- Salem, NH
- Santa Claus / Holiday Party Entertainment
- 16 miles from Chelmsford
- $200 – $350 per hour
Leslie A. A. A. said
“Thank you, our grandkids loved Santa!!”
The 241 Best Holiday Party Entertainers for hire in Chelmsford, MA
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425 Holiday Party Entertainers serving Chelmsford, MA
- Natick, MA
- Pianist / Holiday Party Entertainment
- 22 miles from Chelmsford
- Starts at $500
Jeannie S. said
“We can’t say enough good things about Gillian. Not only can she play anything you want from show tunes to real rock and roll and everything in between, she is a lovely person. A class act and...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- $250 – $5,000 per event
Sabrina D. said
“Gerry and his team were amazing. So so good. Easy to work with, professional - and the perfect musical element to our event. Will absolutely hire again. ”
- Boston, MA
- Bartender / Holiday Party Entertainment
- 23 miles from Chelmsford
- 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
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- 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...”
AJ Piano Works - Restaurant, Bar, & Hotel Lounge Pianist & Singer
- Boston, MA
- Pianist / Holiday Party Entertainment
- 23 miles from Chelmsford
- $200 – $800 per event
Heather M. said
“AJ was great. He created a fun and festive atmosphere for our party and was accommodating when we needed the piano to stop during toast s and speaking program. ”
- Boston, MA
- Magician / Holiday Party Entertainment
- 23 miles from Chelmsford
- $500 – $2,000 per event
Stacie P. said
“David was professional, personable and everyone loved him. Plus he took the time to get to know us and what our products were so he could incorporate them into his final act for our event.”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Suki L. said
“Marlene was an amazing performer, bringing her own equipment to maximize the piano in our house. Patient and understanding with a bored 4 year old that talked to her throughout her set. She even...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Matthew G. said
“We hired D'amico Entertainment for our grand opening event, and they were absolutely excellent. Performing a four piece jazz ensemble in a cavernous car dealership service department is no easy trick,...”
- Boston, MA
- Pianist / Holiday Party Entertainment
- 23 miles from Chelmsford
- $325 – $2,500 per event
Mary H. said
“Dan was the perfect pianist for our baby shower event. He is a wonderful, talented professional and played lovely music, including all the tunes requested. I highly would recommend Dan Alan Levine. It...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- Starts at $1,200 per hour
Jordan G. said
“The Creswell Club made our wedding night so incredibly special. We contracted them for our wedding ceremony and cocktail hour music, and everything went EXACTLY how we wanted. Huge kudos to Dan for...”
- Boston, MA
- Magician / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Cean T. said
“Matt strolled around our Company picnic and did magic tricks for a number of groups, including some with children. We are still trying to figure out some of his tricks. Everyone loved him!...”
- Arlington, MA
- Jazz Band / Holiday Party Entertainment
- 17 miles from Chelmsford
- 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...”
- Arlington, MA
- Bartender / Holiday Party Entertainment
- 17 miles from Chelmsford
- Contact for pricing
Christina M. said
“We celebrated my daughter's college graduation party this past weekend with family and friends arriving from all over. The staff all showed up on time and ready to help me get the party across the...”
- Saugus, MA
- Santa Claus / Holiday Party Entertainment
- 20 miles from Chelmsford
- $50 – $400 per event
Kathy P. said
“He had a very calming voice that made the children comfortable and excited to meet him. ”
- Leominster, MA
- Santa Claus / Holiday Party Entertainment
- 21 miles from Chelmsford
- Starts at $150 per hour
Jacquelyn L. said
“I have a daycare, with several children two and under. Understandably still unsure of Santa, I let Santa Gary know this ahead of time, and that we most likely wouldn't need the full hour (due to fears...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- Starts at $2,500
Maura L. said
“We use Golden Estate for all of our music booking at our venue, Morgan is a pleasure to work with and she is always my first phone call when looking for entertainment. Golden Estate provides...”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- $3,500 – $25,000 per event
Daniel C. said
“I can't stop thinking about the party we had and speechless truly made it happen! This band knows how to play to a crowd, everyone keeps talking about THE BAND a month later!”
