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391 Holiday Party Entertainers serving Plymouth, MA

Featured

Santa Ross

5.0 (6)
Top Performer
19 Verified bookings

  • Marshfield, MA
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Plymouth
  • Starts at $250

Annie H. said “We had Santa Ross for a house party. He was so great with the kids! All the adults were so impressed. And he was really communicative beforehand. Hope to have him back next year! ”
Featured

Great Scott Productions

4.82 (77)
Top Performer
160 Verified bookings

  • Rockland, MA
  • Magician / Holiday Party Entertainment
  • 17 miles from Plymouth
  • Starts at $100

Berry X. said “we had a great time with The Great Scott!”
Featured

Santa Dan

4.99 (104)
Top Performer
268 Verified bookings

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

Jessika G. said “Santa Dan has now been a returning Santa for my holiday minis for 3 years and will be back again for even more fun this year. We can’t wait!”
Featured

On it! Staffing

5.0 (16)
Top Performer
25 Verified bookings

  • Dennis, MA
  • Bartender / Holiday Party Entertainment
  • 29 miles from Plymouth
  • $50 per hour

Rosanne A. said “Patricia and Junior were friendly, efficient, and went above and beyond serving guests at my book launch party; helped with cleanup too! I’d hire them again in a heartbeat!!”
Featured

Candy Cane Santa

5.0 (3)
Top Performer
2 Verified bookings

  • West Yarmouth, MA
  • Santa Claus / Holiday Party Entertainment
  • 31 miles from Plymouth
  • $40 – $800 per hour

Kate said “Santa came for a picture event and did a such a great job. the kids felt so comfortable and it was such a great experience !”
Featured

Gerry Beaudoin Trio

4.97 (40)
Top Performer
59 Verified bookings

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

Dan M. said “Gerry was friendly and professional. His performance exceeded expectations!”
Featured

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

5.0 (17)
Top Performer
24 Verified bookings

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

Sam P. said “I would highly recommend AJ. He prepared three songs for our wedding ceremony and played prelude music while guests arrived. He was very communicative and accommodating to our requests. A fantastic...”
Featured

Chandler Boston Magician

5.0 (11)
Top Performer
15 Verified bookings

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

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

D'Amico Entertaintainment

5.0 (88)
Top Performer
45 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

John C. said “Alex Sandro and Leo were an absolutely fabulous jazz ensemble. Alex was a consummate pianist Sandro was a fabulous violinist and Leo was the best bassist ever. Everyone thoroughly enjoyed their...”
Featured

NewBartenders

5.0 (2)
Top Performer
3 Verified bookings

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 34 miles from Plymouth
  • 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

Dan Alan Levine Music

5.0 (6)
Top Performer
18 Verified bookings

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

Patricia L. said “Delightful music for my daughter's bridal shower!”
Featured

Matt Roberts: Clean Comedy Magic

5.0 (74)
Top Performer
120 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

Jeanette B. said “Matt did table side magic for 150+ seniors for our annual National Asisted Living Week Luncheon this past week and he was phenomenal! Very impressive, got the crowd going between dancing & dinner &...”
Featured

Jazz Breeze

5.0 (29)
Top Performer
47 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

McDonald said “Marlene was super responsive and patient with me through the entire process. Based on my needs she paired me with Brian. Brian was able to play all the covers we requested such as love story by Taylor...”
Featured

Shadowbreeze

5.0 (2)
Top Performer
3 Verified bookings

  • Boston, MA
  • Jazz Band / Holiday Party Entertainment
  • 34 miles from Plymouth
  • 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

The Creswell Club

5.0 (32)
Top Performer
43 Verified bookings

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

Sarah G. said “Dan and the group were amazing. They had a great selection of music for our corporate holiday party moving from cocktail hour to dinner music. Well timed and very accommodating. Highly recommend for...”
Featured

Santa Phil, Mrs Claus and their Magic Tesla

4.94 (19)
Top Performer
52 Verified bookings

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

Katherine B. said “We had the pleasure of having Santa and Mrs. Claus visit our Christmas party. They kept all of the kids attention telling stories and singing songs. Everyone got to take pictures and before leaving...”
Featured

