Banner image for Holiday Party Entertainment
0%

Just a couple more things…

We need some additional information to ensure we find the perfect talent for your event!

404 Holiday Party Entertainers serving Southbridge, MA

Featured

Santa Bubba

5.0 (25)
Top Performer
40 Verified bookings

  • Ashford, CT
  • Santa Claus / Holiday Party Entertainment
  • 15 miles from Southbridge
  • $150 – $400 per event

Tracy M. said “From the first contact to the final goodbye, Santa Bubba was incredibly kind and easy to work with. The kiddos were enraptured as he read a book, dispelled doubts with evidence of the universal...”
Featured

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 36 miles from Southbridge
  • Contact for pricing

Gary D. said “Music was great, consistent, and professionally executed. ”
Featured

Santa Phil, Mrs Claus and their Magic Tesla

4.94 (19)
Top Performer
52 Verified bookings

  • Providence, RI
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Southbridge
  • $200 – $500 per event

Katie C. said “Loved how they sung songs with instruments, read a story, engaged the kids, and of course the Tesla show.”
Featured

Bruce Kalver - Magician

5.0 (4)
Top Performer
7 Verified bookings

  • Cranston, RI
  • Magician / Holiday Party Entertainment
  • 37 miles from Southbridge
  • Starts at $300

Evan W. said “Bruce is a legend in the industry and 100% worth inviting to your next event. Was very funny and his 60 years of experience shined through - still have no idea how his hands were able to move so fast....”
Featured

Gillian Berkowitz

5.0 (48)
Top Performer
58 Verified bookings

  • Natick, MA
  • Pianist / Holiday Party Entertainment
  • 38 miles from Southbridge
  • 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...”
Featured

Gabriel Landstedt, Pianist

5.0 (3)
Top Performer
4 Verified bookings

  • Norwich, CT
  • Pianist / Holiday Party Entertainment
  • 38 miles from Southbridge
  • Contact for pricing

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...”
Featured

GL3 Magic

5.0 (1)
1 Verified booking

  • Shrewsbury, MA
  • Magician / Holiday Party Entertainment
  • 22 miles from Southbridge
  • 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...”
Featured

Jolly Santa JD

5.0 (2)
2 Verified bookings

  • North Scituate, RI
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Southbridge
  • 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...”
Featured

Santa Gary

5.0 (5)
7 Verified bookings

  • Leominster, MA
  • Santa Claus / Holiday Party Entertainment
  • 34 miles from Southbridge
  • Starts at $150 per hour

Konstantinos P. said “Santa Gary brought his Christmas spirit to the 200+ kids and families at Goodwill's Annual Youth Holiday Celebration this year. He was an absolute joy with the children and families. 10/10”
Featured

Andrew Kaplan

4.87 (25)
47 Verified bookings

  • West Warwick, RI
  • Pianist / Holiday Party Entertainment
  • 37 miles from Southbridge
  • Starts at $125

James E. said “Andy was great! He arrived early, confirmed what he was wearing was appropriate, gave us couple of play lists, then "tested" the piano so he could get accustomed to it prior to the guests...”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Hartford, CT
  • Christmas Carolers / Holiday Party Entertainment
  • 39 miles from Southbridge
  • Contact for pricing

Stan K. said “Such a professional group. Great communication. They made the start of our party very festive. They got great crowd interaction and were a great addition to our festivities. No hesitation to hire them...”
Featured

  • Cumberland, RI
  • Santa Claus / Holiday Party Entertainment
  • 33 miles from Southbridge
  • $100 – $150 per hour

Carol Y. said “We were absolutely thrilled to have "Soul Santa Solomon" join us for our community holiday party! From the moment he arrived, he brought an infectious energy and warmth that instantly set the tone for...”
Featured

  • Hope, RI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 36 miles from Southbridge
  • 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...
Featured

  • Cranston, RI
  • Bartender / Holiday Party Entertainment
  • 37 miles from Southbridge
  • Contact for pricing

Nick M. said “Say yes to the cocktail bar tended a party for themed 40 th birthday party and they were amazing. Between creating cocktails tailored to the theme of the event, having mock-tail options and...”

Santa Dan & Mrs. Claus

5.0 (9)
Top Performer
12 Verified bookings

  • Webster, MA
  • Santa Claus / Holiday Party Entertainment
  • 8 miles from Southbridge
  • Contact for pricing

Melissa C. said “Santa Dan & Mrs. Claus were a huge hit at our Faculty and Staff Holiday Party. Everyone loved their friendly attitudes and costumes. Many employees commented on Mrs. Claus costume and how perfect...”

Rich Kringle

5.0 (21)
Top Performer
57 Verified bookings

  • Worcester, MA
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Southbridge
  • $225 per hour

Kimberly M. said “We loved having Rich back - it made the event extra special and people loved chatting and having pictures!”

North Pole Santa John

4.84 (24)
Top Performer
52 Verified bookings

  • Framingham, MA
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Southbridge
  • $175 – $250 per hour

Leslie B. said “We had a wonderful event with Santa, he was on time and easy to work with. Communicated well before and during the event. We had a supper with Santa event at our restaurant and he took photos with...”

The Laurel Tree

4.99 (23)
27 Verified bookings

  • Cranston, RI
  • Waitstaff / Holiday Party Entertainment
  • 37 miles from Southbridge
  • Contact for pricing

Audrey T. said “Pia is wonderful. My initial venue had a flooding 5 days prior to my 50th Birthday celebration. They were working to have it ready in time, but it wasn't guaranteed. Hence, we had to be relocated...”

