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425 Holiday Party Entertainers serving Cumberland, RI

Featured

Santa Phil, Mrs Claus and their Magic Tesla

4.94 (19)
Top Performer
52 Verified bookings

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

Christine K. said “The kids loved Santa and Mrs Claus. They also loved the foam/bubble Tesla which was such a nice touch. 10/10 recommend hiring for your Christmas party. ”
Featured

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Haley C. said “John was excellent! Perfect accompaniment to our night of history at a former jazz club/ new development project.”
Featured

Santa Jolly Pauly

5.0 (7)
Top Performer
3 Verified bookings

  • Seekonk, MA
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Cumberland
  • Contact for pricing

Courtney V. said “We had Santa Jolly Pauly at our family party. He was great! All the kids loved him and were excited for their presents! Highly recommend ”
Featured

Bruce Kalver - Magician

5.0 (4)
Top Performer
7 Verified bookings

  • Cranston, RI
  • Magician / Holiday Party Entertainment
  • 13 miles from Cumberland
  • 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...”
Featured

Jolly Santa JD

5.0 (2)
2 Verified bookings

  • North Scituate, RI
  • Santa Claus / Holiday Party Entertainment
  • 13 miles from Cumberland
  • 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

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

Debra B. said “Soul Santa Solomon For three years, Soul Santa Solomon has been the heartbeat of the National Black Doll Museum’s **Ebony Village**, bringing joy to children and adults alike. With his radio...”
Featured

  • Hope, RI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 8 miles from Cumberland
  • 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
  • 13 miles from Cumberland
  • Contact for pricing

Stacey P. said “I had purchased a ticket to the tequila mixology experience where you learn to make three different cocktails taught by people who actually know what they are doing when it comes to making the best...”

Medway Santa Claus

4.96 (25)
61 Verified bookings

  • Medway, MA
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Cumberland
  • Contact for pricing

Michele D. said “Santa Andy is by far the best Santa we’ve worked with. The parents and kids adored him. Easy communication and overall excellent experience. Hoping to hire again next year. Thank you, Santa Andy!”

Santa New England Bob

4 Verified bookings

  • Cranston, RI
  • Santa Claus / Holiday Party Entertainment
  • 13 miles from Cumberland
  • $75 – $500 per event

Santa New England Christmas party’s or anytime winter spring summer or fall Xmas eve book now goes fast my beard is the real deal No fake beard here ...

The Laurel Tree

4.99 (23)
27 Verified bookings

  • Cranston, RI
  • Waitstaff / Holiday Party Entertainment
  • 13 miles from Cumberland
  • Contact for pricing

Marissa G. said “Pia and her team served my wedding of 250 people in Providence, RI in June 2023. The staff was professional, friendly and willing to handle everything smoothly! Pia was well organized and went out...”

Party Easers

5.0 (14)

  • Cranston, RI
  • Waitstaff / Holiday Party Entertainment
  • 13 miles from Cumberland
  • Contact for pricing

Darlene Y. said “There are too many times when you're a hostess and you're too busy with "details" to truly enjoy your party. I hired Party Easers and the ladies made the party FUN for me by letting me more like a...”

St. Nick’s Castle

5.0 (2)
Top Performer
3 Verified bookings

  • Cumberland, RI
  • Santa Claus / Holiday Party Entertainment
  • $150 – $300 per event

Beverly H. said “St. Nick's Castle came to our Children's business fair and he was so great with the kids and adults alike! My own child who is 6 and is a bit skeptical of Santas said after to me "I think this was the...”

Pepere Santa

5.0 (3)
Top Performer
8 Verified bookings

  • Woonsocket, RI
  • Santa Claus / Holiday Party Entertainment
  • 6 miles from Cumberland
  • Contact for pricing

Debbie R. said “Everyone loved the Santa visit. He interacted with everyone and was very accommodating with our needs. It was a great hit! Thanks again for a memorable Christmas Eve! The Raposa's ”

Santa Steve

5.0 (1)
Top Performer
7 Verified bookings

  • Pawtucket, RI
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Cumberland
  • 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...”

Dennis The Magician

5.0 (29)
Top Performer
50 Verified bookings

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

Carley M. said “Janet and Dennis were absolutely wonderful! They are both so kind, personable, and incredibly talented. Their magic show was so much fun and genuinely impressive—they make such a great pair and have...”

Koncocted By Kelseigh Lee

5.0 (7)
Top Performer
1 Verified booking

  • Providence, RI
  • Bartender / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Starts at $250

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...”

Plowman/Fisher Music

5.0 (13)
Top Performer
17 Verified bookings

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

Pedro R. said “I can't even describe how thankful I am for the Plowman/Fisher Music Band. They played on my wedding day last Friday, Oct 24, 2025, and I heard nothing but incredible feedback from family members...”

