- Boston, MA
- Balloon Twister / Outdoor Party Entertainment
- 4 miles from Winthrop
- Contact for rates
Jayasree A. said
“She did so good. She kept children occupied for almost 3hrs. ”
The 163 Best Outdoor Party Entertainers for hire in Winthrop, MA
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298 Outdoor Party Entertainers serving Winthrop, MA
- Boston, MA
- Balloon Twister / Outdoor Party Entertainment
- 4 miles from Winthrop
- $450-$3000 depending on travel distance/ style
Kathy M. said
“Linda was a great addition to our event and was super engaging with all of the children and adults alike. ”
- Hyde Park, MA
- Face Painter / Outdoor Party Entertainment
- 11 miles from Winthrop
- Contact for rates
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... ”
- Andover, MA
- Juggler / Outdoor Party Entertainment
- 21 miles from Winthrop
- $500-3500
Donna M. D. said
“Did a good job keeping kids attention ”
- Boston, MA
- Juggler / Outdoor Party Entertainment
- 4 miles from Winthrop
- Contact for rates
Itty P. said
“Danny did a wonderful job! He arrived on time, was easy going to work with and moved with the flow of our event. He provided fun LED Juggling entertainment and the crowd enjoyed it! ”
- Boston, MA
- Bubble Entertainment / Outdoor Party Entertainment
- 4 miles from Winthrop
- $375 and up
Angela J. said
“We loved all the bubbles!!! Great job!! ”
- Burlington, MA
- Face Painter / Outdoor Party Entertainment
- 14 miles from Winthrop
- Contact for rates
Candice R. said
“I was extremely happy with the service ”
- Danvers, MA
- Fire Performer / Outdoor Party Entertainment
- 14 miles from Winthrop
- $200 and up - highly dependent on performance
Jess B. said
“Unbelievable show! The entertainers communicated in advance and arrived A bit early to the event to set up and make sure that the performance area was ideal and safe. The show was over the top amazing... ”
- Concord, MA
- Face Painter / Outdoor Party Entertainment
- 19 miles from Winthrop
- Contact for rates
Alicia said
“We hired this vendor for a family work event. I was delighted with his service, his responses, and pricing!
I highly recommend him and will be my go-to for face painting and balloon-twisting parties! ”
- Brockton, MA
- Mobile DJ / Outdoor Party Entertainment
- 20 miles from Winthrop
- $700— $4000
Sarah V. said
“We gave him a list of music we wanted to hear, and he gave us a great mix. Non-stop for the full time we had him, and he would take requests off the parameters we gave him with no problem! Would... ”
Kevin Kinetic
- West Newbury, MA
- Juggler / Outdoor Party Entertainment
- 29 miles from Winthrop
- Contact for rates
Dr.gula said
“Kevin is one of the most professional performers I have ever met always on time always gives it his all and always kills it so if you want some amazing mind blowing juggling for any type of event... ”
- Chelmsford, MA
- Face Painter / Outdoor Party Entertainment
- 25 miles from Winthrop
- $95hr, + travel time
Krushi S. said
“Sarah was really nice to work with before and during the event. She showed up on time, quickly set up and was able to satisfy all the little customers at the party! :-) She came with lots of ideas for... ”
Motitas
1 Verified booking- Lynn, MA
- Face Painter / Outdoor Party Entertainment
- 7 miles from Winthrop
- $100 and up
🎨 Professional face painter with over 10 years of artistic experience, specializing in fun, colorful, and creative designs for children’s parties, school...
- Randolph, MA
- Balloon Twister / Outdoor Party Entertainment
- 15 miles from Winthrop
- Contact for rates
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... ”
- Cambridge, MA
- Face Painter / Outdoor Party Entertainment
- 6 miles from Winthrop
- $150 and up
Lauren S. said
“We had such a great experience! Amazing artist, came on time, kind and friendly. I highly recommend. ”
- Wakefield, MA
- Face Painter / Outdoor Party Entertainment
- 10 miles from Winthrop
- $145 and up
Kevyn A. said
“Cheryl was fantastic! She was prompt to respond in the booking process, arrived early for set-up and painted non-stop for nearly 4 hours. She was a trooper to endure the volume of kiddos and heat we... ”
- Salem, MA
- Face Painter / Outdoor Party Entertainment
- 11 miles from Winthrop
- Contact for rates
Cheyanne B. said
“The Funky Brush did an amazing job at my daughter’s birthday party! We had a lot of kids, and she was able to paint them quickly, but the artwork was flawless. Lots of parents asked me for her info.... ”
- Lowell, MA
- Face Painter / Outdoor Party Entertainment
- 25 miles from Winthrop
- Contact for rates
Elizabeth K. said
“Kim did a wonderful job for my company outing. The kids and kids at heart really enjoyed her work! ”
- Pawtucket, RI
- Balloon Twister / Outdoor Party Entertainment
- 40 miles from Winthrop
- Contact for rates
Matt C. said
“Christine was fantastic to work with. We had lots of communication prior to the event and she did a fantastic job during the event and it was well received. We would definitely hire her again ”
- Boston, MA
- Bubble Entertainment / Outdoor Party Entertainment
- 4 miles from Winthrop
- Contact for rates
Katya said
“Melissa was great in every way, she was prompt, nice, energetic, funny and the kids (and adults) had the best time! I would highly recommend her bubble show. I had a lot of friends at the party asking... ”
- Boston, MA
- Stilt Walker / Outdoor Party Entertainment
- 4 miles from Winthrop
- $800 and up
Ceasar M. said
“The performers were punctual and just blew the crowd away! Costumes were beautiful and the talented walkers were able to wow the crowd and engage in a way that will be memorable and everlasting!... ”
Flowy Jane
1 Verified booking- Boston, MA
- Fire Performer / Outdoor Party Entertainment
- 4 miles from Winthrop
- Contact for rates
Through her unique blend of flow arts, modern dance, and freestyle movement, Flowy Jane creates captivating performances that articulate music and emotions in...
