”
The 318 Best Holiday Party Entertainers for hire in Westborough, MA
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434 Holiday Party Entertainers serving Westborough, MA
- Natick, MA
- Pianist / Holiday Party Entertainment
- 14 miles from Westborough
- Starts at $500
Bora Y. said
“Gillian was an absolute joy to have at our intimate family celebration. She has such a calm and sweet demeanor, and she approached every guest with genuine attention. She took the time to ask how...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Starts at $1,200 per hour
Sarah G. said
“Dan and the group were amazing. They had a great selection of music for our corporate holiday party moving from cocktail hour to dinner music. Well timed and very accommodating. Highly recommend for...”
AJ Piano Works - Restaurant, Bar, & Hotel Lounge Pianist & Singer
- Boston, MA
- Pianist / Holiday Party Entertainment
- 29 miles from Westborough
- $200 – $800 per event
Sam P. said
“I would highly recommend AJ. He prepared three songs for our wedding ceremony and played prelude music while guests arrived. He was very communicative and accommodating to our requests. A fantastic...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
Suzanne T. said
“We were fortunate enough to have Shadowbreeze play our latest event at Wickford Yacht Club. They were fantastic, had a large repertoire of songs, and played and sang beautifully. Additionally they...”
- Boston, MA
- Magician / Holiday Party Entertainment
- 29 miles from Westborough
- $500 – $2,000 per event
Peter C. said
“Chandler's magic was amazing. He was also quite entertaining. We hired him for an annual holiday party of about 35 people. Everyone was thoroughly impressed and enthralled. He made the evening a...”
- Boston, MA
- Bartender / Holiday Party Entertainment
- 29 miles from Westborough
- Starts at $500
Denise B. said
“We hired him for my mom’s 70th birthday and he absolutely made the night. The cocktails were fantastic, he kept the energy up all evening with fun drink tricks, and he even made Shirley Temples for...”
- Boston, MA
- Magician / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
Jeanette B. said
“Matt did table side magic for 150+ seniors for our annual National Asisted Living Week Luncheon this past week and he was phenomenal! Very impressive, got the crowd going between dancing & dinner &...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
McDonald said
“Marlene was super responsive and patient with me through the entire process. Based on my needs she paired me with Brian. Brian was able to play all the covers we requested such as love story by Taylor...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
John C. said
“Alex Sandro and Leo were an absolutely fabulous jazz ensemble. Alex was a consummate pianist Sandro was a fabulous violinist and Leo was the best bassist ever. Everyone thoroughly enjoyed their...”
- Boston, MA
- Pianist / Holiday Party Entertainment
- 29 miles from Westborough
- $325 – $2,500 per event
Patricia L. said
“Delightful music for my daughter's bridal shower!”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- $250 – $5,000 per event
Dan M. said
“Gerry was friendly and professional. His performance exceeded expectations!”
- Providence, RI
- Santa Claus / Holiday Party Entertainment
- 33 miles from Westborough
- $200 – $500 per event
Katherine B. said
“We had the pleasure of having Santa and Mrs. Claus visit our Christmas party. They kept all of the kids attention telling stories and singing songs. Everyone got to take pictures and before leaving...”
- Cranston, RI
- Magician / Holiday Party Entertainment
- 35 miles from Westborough
- Starts at $300
Mary R. said
“We hired Bruce super last minute for our friend’s bachelorette party in Newport, Rhode Island, and he was AMAZING! He showed up right on time, ready to go, and was so friendly and easygoing with our...”
- Rockland, MA
- Magician / Holiday Party Entertainment
- 37 miles from Westborough
- Starts at $100
Berry X. said
“we had a great time with The Great Scott!”
- Taunton, MA
- Santa Claus / Holiday Party Entertainment
- 37 miles from Westborough
- $175 – $1,000 per event
Jessika G. said
“Santa Dan has now been a returning Santa for my holiday minis for 3 years and will be back again for even more fun this year. We can’t wait!”
- Ashford, CT
- Santa Claus / Holiday Party Entertainment
- 38 miles from Westborough
- $150 – $400 per event
Amber A. said
“This was my very first year working with Santa Bubba, and I truly can’t imagine a better Santa experience. He’s a retired first responder with many years of dedicated service, and you can feel that...”