Santa Howard Charles

5.0 (8)
14 Verified bookings

  • North Attleboro, MA
  • Santa Claus / Holiday Party Entertainment
  • 3 miles from Cumberland
  • $150 per hour

Dorothy G. said “Howard was patient, funny, attentive and thoughtful to everyones needs and made sure that each child (and adult) felt included and special.”

Sasha Stern Piano

5.0 (3)
3 Verified bookings

  • Millville, MA
  • Pianist / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Starts at $250

Michael K. said “Sasha performed perfectly at our event, so glad to have her be a part of the awards gala.”

Carly's Beverage Services and Events LLC

5.0 (10)
8 Verified bookings

  • Providence, RI
  • Bartender / Holiday Party Entertainment
  • 10 miles from Cumberland
  • $300 – $3,000 per event

Devin B. said “If you are looking to have top notch beverage service for your event, then you've come to the right place with Carly. To begin with, she was very easy to get in touch with for planning, and had...”

The Society Pianist

5.0 (1)
3 Verified bookings

  • Providence, RI
  • Pianist / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Starts at $325

Sandy B. said “Truly amazing pianist. Added a very classic touch to our daughter’s beautiful ceremony and cocktail reception. Beyond professional, A.J. Is exceptional, and so very musically talented. If he is...”

Allegro Piano Academy

5.0 (2)
2 Verified bookings

  • Providence, RI
  • Pianist / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Richard M. said “Tayln of Allegro Piano Academy played my piano at a holiday gathering and she was fantastic! Her playing is incredible and she made the party so much more memorable! Do not hesitate to hire her for...”

Bay Swing

5.0 (3)
6 Verified bookings

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Won H. said “We were thrilled to host an exceptional jazz band at the opening reception of our furniture design show, and their performance left an indelible impression on everyone present. For a mesmerizing...”

Rhode Island Santa

5.0 (8)
15 Verified bookings

  • Providence, RI
  • Santa Claus / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Kathryn R. said “Absolutely spectacular Santa. Kind, funny, gorgeous outfit...I am so glad we found this Santa- he brought some serious magic and memories for the year.”

The New Aristocats

1 Verified booking

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Swing, Jazz and Dixieland, quartet/quintet.

Tony Capriccio

5.0 (1)
2 Verified bookings

  • Providence, RI
  • Pianist / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Pattie L. said “Tony arrived completely prepared with music from the 20's and 30's for our Grand Gatsby Speakeasy Murder Mystery. We discussed the playlist as well as a couple of requests and he was right on...”

The Piano Gentleman

4.59 (7)
16 Verified bookings

  • Foxborough, MA
  • Pianist / Holiday Party Entertainment
  • 10 miles from Cumberland
  • Contact for pricing

Daphney S. said “He was great and played a wide selection for dinner and even learned a special song, which he played and sang! Will definitely invite him to play to other events”

Santa Claus Matt

4.24 (6)
12 Verified bookings

  • Johnston, RI
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Cumberland
  • Starts at $100 per hour

Andrew S. said “Santa Claus Matt was very professional and delivered an awesome experience for the children here at Sky Zone. He was interactive and made each child feel special. All of our guests had a great time....”

Christmas Matters

5.0 (3)
4 Verified bookings

  • Rehoboth, MA
  • Santa Claus / Holiday Party Entertainment
  • 12 miles from Cumberland
  • $175 – $400 per event

Crystal R. said “Santa and Mrs. Claus were absolutely fantastic. They were wonderful to work with, incredibly responsive, and brought so much joy to every interaction. Their kindness and energy made the experience...”

Jonathan Audette

5.0 (10)
12 Verified bookings

  • Cranston, RI
  • Pianist / Holiday Party Entertainment
  • 13 miles from Cumberland
  • Contact for pricing

Nancy W. said “I recommend Jonathan highly. He has performed for my organization several times. Hire him; you'll be happy you did.”

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About booking Holiday Party Entertainment in Cumberland, RI

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 Cumberland, Rhode Island 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 Cumberland 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 Cumberland, RI area

These Holiday Party Entertainment serve the wider Cumberland and Providence county area and travel to North Attleboro, Albion, Manville, Plainville, Sheldonville, Lincoln, Attleboro Falls, Central Falls, Woonsocket, Attleboro, Pawtucket, North Smithfield, Wrentham, Franklin, Smithfield, Hope, Blackstone, Forestdale, Bellingham, North Providence, Rumford, Slatersville, Chartley, Millville, Greenville, Providence, Foxborough, Mansfield, Norfolk, and East Providence.