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438 Holiday Party Entertainers serving Woburn, MA

Featured

NewBartenders

5.0 (2)
Top Performer
3 Verified bookings

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 10 miles from Woburn
  • Starts at $500

Kristina F. said “Hired for a birthday party and everyone loved it! So much talent - and such a conversation starter! Great way to turn up the volume on an event”
Featured

Gerry Beaudoin Trio

4.97 (40)
Top Performer
59 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • $250 – $5,000 per event

Mike P. said “For an event at the Bostonia public, this was perfect ambiance for our business cocktail event. I received so many compliments about the music and actually struck up a conversation about jazz with a...”
Featured

Matt Roberts: Clean Comedy Magic

5.0 (74)
Top Performer
120 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

Devon H. said “My friends and family are still talking about how awesome Matt's performance was at our Halloween party! The party was for young children and their parents, and I hired Matt to perform walk-around...”
Featured

Shadowbreeze

5.0 (2)
Top Performer
3 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

Lucy T. said “They played at a 1920s themed party I had organized and they were incredible! Well prepared, on time, kind, and very talented. I would highly recommend!”
Featured

Chandler Boston Magician

5.0 (11)
Top Performer
15 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 10 miles from Woburn
  • $500 – $2,000 per event

Brendan R. said “Hey was incredible and the talk of the party. I had folks as old as 75 and as young as 6 at the party and all were amazed. Seamlessly blended into the party and was just a joy to have. Couldn't...”
Featured

Jazz Breeze

5.0 (29)
Top Performer
47 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

Austin S. said “Jazz Breeze was such a pleasure to work with when planning for our wedding welcome dinner event. Marlene's communication was super efficient and informative. She checked in on me, but did not pressure...”
Featured

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

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

Dan Alan Levine Music

5.0 (6)
Top Performer
18 Verified bookings

  • Boston, MA
  • Pianist / Holiday Party Entertainment
  • 10 miles from Woburn
  • $325 – $2,500 per event

Edgar K. said “Dan met our expectations to provide the musical entertainment for my 80th birthday celebration. For any suitable future occasion, I would like to engage him again.”
Featured

AJ Piano Works - Restaurant, Bar, & Hotel Lounge Pianist & Singer

5.0 (17)
Top Performer
24 Verified bookings

  • Boston, MA
  • Pianist / Holiday Party Entertainment
  • 10 miles from Woburn
  • $200 – $800 per event

Christopher E. said “It was a distinct pleasure to have the opportunity to work with AJ for my engagement party. AJ was generous with his time, meeting with me the night before to go through logistics, and to do a...”
Featured

The Creswell Club

5.0 (32)
Top Performer
43 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Starts at $1,200 per hour

Matthew C. said “Controlled the atmosphere set the mardi gras vibe”
Featured

Gillian Berkowitz

5.0 (48)
Top Performer
58 Verified bookings

  • Natick, MA
  • Pianist / Holiday Party Entertainment
  • 17 miles from Woburn
  • 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

Santa MetroWest

5.0 (43)
Top Performer
97 Verified bookings

  • Framingham, MA
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from Woburn
  • $225 – $250 per event

Carol D. said “Little ones and even the adults enjoyed Santa. Santa was very interactive with the kids and he gave out gifts to both kids and adults. We sang "Rudolph the Red Nosed Reindeer" with Santa. ...”
Featured

Santa Grande

5.0 (7)
Top Performer
16 Verified bookings

  • Salem, NH
  • Santa Claus / Holiday Party Entertainment
  • 22 miles from Woburn
  • $200 – $350 per hour

Kathy F. said “Santa Grande was terrific at our two day fundraising event! I received so many comments from the visitors letting us know how wonderful he was with the kids and the adults alike. Thank you Santa...”
Featured

Todd Brunel Musical Groups

5.0 (4)
6 Verified bookings

  • Arlington, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Woburn
  • Starts at $200

Chris W. said “Todd's quartet was the perfect choice for our big event. We couldn't have been happier w/ their world-class musicianship, friendly and professional demeanour, flexibility (accommodating and...”
Featured

Exquisite Event Services

4.76 (78)
144 Verified bookings

  • Arlington, MA
  • Bartender / Holiday Party Entertainment
  • 4 miles from Woburn
  • Contact for pricing

Rachael B. said “David + Team help out with a large graduation party. David provided two helpers for the event who were EXCELLENT, highly trained, extremely courteous, smart, and professionally dressed. I walked...”
Featured

Marvelous Santas

4.99 (57)
102 Verified bookings

  • Saugus, MA
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Woburn
  • $50 – $400 per event

Jim W. said “Santa came by early morning for a Christmas in July birthday breakfast and did a great job. Even had the full suit on. Would recommend Marvelous Santas to anyone looking for a home visit.”
Featured

