- West Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 15 miles from Middletown
- $300-20,000
Gary D. said
“Music was great, consistent, and professionally executed. ”
The 105 Best Holiday Party Entertainers for hire in Middletown, CT
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344 Holiday Party Entertainers serving Middletown, CT
- Milford, CT
- Pianist / Holiday Party Entertainment
- 31 miles from Middletown
- $100.00
Chad F. said
“Daniel was TOP NOTCH! Professional, courteous, friendly, and willing to play longer throughout dinner. Already excited to book him for our next event!! ”
- Milford, CT
- Santa Claus / Holiday Party Entertainment
- 31 miles from Middletown
- $150/hr and up
Jeff P. said
“I highly recommend Santa Rich. He provided the most amazing and memorable Santa experience for my family and friends. Santa Rich provided the most authentic, thoughtful, and delightful experience... ”
- Ashford, CT
- Santa Claus / Holiday Party Entertainment
- 35 miles from Middletown
- $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! ”
- Cheshire, CT
- Santa Claus / Holiday Party Entertainment
- 14 miles from Middletown
- $100 and up
Amanda C. said
“Santa John was great! Prompt and professional. The kids loved him. We really appreciate him and our daughter had an amazing birthday thanks to him! ”
- Hartford, CT
- Santa Claus / Holiday Party Entertainment
- 14 miles from Middletown
- $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! ”
- Oakdale, CT
- Santa Claus / Holiday Party Entertainment
- 26 miles from Middletown
- Contact for rates
Staci G. said
“We were so grateful to have Santa volunteer his time to visit our integrated preschool program. He was wonderful with all of our children and showed a great understanding of their different needs... ”
- Newtown, CT
- Jazz Band / Holiday Party Entertainment
- 35 miles from Middletown
- $400- $1,000
Vivian R. said
“Perfect music/duo for Jazz loving guest of honor. Music selection on point. Hit of the evening. Venue considering hiring for their own events. Fantastic! ”
- Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 14 miles from Middletown
- $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...
- West Haven, CT
- Waitstaff / Holiday Party Entertainment
- 25 miles from Middletown
- $200 and up
Mayra M. said
“Chay was absolutely wonderful. She was attentive to anything I needed. She went above and beyond with helping food setup, replacing food on the buffet, and packing leftovers. She was absolutely... ”
- Norwich, CT
- Pianist / Holiday Party Entertainment
- 30 miles from Middletown
- Contact for rates
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... ”
- Wallingford, CT
- Classical Ensemble / Holiday Party Entertainment
- 12 miles from Middletown
- $500 and up
Stephanie C. said
“Professional, punctual and insanely talented trio! There are not enough good things to say about them! Thank you thank you thank you! ”
- Hartford, CT
- Jazz Band / Holiday Party Entertainment
- 14 miles from Middletown
- $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
- 14 miles from Middletown
- $100-$450
Antwon H. said
“A job well done. ”
- Hartford, CT
- Pianist / Holiday Party Entertainment
- 14 miles from Middletown
- 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. ”
- West Hartford, CT
- Bartender / Holiday Party Entertainment
- 15 miles from Middletown
- $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
- 15 miles from Middletown
- 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! ”
- Manchester, CT
- Bartender / Holiday Party Entertainment
- 16 miles from Middletown
- $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!! ”
- Bristol, CT
- Santa Claus / Holiday Party Entertainment
- 17 miles from Middletown
- $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! ”
- Bristol, CT
- Bartender / Holiday Party Entertainment
- 17 miles from Middletown
- $35 an hour anything over 6 hours $30 an hour
Sabrina G. said
“Anita was such a great vibe. She blended right in at my family event and would be welcome anytime even if she weren’t bartending. She made delicious drinks and especially had a line of my relatives... ”
- Hamden, CT
- Magician / Holiday Party Entertainment
- 18 miles from Middletown
- $200-$1500
Mx. Hart specializes in combining magic with storytelling and human connection in order to create experiences that last beyond the end of the event. A skilled...
Shamrock Santa
1 Verified booking- Hamden, CT
- Santa Claus / Holiday Party Entertainment
- 18 miles from Middletown
- $200-$350
Sharing the joy of the Christmas season with the young and young at heart in the Connecticut area.
- Guilford, CT
- Christmas Carolers / Holiday Party Entertainment
- 19 miles from Middletown
- Contact for rates
Voniettee J. said
“Group was enjoyed by all the employees. They were professional and on time. The teams loved the selection of songs and participated. Such a pleasant time with all. ”
- Avon, CT
- Jazz Band / Holiday Party Entertainment
- 19 miles from Middletown
- $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... ”
- Windsor, CT
- Jazz Band / Holiday Party Entertainment
- 20 miles from Middletown
- $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... ”
- Windsor, CT
- Bartender / Holiday Party Entertainment
- 20 miles from Middletown
- $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. ”
- Waterbury, CT
- Santa Claus / Holiday Party Entertainment
- 21 miles from Middletown
- $200-$575
Gail B. said
“Mr. and Mrs. Claus provided a wonderful addition to our extended family Christmas party. They were obliging, warm and wonderful with our littles. We loved their outfits. This was the second time we... ”
- Waterbury, CT
- Santa Claus / Holiday Party Entertainment
- 21 miles from Middletown
- Contact for rates
Rosa A. said
“Santa Shane was amazing prompt, engaging, and fun !! ”
- Westbrook, CT
- Pianist / Holiday Party Entertainment
- 21 miles from Middletown
- $300 to $750
Patty T. said
“Paul provided great music for all of our tastes. We all sang along to the Beatles, Elton John, Billy Joel and more! Paul has a great sound system as well. His iPad with all the choices of songs and... ”
- Coventry, CT
- Santa Claus / Holiday Party Entertainment
- 22 miles from Middletown
- 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. ”
- Beacon Falls, CT
- Santa Claus / Holiday Party Entertainment
- 23 miles from Middletown
- $350+
Wanda H. said
“What a wonderful couple! Santa and Mrs. Claus did not disappoint at ALL!! What a truly magical night they made for all us (including the children)!! We look forward to having them back next year. ”
- Thomaston, CT
- Santa Claus / Holiday Party Entertainment
- 23 miles from Middletown
- 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 Middletown, CT
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, Connecticut 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, CT area
These Holiday Party Entertainment serve the wider Middletown and Middlesex county area and travel to Portland, Cromwell, Rockfall, Middlefield, Cobalt, Middle Haddam, East Berlin, Durham, Berlin, Rocky Hill, Higganum, Lake Pocotopaug, East Hampton, South Glastonbury, Kensington, Meriden, Haddam, New Britain, East Haddam, Wethersfield, Newington, Glastonbury, East Glastonbury, Marlborough, Moodus, Wallingford, Southington, Plantsville, Milldale, and North Westchester.