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434 Holiday Party Entertainers serving Brookline, MA

Featured

D'Amico Entertaintainment

5.0 (75)
Top Performer
39 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $300-20,000

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

Matt Roberts: Clean Comedy Magic

5.0 (64)
Top Performer
111 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 4 miles from Brookline
  • Contact for rates

Ethan F. said “The show was so awesome. Matt is super personable and everyone had a great time. All my friends were amazed. ”
Featured

Gerry Beaudoin Trio

4.97 (40)
Top Performer
58 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $250.00-$5000.00

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. ”
Featured

Dan Alan Levine Music

5.0 (6)
Top Performer
17 Verified bookings

  • Boston, MA
  • Pianist / Holiday Party Entertainment
  • 4 miles from Brookline
  • $325-$2500

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... ”
Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
61 Verified bookings

  • Boston, MA
  • Pianist / Holiday Party Entertainment
  • 4 miles from Brookline
  • $200-$1500

Marty B. said “Judy was scheduled to play for 2 hours at our anniversary event. She arrived plenty early and very accommodating g. My apologies for not helping her carry in all the equipment as I promised, but she... ”
Featured

The Creswell Club

5.0 (31)
Top Performer
41 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $1,200 and up

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... ”
Featured

Louis Pettinelli Entertainment

4.92 (68)
Top Performer
243 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $300 dollars and up

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

Behind Bars Mixology&Flair Show

5.0 (1)
Top Performer
2 Verified bookings

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 4 miles from Brookline
  • $500 and up

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... ”
Featured

Chandler Boston Magician

5.0 (7)
Top Performer
8 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 4 miles from Brookline
  • $500-$2,000

Peter C. said “Chandler's magic was amazing. He was also quite entertaining. We hired him for an annual holiday party of about 35 people. Everyone was thoroughly impressed and enthralled. He made the evening a... ”
Featured

Jazz Breeze

5.0 (24)
Top Performer
44 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • Contact for rates

Elizabeth S. said “Marlene is an excellent pianist, guests had a nice time chatting with her between songs. Thank you for playing during our open house! ”
Featured

Exquisite Event Services

4.76 (74)
Top Performer
136 Verified bookings

  • Arlington, MA
  • Bartender / Holiday Party Entertainment
  • 6 miles from Brookline
  • $180-20,000

Shanna S. said “I booked waitstaff about a week ahead for Memorial Day Weekend graduation party. Communication was prompt and pricing better than others. Staff arrived early and ready to do anything we needed. Made... ”
Featured

Gillian Berkowitz

5.0 (47)
Top Performer
55 Verified bookings

  • Natick, MA
  • Pianist / Holiday Party Entertainment
  • 12 miles from Brookline
  • $300 and up

Amy S. said “Gillian was so wonderful! Her playing was delightful and warm and set the perfect tone for our intimate holiday party. Would highly recommend! ”
Featured

Great Scott Productions

4.84 (73)
Top Performer
146 Verified bookings

  • Rockland, MA
  • Magician / Holiday Party Entertainment
  • 17 miles from Brookline
  • $100 and up

Lily J. said “Was a very fun party magician for all ages! Loved the character parody songs. ”
Featured

Santa Dan

4.99 (102)
Top Performer
245 Verified bookings

  • Taunton, MA
  • Santa Claus / Holiday Party Entertainment
  • 30 miles from Brookline
  • $ 175 - $1000

Monica C. said “This was our 3rd year having Santa Dan visit our home in Christmas Eve. He is always jolly, on time and the children love him. ”
Featured

Santa Grande

5.0 (6)
Top Performer
11 Verified bookings

  • Salem, NH
  • Santa Claus / Holiday Party Entertainment
  • 32 miles from Brookline
  • $150 - $300/hr

Shayna M. said “Santa Grande was great and made all of the children so happy! ”
Featured

SpeechLess

4.98 (21)
2 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $3,500-25,000

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! ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (22)
23 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 4 miles from Brookline
  • Contact for rates

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting! ”
Featured

Morgan Treni & The Golden Estate House Band

5.0 (17)
1 Verified booking

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 4 miles from Brookline
  • $3500

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... ”
Featured

Holiday Victorian Carolers

4.91 (34)
64 Verified bookings

  • Boston, MA
  • Christmas Carolers / Holiday Party Entertainment
  • 4 miles from Brookline
  • Contact for rates