Santa John J

New member

  • Northborough, MA
  • Santa Claus / Holiday Party Entertainment
  • 26 miles from Southbridge
  • Contact for pricing

Since 1995, I have had the extraordinary privilege of portraying Santa Claus. For me, being Santa has never been simply about putting on a costume and saying,...

The Crafted Pour Bartending

5.0 (1)
New member

  • Framingham, MA
  • Bartender / Holiday Party Entertainment
  • 35 miles from Southbridge
  • Contact for pricing

Jay C. said “Great service and very easy to work with. Jason was awesome suggesting everything we needed and making sure the party went off without a hitch. I highly recommend. ”

  • Hartford, CT
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Southbridge
  • $500 – $5,000 per event

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...

Santa Ray

4.97 (32)
Top Performer
70 Verified bookings

  • Monson, MA
  • Santa Claus / Holiday Party Entertainment
  • 15 miles from Southbridge
  • Starts at $100

Danielle A. said “Santa Ray was ABSOLUTELY the perfect Santa for our event. The kids and Adults alike had a magical time and getting into the holiday season. Santa Ray was professional and personable. Everyone loved...”

Roberto the Magician

4.88 (78)
Top Performer
111 Verified bookings

  • Worcester, MA
  • Magician / Holiday Party Entertainment
  • 18 miles from Southbridge
  • Contact for pricing

Kimberly M. said “Roberto had a great mix of magic, humor and audience interaction. We had an audience of 4 to 80 and they all watched in anticipation. Roberto also worked with us on rescheduling because we had...”

Dennis The Magician

5.0 (29)
Top Performer
50 Verified bookings

  • Millville, MA
  • Magician / Holiday Party Entertainment
  • 23 miles from Southbridge
  • $125 – $250 per event

Tim H. said “I had Dennis over for a kids party and the kids loved his magic! I didn't know this but he had a real bunny at the end that he made appear. The kids were amazed!”

Pepere Santa

5.0 (3)
Top Performer
8 Verified bookings

  • Woonsocket, RI
  • Santa Claus / Holiday Party Entertainment
  • 27 miles from Southbridge
  • Contact for pricing

Donna C. said “Pepere Santa was amazing! We needed a last minute booking for my grandsons and Pepere did not disappoint. He was quick to rely to chats and flexible in scheduling us last minute. He asked thorough...”

Santa Steve

5.0 (1)
Top Performer
7 Verified bookings

  • Pawtucket, RI
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Southbridge
  • Contact for pricing

Julie B. said “Santa Steve arrived on time & did a great job entertaining and taking pictures with our customers who attended our Christmas party. 10/10 would recommend! He even brought a bag of toys for the...”

Koncocted By Kelseigh Lee

5.0 (7)
Top Performer
1 Verified booking

  • Providence, RI
  • Bartender / Holiday Party Entertainment
  • 36 miles from Southbridge
  • Starts at $250

Rachel K. F. said “I honestly don’t even know where to start because Kelseigh went SO far above and beyond for my party! I own my own luxury event business and would hire Kelseigh any day. Last year, my party had to be...”

Plowman/Fisher Music

5.0 (13)
Top Performer
17 Verified bookings

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 36 miles from Southbridge
  • Starts at $425

Edward B. S. said “Very talented, very professional, great sound. This was our first JAZZ night so it was lightly attended but these guys are the real deal. We will be having them back! ”

Claus Industries, home of Santa Bill

5.0 (5)
1 Verified booking

  • Sturbridge, MA
  • Santa Claus / Holiday Party Entertainment
  • 3 miles from Southbridge
  • Starts at $250

Sarah F. said “I am a photographer located near Central/Western Massachusetts. I’ve loved working with Santa Bill! He does a wonderful job interacting with children. Everyone (even parents) are fascinated in his...”

The Mix LLC

4.68 (8)
11 Verified bookings

  • North Grosvenordale, CT
  • Bartender / Holiday Party Entertainment
  • 9 miles from Southbridge
  • Starts at $200

Matthew T. said “Sam is an absolutely amazing bartender and a really nice and very friendly, she has amazing knowledge of mixing drinks and always does it with a smile. I would strongly recommend her for any event...”

Jeff Kempton Magic

5.0 (2)
3 Verified bookings

  • West Warren, MA
  • Magician / Holiday Party Entertainment
  • 14 miles from Southbridge
  • $350 – $1,000 per event

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,...”

Start getting quotes

Tell us what you need and we’ll match you with the best options for your event. Receive messages and free, no-obligation quotes from interested talent right away.

Get quick quotes

Book with confidence

When you hire a Southbridge Holiday Party Entertainer through GigSalad, you’re backed by our Worry-Free Guarantee. From secure payments to reliable support, we’ve got your back.

Learn more

About booking Holiday Party Entertainment in Southbridge, 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 Southbridge, 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 Southbridge 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 Southbridge, MA area

These Holiday Party Entertainment serve the wider Southbridge and Worcester county area and travel to Sturbridge, Fiskdale, Charlton, Charlton City, Quinebaug, Dudley, Holland, Fabyan, East Woodstock, Charlton Depot, Webster, Oxford, Brimfield, Woodstock, Grosvenor Dale, North Grosvenordale, Woodstock Valley, Wales, North Oxford, Thompson, South Woodstock, Brookfield, Union, East Brookfield, Rochdale, Spencer, Eastford, West Brookfield, Warren, and Pomfret.

Find Holiday Party Entertainment in nearby cities