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384 Holiday Party Entertainers serving Middletown, RI

Featured

The Creswell Club

5.0 (32)
Top Performer
43 Verified bookings

  • Newport, RI
  • Jazz Band / Holiday Party Entertainment
  • 3 miles from Middletown
  • Starts at $1,200 per hour

Alexa said “Dan & Creswell club we’re absolutely amazing! Due to Covid, plans had to be altered many times and they were all so accommodating and went with it! We received so many compliments from our guests as...”
Featured

Bruce Kalver - Magician

5.0 (4)
Top Performer
7 Verified bookings

  • Cranston, RI
  • Magician / Holiday Party Entertainment
  • 20 miles from Middletown
  • 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...”
Featured

Santa Jolly Pauly

5.0 (7)
Top Performer
3 Verified bookings

  • Seekonk, MA
  • Santa Claus / Holiday Party Entertainment
  • 20 miles from Middletown
  • Contact for pricing

Vail said “Santa Jolly Paul was awesome at our family Christmas party. He brought lots of joy to the kids and adults. He took the time with each of the kids. He also was very nice about taking pictures with...”
Featured

Santa Phil, Mrs Claus and their Magic Tesla

4.94 (19)
Top Performer
52 Verified bookings

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

Dana M. said “Mr. & Mrs., Claus were a big hit at our recent children's Christmas Party. It was nice that they took some time at the end of the gift giving to sit and talk with all of the children gathered...”
Featured

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Providence, RI
  • Jazz Band / Holiday Party Entertainment
  • 22 miles from Middletown
  • Contact for pricing

John B. said “Excellent communication throughout the process. Violinist was excellent and performed all the requested songs perfectly. This was absolutely worth every penny.”
Featured

Santa Dan

4.99 (104)
Top Performer
268 Verified bookings

  • Taunton, MA
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Middletown
  • $175 – $1,000 per event

Courtney W. said “Santa Dan is the best!!! Kids loved him!!!”
Featured

Santa Dan CT

5.0 (14)
Top Performer
22 Verified bookings

  • Mystic, CT
  • Santa Claus / Holiday Party Entertainment
  • 37 miles from Middletown
  • Starts at $100

Liz M. said “We had a wonderful visit! Thank you for creating a magical memory for our family.”
Featured

Rhode Island Santa Claus

5.0 (2)
2 Verified bookings

  • Bristol, RI
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Middletown
  • Contact for pricing

Lahna S. said “Michael brought so much joy to my children’s evening. Witnessing their awe & excitement was a wonderful experience. Two days later, and they’re still talking about Santa Claus making a special trip to...”
Featured

The "D" TRAIN

5.0 (1)
1 Verified booking

  • Warwick, RI
  • Jazz Band / Holiday Party Entertainment
  • 14 miles from Middletown
  • $300 – $4,000 per event

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...”
Featured

Andrew Kaplan

4.87 (25)
47 Verified bookings

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

Rebecca L. said “Andrew played at my company's holiday party. It was excellent and everyone enjoyed it. He communicated well and responded quickly to messages.”
Featured

Jolly Santa JD

5.0 (2)
2 Verified bookings

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

  • Cranston, RI
  • Bartender / Holiday Party Entertainment
  • 20 miles from Middletown
  • 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...”
Featured

  • Hope, RI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 24 miles from Middletown
  • 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

  • Cumberland, RI
  • Santa Claus / Holiday Party Entertainment
  • 32 miles from Middletown
  • $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...”

Rhody Santa

5.0 (8)
Top Performer
22 Verified bookings

  • North Kingstown, RI
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Middletown
  • $150 – $300 per hour

Kasey C. said “Rhody Santa was the most amazing addition to our Christmas party this year. His disposition was so calm and wonderful that I would not have questioned him being “the real Santa”. The kids each had a...”

Bela Sarkozy Trio

4.95 (55)
Top Performer
38 Verified bookings

  • Lakeville, MA
  • Jazz Band / Holiday Party Entertainment
  • 28 miles from Middletown
  • $350 – $3,800 per event

Laura W. said “We wanted a jazz guitarist for background music during our rehearsal dinner at Equal Measure in Boston and Bela was the perfect choice. Bela responded and asked questions about what I wanted for the...”

Santa George

5.0 (2)
Top Performer
6 Verified bookings

  • Middleboro, MA
  • Santa Claus / Holiday Party Entertainment
  • 32 miles from Middletown
  • $200 – $1,000 per event

Emily D. said “We used Santa George for a Christmas party at our home with about 40 kids and he was wonderful! He looked very authentic, had a gentle way about him, arrived on time, communicated ahead of time with...”