Nick M. said “Amazing performance and a perfect addition to our holiday party ”
Featured

Santa Bob

5.0 (11)
13 Verified bookings

  • Mattapan, MA
  • Santa Claus / Holiday Party Entertainment
  • 4 miles from Brookline
  • $200 and up

Jane J. said “Santa Bob has now been a part of our Christmas celebration for 2 years in a row, and he is just a joy to work with! He is prompt, professional, kind and above all, enthusiastic and loving towards... ”
Featured

Marvelous Santas

4.98 (55)
97 Verified bookings

  • Saugus, MA
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Brookline
  • $50-400

Bobby N. said “We hired Santa Brian to do a quick special guest spot at our August wedding. As important as it was for my wife and me to be in attendance, Santa's presence will be what our guests (and us)... ”
Featured

Santa MetroWest

5.0 (41)
87 Verified bookings

  • Framingham, MA
  • Santa Claus / Holiday Party Entertainment
  • 16 miles from Brookline
  • $225-250 for in-person 1/2 hr. visits.

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

ChillyTwixt Mobile Bar

5.0 (2)
5 Verified bookings

  • Beverly, MA
  • Bartender / Holiday Party Entertainment
  • 20 miles from Brookline
  • Contact for rates

Janet A. said “Juliana arrived in plenty of time to set up before the event and was gracious and welcoming to all. ”
Featured

Matt Adamson Live

5.0 (4)
6 Verified bookings

  • Londonderry, NH
  • Magician / Holiday Party Entertainment
  • 39 miles from Brookline
  • $300 and up

Jessica G. said “We hired Matt for a corporate party of 30 and he was wonderful. The room was engaged, energized, and genuinely amazed. His performance was fun, intelligent, and perfectly tailored to his audience.... ”
Featured

Copa Mobile Bar

New member

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 4 miles from Brookline
  • $450 and up

Copa Mobile Bar delivers a fully customizable bar experience to events across New England. From elegant weddings to lively corporate parties and intimate...
Featured

Munsey's Magic

5.0 (84)

  • Medford, MA
  • Magician / Holiday Party Entertainment
  • 6 miles from Brookline
  • Contact for rates

Emma M. said “We’re literally still talking about it the next day. I need explanations. I need answers. HOW DID YOU DO THAT ”
Featured

  • Cumberland, RI
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Brookline
  • $100 to $150 an hr

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

  • Salem, NH
  • Jazz Band / Holiday Party Entertainment
  • 32 miles from Brookline
  • Contact for rates

Mark S. said “I hired Rick and his band to play for the cocktail hour for my daughter's wedding. Rick was a true professional from beginning to end. We discussed the logistics of the event when booking and he... ”
Featured

  • Hope, RI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 36 miles from Brookline
  • Contact for rates

New England Carriage Company provides professional, compassionate horse-drawn services throughout RI, MA, CT, NH, VT, and parts of ME. We specialize in...

Todd Brunel Musical Groups

5.0 (4)
Top Performer
6 Verified bookings

  • Arlington, MA
  • Jazz Band / Holiday Party Entertainment
  • 6 miles from Brookline
  • $200-$2000 and up

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... ”

Brighton Jazz Trio

5.0 (1)
2 Verified bookings

  • Brighton, MA
  • Jazz Band / Holiday Party Entertainment
  • 2 miles from Brookline
  • $250 and up

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... ”

Fred Woodard

5.0 (4)
6 Verified bookings

  • Dorchester, MA
  • Jazz Band / Holiday Party Entertainment
  • 3 miles from Brookline
  • Contact for rates

Susan C. said “Fred Woodard and his jazz band could not have done a better job at my recent corporate event in Boston. The stakes were very, very high for my company (and ME!) with the whose who of our industry in... ”

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About booking Holiday Party Entertainment in Brookline, 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 Brookline, 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 Brookline 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 Brookline, MA area

These Holiday Party Entertainment serve the wider Brookline and Norfolk county area and travel to Brookline Village, Roxbury Crossing, Jamaica Plain, Allston, Roxbury, New Town, Brighton, Chestnut Hill, Cambridge, Newton Corner, Roslindale, Dorchester, Boston, Dorchester Center, Newton Center, Somerville, Mattapan, Watertown, West Roxbury, Charlestown, Newton Highlands, Newton, Newtonville, Nonantum, East Boston, Waverley, Hyde Park, Newton Upper Falls, Belmont, and West Newton.

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