- Boston, MA
- Christmas Carolers / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Nick M. said
“Amazing performance and a perfect addition to our holiday party”
- Boston, MA
- Magician / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Jeremy said
“You are fantastic at capturing the attention of an audience even in a virtual setting!”
- Boston, MA
- Christmas Carolers / Holiday Party Entertainment
- 23 miles from Chelmsford
- Contact for pricing
Nancy R. said
“The Christmas Carolers did a fabulous job at our annual Christmas luncheon. They entertained 140+ people with beautiful and festive sounds of the holiday season.”
- Boston, MA
- Jazz Band / Holiday Party Entertainment
- 23 miles from Chelmsford
- Starts at $300
Shauna said
“I hired Louis Pettinelli Entertainment for a Great Gatsby event at work and I would highly recommend them for events! They were prompt, professional and easy to work with. We had a few attendees...”
Stephanie Beach Magic
New member- Littleton, MA
- Magician / Holiday Party Entertainment
- 9 miles from Chelmsford
- 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...
Munsey's Magic
- Medford, MA
- Magician / Holiday Party Entertainment
- 18 miles from Chelmsford
- Contact for pricing
Emma M. said
“We’re literally still talking about it the next day. I need explanations. I need answers. HOW DID YOU DO THAT”
- Boston, MA
- Bartender / Holiday Party Entertainment
- 23 miles from Chelmsford
- Starts at $450
Copa Mobile Bar delivers a fully customizable bar experience to events across New England. From elegant weddings to lively corporate parties and intimate...
- Dracut, MA
- Santa Claus / Holiday Party Entertainment
- 6 miles from Chelmsford
- Starts at $200
Steven B. said
“Santa Paul checked all the boxes, great costume, natural white beard (not fake), wonderful with 16 kids (6 months to 10 years old), gave gifts out, sang songs, read a story and took photos with kids...”
- Andover, MA
- Bartender / Holiday Party Entertainment
- 12 miles from Chelmsford
- $750 – $3,500 per event
Alex F. said
“We hired On the Rocks and Road for our wedding and they were fantastic. Jackie and Cindy were incredibly helpful from the very start. They helped us figure out our menu, designed excellent cocktails...”
- Arlington, MA
- Magician / Holiday Party Entertainment
- 17 miles from Chelmsford
- Starts at $400
Srividya M. said
“Jack made the event so much fun and catered to all ages it was a success!”
- Waltham, MA
- Pianist / Holiday Party Entertainment
- 17 miles from Chelmsford
- Starts at $300
Marie A. said
“Mel was so fun !! Made our party a huge success ❤️”
- Framingham, MA
- Santa Claus / Holiday Party Entertainment
- 22 miles from Chelmsford
- $175 – $250 per hour
Chris W. said
“Santa John brought and authentic and good hearted cheerful Christmas magic to our family Christmas party. He interacted with both the children and adults and added an amazing memory for so many of us!...”
- Bedford, NH
- Mrs. Claus / Holiday Party Entertainment
- 25 miles from Chelmsford
- Starts at $100
Ryan A. said
“Lisa was amazing! She was our Easter Bunny for our Griswold Recreation EGGTOPIA event. Love working with her, purely professional! A local church who stopped by our event ask for her information...”
- Brighton, MA
- Jazz Band / Holiday Party Entertainment
- 20 miles from Chelmsford
- Starts at $250
Elanor B. said
“The Brighton Jazz Trio played for a gala I organized at MIT. They were absolutely wonderful, sounded amazing, were so flexible and willing to work with me and my needs. Everyone at the event...”
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About booking Holiday Party Entertainment in Chelmsford, 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 Chelmsford, 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 Chelmsford 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 Chelmsford, MA area
These Holiday Party Entertainment serve the wider Chelmsford and Middlesex county area and travel to North Chelmsford, Lowell, Westford, North Billerica, Carlisle, Billerica, Dracut, Tyngsboro, Village Of Nagog Woods, Tewksbury, Nutting Lake, Dunstable, Littleton, Pinehurst, Acton, Bedford, Bro, Pelham, Concord, Wilmington, Groton, Hanscom Afb, Burlington, Boxborough, East Pepperell, Ayer, Hudson, Pepperell, Maynard, and Andover.