- Boston, MA
- Magician / Family Entertainment
- 4 miles from Winthrop
- $500 – $2,000 per event
Penni M. said
“Chandler was fantastic.
My guests loved him.”
The 128 Best Family Entertainers for hire in Winthrop, MA
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237 Family Entertainers serving Winthrop, MA
- Boston, MA
- Balloon Twister / Family Entertainment
- 4 miles from Winthrop
- Contact for pricing
Jayasree A. said
“She did so good. She kept children occupied for almost 3hrs. ”
- Boston, MA
- Balloon Twister / Family Entertainment
- 4 miles from Winthrop
- $450 – $3,000 per event
Kathy M. said
“Linda was a great addition to our event and was super engaging with all of the children and adults alike.”
- Boston, MA
- Magician / Family Entertainment
- 4 miles from Winthrop
- Contact for pricing
Raymond R. said
“The kids had a great time and were eager to be called onto stage! He was funny and had good magic tricks :)”
- Allston, MA
- Face Painter / Family Entertainment
- 8 miles from Winthrop
- Contact for pricing
Alex M. said
“Paula was fantastic, the face painting was awesome and kids of all ages loved it! ”
- Wakefield, MA
- Face Painter / Family Entertainment
- 10 miles from Winthrop
- Starts at $145
Thomas K. said
“Cheryl was incredibly easy to work with. Came early, stayed later than originally agreed, and did a stellar job at my daughter's birthday party. Multiple parents came up to me commenting on the...”
- Rockland, MA
- Magician / Family Entertainment
- 17 miles from Winthrop
- Starts at $100
Joel F. said
“Grat Scott providing a hilarious show for my friends and I - wholly recommend.”
- Boston, MA
- Magician / Family Entertainment
- 4 miles from Winthrop
- Contact for pricing
Graham W. said
“Mike was a great entertainer and showman who greatly elevated our event!”
- Boston, MA
- Bubble Entertainment / Family Entertainment
- 4 miles from Winthrop
- Starts at $375
Zarina O. said
“Kids loved it ”
- Hyde Park, MA
- Face Painter / Family Entertainment
- 11 miles from Winthrop
- Contact for pricing
Meredith H. said
“Regina came to my daughter’s birthday party early to set up, and was so patient accommodating all the kids and their face painting requests! Her work was absolutely beautiful and she kept the kids...”
- Burlington, MA
- Face Painter / Family Entertainment
- 14 miles from Winthrop
- Contact for pricing
Candice R. said
“I was extremely happy with the service”
- Westwood, MA
- Magician / Family Entertainment
- 16 miles from Winthrop
- Starts at $400
K. F. said
“Wonderful performers, awesome family event! Highly recommend!”
- Concord, MA
- Face Painter / Family Entertainment
- 19 miles from Winthrop
- Contact for pricing
Alysa K. said
“We had such an incredible experience! He was amazing with the kids, helped each one feel comfortable, and made the coolest designs! Our 4 year old and his friends had so much fun with all the...”
- Shrewsbury, MA
- Magician / Family Entertainment
- 38 miles from Winthrop
- Contact for pricing
Alyssa M. said
“Isaac was great for our annual Halloween Party! His communication, timeliness and willingness to be flexible are to be commended. We had mainly teenagers and parents, and he truly astounded all with...”
- Boston, MA
- Photo Booths / Family Entertainment
- 4 miles from Winthrop
- Contact for pricing
Marco F. said
“Memento Photo Booth was absolutely incredible! From the initial communication through the end of our event, the team was professional, responsive, organized, and genuinely committed to making the...”
Munsey's Magic
- Medford, MA
- Magician / Family Entertainment
- 7 miles from Winthrop
- Contact for pricing
Lauren M. said
“Jim was absolutely amazing for my friend’s bachelorette party. He had even the most skeptical of our friends stunned. I can’t express how good he was! I would absolutely hire him again in the future.”
Stephanie Beach Magic
New member- Littleton, MA
- Magician / Family Entertainment
- 29 miles from Winthrop
- Starts at $295
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...
- Arlington, MA
- Magician / Family Entertainment
- 9 miles from Winthrop
- Starts at $400
Kelli W. said
“Jack was excellent. Hired him for my husband’s 40th birthday party. Great communication from the start. Worked with our flexible party schedule and stayed throughout the event. All of our guests are...”
- Chelmsford, MA
- Caricaturist / Family Entertainment
- 25 miles from Winthrop
- $100 – $150 per hour
Mindy W. said
“We were thrilled to have this addition to our dog rescue fundraising walk. Having charicatures of our dogs was such a plus for our attendees!”
- Chelmsford, MA
- Face Painter / Family Entertainment
- 25 miles from Winthrop
- Starts at $95 per hour
Gina H. said
“Sarah was very communicative with logistics and very flexible when we had to move locations. She is very talented, adding unique flare and glitter to her designs. We almost couldn't fit all the kids...”