Weir the Music

5.0 (8)
3 Verified bookings

  • Hyannis, MA
  • Pianist / Holiday Party Entertainment
  • 29 miles from Plymouth
  • $500 – $5,000 per event

Jean B. said “We had a 50th anniversary/bar mitzvah party. The music was jazz, klezmer, pop/rock. Everyone loved it!”
Featured

Santa Doug

5.0 (2)
6 Verified bookings

  • Dennis, MA
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Plymouth
  • Starts at $250

Alex B. said “We’ve been lucky to receive Santa’s visit every Christmas for the last few years but this was our 1st year with Santa Doug. Santa Doug was above and beyond our expectations, he was kind and gave...”
Featured

The Donnino Mentalists - Beyond Imagination!

5.0 (16)
14 Verified bookings

  • Westwood, MA
  • Magician / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Starts at $400

Christine G. said “The entire Donnino family was amazingly entertaining. Their performance left our guests in awe! As a family campground, it was the perfect act to book for an evening that was appropriate for all ages....”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Boston, MA
  • Christmas Carolers / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

Pete H. said “The Christmas Carolers were outstanding. Their singing brought alot of the Christmas Spirit to our Christmas Party. ”
Featured

SpeechLess

4.98 (21)
2 Verified bookings

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

Lori V. said “Choosing Speechless to provide a DJ for our wedding was an absolute game-changer. From our first meeting, their team demonstrated professionalism and an incredible understanding of our musical...”
Featured

Morgan Treni & The Golden Estate House Band

5.0 (17)
1 Verified booking

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

Julia D. said “We can't articulate well enough how grateful we were to have had GEE be a part of our wedding weekend. The weekend felt just as we hoped it would, and the music you played at our Welcome Party,...”
Featured

Holiday Victorian Carolers

4.91 (34)
65 Verified bookings

  • Boston, MA
  • Christmas Carolers / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

Gary S. said “Had a great time”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Boston, MA
  • Magician / Holiday Party Entertainment
  • 34 miles from Plymouth
  • Contact for pricing

Kristina T. said “Mike put on an awesome show. He was punctual, prepared and very organized. He was engaging with the crowd and was just an absolute pleasure to be around. Everyone was amazed by his talent. Fun was...”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

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

Kelly S. said “Hired for our corporate event. They did a fantastic job from communication to execution to performance. Thanks!”
Featured

Rhode Island Santa Claus

5.0 (2)
2 Verified bookings

  • Bristol, RI
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Plymouth
  • Contact for pricing

Laura W. said “Michael was really great to work with. He was easy to communicate with, arrived on time and was incredible with the children and adults alike. Everyone complimented us on Santa. Can't wait to...”
Featured

Marvelous Santas

4.99 (57)
102 Verified bookings

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

Gary said “Great Santa who everyone loved. He did an amazing job meeting and greeting everyone at the event, and was a role model for the children. Would hire him again in a second. Really nice guy!”
Featured

  • Boston, MA
  • Bartender / Holiday Party Entertainment
  • 34 miles from Plymouth
  • 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

  • Cumberland, RI
  • Santa Claus / Holiday Party Entertainment
  • 38 miles from Plymouth
  • $100 – $150 per hour

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

  • Hope, RI
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 38 miles from Plymouth
  • 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

Munsey's Magic

5.0 (84)

  • Medford, MA
  • Magician / Holiday Party Entertainment
  • 39 miles from Plymouth
  • Contact for pricing

L N. said “I hosted a surprise party for my friends 28th birthday. We had 16 guests. Not only did Jim carefully cooperate with me for the surprise to happen, he was an incredibly thoughtful guest! There was a...”

Santa George

5.0 (2)
Top Performer
6 Verified bookings

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

Susan L. said “He was great with the kids.”

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

These Holiday Party Entertainment serve the wider Plymouth and Plymouth county area and travel to Kingston, White Horse Beach, Duxbury, Manomet, Carver, North Carver, Plympton, Green Harbor, South Carver, Marshfield, Monponsett, Halifax, Brant Rock, Ocean Bluff, Ocean Bluff-Brant Rock, Pembroke, Bryantville, North Pembroke, Humarock, West Wareham, Sagamore Beach, Middleboro, Marshfield Hills, Hanson, East Wareham, Wareham Center, Wareham, North Marshfield, Sagamore, and Hanover.

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