Drew Michaels Magic

5.0 (7)
11 Verified bookings

  • Newport, RI
  • Magician / Holiday Party Entertainment
  • 3 miles from Middletown
  • $200 – $1,500 per event

Kara R. said “Drew was professional and easy to work with. We had him come as a surprise to a bachelor/bachelorette party, and everyone LOVED his show! He had the crowd laughing throughout, and yelling in amazement...”

Santa New England Bob

4 Verified bookings

  • Cranston, RI
  • Santa Claus / Holiday Party Entertainment
  • 20 miles from Middletown
  • $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
  • 20 miles from Middletown
  • Contact for pricing

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.”

  • East Greenwich, RI
  • Pianist / Holiday Party Entertainment
  • 14 miles from Middletown
  • Starts at $250

Services Offered: Vocal Soloist (English, Italian, Latin) Pianist (or mobile keyboard) Organist Vocal & Piano/Organ Duet Music Coordinator (Form a small vocal...

Party Easers

5.0 (14)

  • Cranston, RI
  • Waitstaff / Holiday Party Entertainment
  • 20 miles from Middletown
  • Contact for pricing

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...”

Santa Corrado

5.0 (26)
Top Performer
70 Verified bookings

  • Middletown, RI
  • Santa Claus / Holiday Party Entertainment
  • Contact for pricing

Barbara F. said “Santa was in time looked authentic and engaged with the children and the family with ease. He made the children and adults laugh. The children were in awe and said, “I can’t believe he knows so much...”

Koncocted By Kelseigh Lee

5.0 (7)
Top Performer
1 Verified booking

  • Providence, RI
  • Bartender / Holiday Party Entertainment
  • 22 miles from Middletown
  • Starts at $250

Marianna P. said “Kelseigh was incredible! She has helped us with our office Halloween event. Highly recommend ! We will definitely be working together again the the future. She was extremely organized, on time, drinks...”

Plowman/Fisher Music

5.0 (13)
Top Performer
17 Verified bookings

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

Leslie P. said “We were very pleased with Plowman/Fisher. They were professional, played the music we requested, and were very adaptable and courteous. I'd definitely recommend them!”

Santa Steve

5.0 (1)
Top Performer
7 Verified bookings

  • Pawtucket, RI
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from Middletown
  • 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...”

Santa Claus Jim

5.0 (6)
Top Performer
18 Verified bookings

  • Taunton, MA
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Middletown
  • Starts at $200

Crystal L. said “Santa Jim joined our childcare center for a photo opportunity and festive sing-alongs, and the experience was exceptional. He was incredibly accommodating throughout the event and made every child and...”

Santa Bill

5.0 (3)
Top Performer
8 Verified bookings

  • East Taunton, MA
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Middletown
  • $50 – $150 per event

Kevin C. said “Santa was amazing from start to finish. He brought a smile to everyone’s face young and old . He really did remind us of the magic of Christmas. 10 out of 10 highly recommend and can not recommend him...”

Pepere Santa

5.0 (3)
Top Performer
8 Verified bookings

  • Woonsocket, RI
  • Santa Claus / Holiday Party Entertainment
  • 35 miles from Middletown
  • 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...”

Dennis The Magician

5.0 (29)
Top Performer
50 Verified bookings

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

Kim S. said “Kept the kids engaged. The live bunny at the end was super cute! The kids loved it!”

Bartender for Various Types of Events

5.0 (1)
1 Verified booking

  • Middletown, RI
  • Bartender / Holiday Party Entertainment
  • Starts at $150

Derek M. said “Irena was excellent. Very attentive and skillful. All of our guests were treated with the level of attention and service I expected. From mixing specialty drinks to market shopping for last minute...”

Santa Sean

4.75 (8)
17 Verified bookings

  • Bristol, RI
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Middletown
  • Contact for pricing

Kimberly N. said “Santa Sean was great with the kids! He showed up early too!”

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About booking Holiday Party Entertainment in Middletown, 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 Middletown, 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 Middletown 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 Middletown, RI area

These Holiday Party Entertainment serve the wider Middletown and Newport county area and travel to Newport, Jamestown, Portsmouth, Little Compton, Prudence Island, Saunderstown, Tiverton, Adamsville, North Kingstown, Narragansett, Bristol, Westport Point, Westport, Slocum, Peace Dale, Wakefield, Kingston, South Kingstown, Exeter, Fall River, Warwick, East Greenwich, West Kingston, Warren, Barrington, Swansea, Dartmouth, Riverside, West Warwick, and Arctic.