- Boston, MA
- Magician / Family Entertainment
- 4 miles from Winthrop
- Contact for pricing
Tobias R. said
“So great! He was amazing with the kids, super patient, and kept everyone entertained. The magic was fun and the energy was just right — would 100% book again! ”
- Lynn, MA
- Face Painter / Family Entertainment
- 7 miles from Winthrop
- Starts at $100
Erin G. said
“Motitas provided gorgeous face painting designs and had a great approach with kids at our school festival. I also appreciated how responsive and professional she was throughout our planning...”
- Salem, MA
- Caricaturist / Family Entertainment
- 11 miles from Winthrop
- Starts at $100 per hour
Kaylee G. said
“Josh is not only great at his artwork, he is also so professional and kind. We hired him for our wedding and he was punctual, friendly, and our guest all loved him and his work! My husband and I...”
- Randolph, MA
- Balloon Twister / Family Entertainment
- 15 miles from Winthrop
- Contact for pricing
Emely A. said
“Thank you again Mr. Balloon Guy, for your great service during our community cookout! Children and adults alike love your creations. We love having you join us each year. Mr. Balloon Guy showed up...”
- Boston, MA
- Caricaturist / Family Entertainment
- 4 miles from Winthrop
- $150 per hour
Michael H. said
“Susan was extremely professional and responsive. I appreciated how she kept in touch with me and handled our communication. The day of the event she got bumped around and she adapted to that...”
- Brookline, MA
- Magician / Family Entertainment
- 8 miles from Winthrop
- Starts at $400
Gregory S. said
“Great experience, we had a small group bachelor party of 8, Oliver did a great job involving everybody and the night was a great success ”
- Allston, MA
- Puppet Show / Family Entertainment
- 8 miles from Winthrop
- $250 – $500 per event
Courtney said
“Brenda was very kind and professional planning and performing the Bella Show. The two year-olds were captivated! She really went above and beyond to make it a very special experience for my toddler....”
- Salem, MA
- Face Painter / Family Entertainment
- 11 miles from Winthrop
- Contact for pricing
Patty D. said
“This was the first time we hired Tracy for our Fall Festival. Tracy was awesome, her artwork (yes artwork) was so good that once one student saw the end results the word spread and many students and...”
- Wilmington, MA
- Magician / Family Entertainment
- 15 miles from Winthrop
- Starts at $300
Nick D. said
“Joe was great mingling with the crowd and wowing everyone there. ”
- Natick, MA
- Game Show / Family Entertainment
- 20 miles from Winthrop
- Contact for pricing
Visala C. said
“Adit had everything planned down to the T. The missions were extremely fun, engaging and interesting - even when playing with strangers. He also had secret missions planned for us and chose discrete...”
- Lowell, MA
- Face Painter / Family Entertainment
- 25 miles from Winthrop
- Starts at $300
Stephanie G. said
“What a great team! We had 2 folks for a family fun day- one for face paint and one for henna. They had a line going for the full 3 hours we had them booked. They were super professional, arrived on...”
- Lowell, MA
- Face Painter / Family Entertainment
- 25 miles from Winthrop
- $150 – $175 per hour
Elizabeth K. said
“Kim did a wonderful job for my company outing. The kids and kids at heart really enjoyed her work!”
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About booking Family Entertainment in Winthrop, MA
Family events come to life with entertainment that delivers fun, laughter, and unforgettable memories for every generation. The right performers set the tone, whether it’s a lively musician or DJ getting everyone dancing, or a magician who amazes kids and adults alike. From face painters and balloon twisters to jugglers, clowns, and interactive games, professional entertainers transform birthdays, picnics, reunions, and community gatherings into joyful celebrations.
The cost of hiring family entertainers in Winthrop, Massachusetts will vary depending on the type of entertainment, their experience, and the length of the performance. Services like balloon twisting may be cheaper than more involved performances like magic shows. Contact the local acts above to discuss your event and receive a customized quote.
As you explore Winthrop family entertainers, check out profiles to learn about their party packages, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve brought the fun to similar events. When requesting a quote, communicate things like your event location, audience size, performance space, and desired atmosphere to get the most accurate pricing.
Once you find the performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book family-friendly entertainment. You can message the acts, 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 sit back and let the family fun begin!
Family Entertainment serving the Winthrop, MA area
These Family Entertainment serve the wider Winthrop and Suffolk county area and travel to Chelsea, Revere, East Boston, Charlestown, Boston, Everett, Nahant, Malden, Somerville, Cambridge, Roxbury Crossing, Saugus, Hull, Dorchester, Lynn, Roxbury, Medford, Melrose, Dorchester Center, Brookline Village, New Town, Brookline, Swampscott, Allston, Jamaica Plain, West Medford, Quincy, Mattapan, Arlington, and Brighton.