- Shrewsbury, MA
- Magician / Holiday Party Entertainment
- 5 miles from Westborough
- Contact for pricing
Alyssa M. said
“Isaac was great for our annual Halloween Party! His communication, timeliness and willingness to be flexible are to be commended. We had mainly teenagers and parents, and he truly astounded all with...”
- Leominster, MA
- Santa Claus / Holiday Party Entertainment
- 19 miles from Westborough
- Starts at $150 per hour
Sorana G. said
“Santa Gary exceeded our expectations! He was friendly and professional, and the kids adored him! His costume was also very on point! I highly recommend hiring him for your next holiday event! ”
- Westwood, MA
- Magician / Holiday Party Entertainment
- 20 miles from Westborough
- Starts at $400
Christine G. said
“The entire Donnino family was amazingly entertaining. Their performance left our guests in awe! As a family campground, it was the perfect act to book for an evening that was appropriate for all ages....”
- Arlington, MA
- Bartender / Holiday Party Entertainment
- 26 miles from Westborough
- Contact for pricing
Jenna S. said
“The waitstaff was awesome. Thank you!”
- Arlington, MA
- Jazz Band / Holiday Party Entertainment
- 26 miles from Westborough
- Starts at $200
Gina B. said
“I can't praise them enough! Great music! Not only were they so talented they helped when our party got thrown off schedule and we needed the music to play longer! So grateful for them!! Would...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Starts at $2,500
Julia D. said
“We can't articulate well enough how grateful we were to have had GEE be a part of our wedding weekend. The weekend felt just as we hoped it would, and the music you played at our Welcome Party,...”
- Boston, MA
- Magician / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
Kristina T. said
“Mike put on an awesome show. He was punctual, prepared and very organized. He was engaging with the crowd and was just an absolute pleasure to be around. Everyone was amazed by his talent. Fun was...”
- Boston, MA
- Christmas Carolers / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
Pete H. said
“The Christmas Carolers were outstanding. Their singing brought alot of the Christmas Spirit to our Christmas Party. ”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- $3,500 – $25,000 per event
Lori V. said
“Choosing Speechless to provide a DJ for our wedding was an absolute game-changer. From our first meeting, their team demonstrated professionalism and an incredible understanding of our musical...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 29 miles from Westborough
- Starts at $300
Kelly S. said
“Hired for our corporate event. They did a fantastic job from communication to execution to performance. Thanks!”
- Boston, MA
- Christmas Carolers / Holiday Party Entertainment
- 29 miles from Westborough
- Contact for pricing
Gary S. said
“Had a great time”
- North Scituate, RI
- Santa Claus / Holiday Party Entertainment
- 30 miles from Westborough
- Starts at $250
Bob S. said
“We had a big TOYS FOR TOTS event and Santa arrived with a sack full of new toys to add to the donations. After the grand entrance he went to the back of the room where there was a small contingent...”
- Saugus, MA
- Santa Claus / Holiday Party Entertainment
- 34 miles from Westborough
- $50 – $400 per event
Gary said
“Great Santa who everyone loved. He did an amazing job meeting and greeting everyone at the event, and was a role model for the children. Would hire him again in a second. Really nice guy!”
- West Warwick, RI
- Pianist / Holiday Party Entertainment
- 39 miles from Westborough
- Starts at $125
Elizabeth H. said
“Andrew played the piano at cocktail hour during my wedding and was amazing! First off, he was so responsive and available for meetings prior to the wedding, and was willing to learn specific songs for...”
Stephanie Beach Magic
New member- Littleton, MA
- Magician / Holiday Party Entertainment
- 19 miles from Westborough
- Contact for pricing
I use the art of magic to bring wonder, laughter, and memorable moments to audiences of all ages. From children’s birthday parties to strolling magic at...
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About booking Holiday Party Entertainment in Westborough, 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 Westborough, 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 Westborough 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 Westborough, MA area
These Holiday Party Entertainment serve the wider Westborough and Worcester county area and travel to Woodville, Northborough, North Grafton, Shrewsbury, Southborough, Hopkinton, Grafton, South Grafton, Fayville, Marlborough, Upton, Berlin, Ashland, Northbridge, Hudson, Boylston, Millbury, Worcester, Framingham, Milford, Hopedale, Clinton, Holliston, West Boylston, Sutton, Whitinsville, Bolton, West Millbury, Mendon, and Linwood.