- Boston, MA
- Fire Performer / Outdoor Party Entertainment
- 4 miles from Winthrop
- $375 and up
Joe W. said
“I recently hired Katastrophi to provide fire art for the Somerville Open Studios weekend of art. She was extremely professional. I had never hired a fire artist before so she walked me through the... ”
- Boston, MA
- Mobile DJ / Outdoor Party Entertainment
- 4 miles from Winthrop
- $300 and up.
Erica A. said
“Djdamion did a great job and his price was very affordable! ”
- Boston, MA
- Face Painter / Outdoor Party Entertainment
- 4 miles from Winthrop
- $150 and up
Jonathan K. said
“We had Characters do a Jedi party for us, and it was awesome! Both of our kids loved the Jedi master and Darth, who trained them to be Jedi knights. We appreciate them making the event fun and... ”
- Boston, MA
- Fire Performer / Outdoor Party Entertainment
- 4 miles from Winthrop
- Contact for rates
Andrew P. said
“Had to cancel because of thunderstorms, but Kayla was extremely professional. Offered to come regardless, and even suggested the following day. ”
- Somerville, MA
- Face Painter / Outdoor Party Entertainment
- 6 miles from Winthrop
- $125 and up
Kristin K. said
“Elizabeth was great—on time and lovely designs:) ”
- Jamaica Plain, MA
- Face Painter / Outdoor Party Entertainment
- 8 miles from Winthrop
- $150 and up
Elyssa K. said
“McKenzie had a wonderful presence at our family reunion! She communicated with me in advance of the event to confirm details, and brought EVERYTHING she needed - table, chair, and all of her... ”
- Quincy, MA
- Balloon Twister / Outdoor Party Entertainment
- 8 miles from Winthrop
- $115-$350
Debra L. said
“Josef was incredible with the kids and provided such fun balloon twists for them! A charity event for the first event for Bikers Against Bullies, USA in the Northeast and Josef will be sure to be with... ”
- Quincy, MA
- Face Painter / Outdoor Party Entertainment
- 8 miles from Winthrop
- Contact for rates
Amy Y. said
“Amazinggggg job. Everyone at the party was wow'ed by her artwork. Highly recommend, would definitely hire for a future party. ”
- Quincy, MA
- Face Painter / Outdoor Party Entertainment
- 8 miles from Winthrop
- Contact for rates
Teri N. said
“Glitter and Gore was a great addition to our event! Their team was friendly, professional and their face painting was amazing. Thank you so much! ”
- Peabody, MA
- Face Painter / Outdoor Party Entertainment
- 11 miles from Winthrop
- Contact for rates
Caroline C. said
“We hired Giovanna to face paint for my daughter's 5th birthday. She was punctual and came with her son, Jeremy. Together they made incredible face paint designs for all the kids plus balloon... ”
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About booking Outdoor Party Entertainment in Winthrop, MA
Outdoor parties are all about enjoying fun in the sun and creating an atmosphere guests won’t forget. The right entertainment sets the stage, whether that means a live band filling the air with music, a DJ keeping the energy high, or a magician amazing guests with close-up tricks. From stilt walkers and petting zoos to face painters and balloon twisters, professional entertainment brings the spark that transforms any backyard celebration, kids party, or festival into an unforgettable experience.
The cost of hiring outdoor party entertainers in Winthrop, Massachusetts will vary depending on the type of act, their experience, and the length of the performance. For example, a strolling juggler for a few hours will cost less than a full band or stage show. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you browse Winthrop outdoor party entertainers, check out their profiles to learn about their services, browse photos, and watch promotional videos. Then, read over reviews from past clients to see how they’ve entertained at similar events. When requesting a quote, include key details such as your event location, audience size, performance space, and overall vibe to get the most accurate pricing.
Once you find the entertainer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book outdoor party entertainment. 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 sit back and enjoy your party!
Outdoor Party Entertainment serving the Winthrop, MA area
These Outdoor Party 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.