SpeechLess

4.98 (21)
2 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • $3,500 – $25,000 per event

Kelly M. said “My entire family was absolutely blown away! During the ceremony, my sister—the maid of honor—could barely finish her reading because Speechless Strings played such a breathtaking remembrance piece for...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

Ashley R. said “Mike’s performance at my Birthday Party at Casa Loma , Toronto on Oct 6, 2025 left our 60 guests in awe and puzzling as to how he was able to execute what appeared to be impossible tricks, some of...”
Featured

Morgan Treni & The Golden Estate House Band

5.0 (17)
1 Verified booking

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Starts at $2,500

Geniece M. said “I can’t tell you enough how wonderful Morgan and her band is. We had them perform at our company event that included a five course dinner and wine pairing in a very intimate environment and they...”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Boston, MA
  • Christmas Carolers / Holiday Party Entertainment
  • 10 miles from Woburn
  • 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

Holiday Victorian Carolers

4.91 (34)
65 Verified bookings

  • Boston, MA
  • Christmas Carolers / Holiday Party Entertainment
  • 10 miles from Woburn
  • Contact for pricing

Melissa M. said “The group arrived promptly, and were dressed in wonderful Victorian clothing. They provided an array of songs, some religious and some just fun. They took requests, and engaged with guests. Everyone...”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 10 miles from Woburn
  • Starts at $300

Hannah M. said “Louis Pettinelli Entertainment were outstanding for our wedding reception dinner. They were so professional to work with during the contract phase and understanding what we wanted. We had a Trio...”
Featured

The Donnino Mentalists - Beyond Imagination!

5.0 (16)
14 Verified bookings

  • Westwood, MA
  • Magician / Holiday Party Entertainment
  • 19 miles from Woburn
  • Starts at $400

Jonathan G. said “The Donnino Mentalists put on a great show for us at our summer program. All of our students were excited and clamoring to get up on stage. They left me speechless at the end and I would be glad to...”
Featured

Munsey's Magic

5.0 (84)

  • Medford, MA
  • Magician / Holiday Party Entertainment
  • 5 miles from Woburn
  • Contact for pricing

Brendan M. said “Our son wanted a magic show for his 9th birthday and Munsey’s Magic was a great hit! The tricks were great (I’m still scratching my head at more than a few!) but the best part was the delivery -...”
Featured

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 10 miles from Woburn
  • 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...
Featured

  • Littleton, MA
  • Magician / Holiday Party Entertainment
  • 19 miles from Woburn
  • 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...

Jack Miller Magic

5.0 (2)
Top Performer
11 Verified bookings

  • Arlington, MA
  • Magician / Holiday Party Entertainment
  • 4 miles from Woburn
  • Starts at $400

Mariana R. said “We hired a magician for my 25th birthday and it was one of the highlights of the night! The show was incredible from start to finish. The tricks were mind-blowing, interactive, and had everyone...”

Mel Stiller

5.0 (8)
Top Performer
11 Verified bookings

  • Waltham, MA
  • Pianist / Holiday Party Entertainment
  • 8 miles from Woburn
  • Starts at $300

Sofia R. said “I cannot say enough amazing things about Mel! He was the perfect addition to our Christmas party and honestly I do not think I can host without him now! The music was spot on with the best mix of...”

On the Rocks and Road

5.0 (2)
Top Performer
2 Verified bookings

  • Andover, MA
  • Bartender / Holiday Party Entertainment
  • 12 miles from Woburn
  • $750 – $3,500 per event

Tasneem C. said “Jackie and Cindy were fantastic. They were creative, professional, talented, and a pleasure to work with. ”

Santa Paul

5.0 (8)
Top Performer
21 Verified bookings

  • Dracut, MA
  • Santa Claus / Holiday Party Entertainment
  • 15 miles from Woburn
  • Starts at $200

Susan J. said “Santa Paul was great! Highly recommend as he came in Santa ready! And the very welcoming! ”

North Pole Santa John

4.84 (24)
Top Performer
52 Verified bookings

  • Framingham, MA
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from Woburn
  • $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...”

Brighton Jazz Trio

5.0 (1)
2 Verified bookings

  • Brighton, MA
  • Jazz Band / Holiday Party Entertainment
  • 9 miles from Woburn
  • 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 Woburn, 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 Woburn, 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 Woburn 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 Woburn, MA area

These Holiday Party Entertainment serve the wider Woburn and Middlesex county area and travel to Winchester, Stoneham, Burlington, West Medford, Arlington Heights, Reading, Lexington, Wakefield, Arlington, Melrose, Medford, Wilmington, Pinehurst, Malden, Belmont, Bedford, North Waltham, Hanscom Afb, Waverley, Lynnfield, Nutting Lake, Somerville, Everett, Saugus, North Reading, Cambridge, Watertown, Billerica, New Town, and Waltham.

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