- Boston, MA
- Balloon Twister / Outdoor Party Entertainment
- 8 miles from Milton
- $150-200/hr per artist
Jessica D. said
“Thea was great with the kids! ”
The 181 Best Outdoor Party Entertainers for hire in Milton, MA
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303 Outdoor Party Entertainers serving Milton, MA
- Boston, MA
- Balloon Twister / Outdoor Party Entertainment
- 8 miles from Milton
- Contact for rates
Bridget H. said
“Kristin was so great at our son’s birthday party at the park! Everyone was so impressed and had a wonderful time with their balloons ”
- Boston, MA
- Balloon Twister / Outdoor Party Entertainment
- 8 miles from Milton
- $450-$3000 depending on travel distance/ style
Sabrina D. said
“Our families at Fall Fest were so impressed by Linda. ”
- Andover, MA
- Juggler / Outdoor Party Entertainment
- 28 miles from Milton
- $500-3500
Candice G. said
“Bryson came to entertain my residents in our long term care building for a special event. He was very entertaining, a great performer, gave us some good laughs and enjoyed by all! I would definitely... ”
- Hyde Park, MA
- Face Painter / Outdoor Party Entertainment
- 3 miles from Milton
- Contact for rates
Maheen I. said
“Regina did a fabulous job at our nonprofit event . She handled a large number of kids and her passion and artistic work spoke volumes . Kids of all ages and parents were impressed . Thank you for an... ”
- Boston, MA
- Juggler / Outdoor Party Entertainment
- 8 miles from Milton
- Contact for rates
Elma K. said
“Danny Drake performed at my son's birthday party (7 year old). It rained the whole time but that did not stop Danny from giving the kids a great show. My son said: 'it was the best birthday party I... ”
- Boston, MA
- Face Painter / Outdoor Party Entertainment
- 8 miles from Milton
- Contact for rates
Saul R. D. said
“Working with the artists and colorful creations was easy and all our guests loved their portraits! Would book again and recommend to all! ”
- Brockton, MA
- Balloon Twister / Outdoor Party Entertainment
- 12 miles from Milton
- Contact for rates
Lea said
“Stephen did a great job keeping kids ages 4-10 entertained at a birthday party. He preformed a magic show where the kids were able to take part in and made lots of balloon animals. He also made an... ”
- Burlington, MA
- Face Painter / Outdoor Party Entertainment
- 19 miles from Milton
- Contact for rates
Cullen H. said
“Did such an amazing job at our after school program! Would highly recommend and will definitely have them back! ”
- Concord, MA
- Face Painter / Outdoor Party Entertainment
- 21 miles from Milton
- Contact for rates
Shauna B. said
“Wonderful addition to our 4yr old’s birthday party. He was on time and did great work. Also, the kids loved him! Would definitely recommend and hire again. ”
- Danvers, MA
- Fire Performer / Outdoor Party Entertainment
- 24 miles from Milton
- $200 and up - highly dependent on performance
Terry D. said
“Hired Fire Amusement with less than a weeks notice, they were professional and punctual ”
- Providence, RI
- Face Painter / Outdoor Party Entertainment
- 34 miles from Milton
- Contact for rates
Bob said
“Jennifer was truly a professional and the kids loved the pain experience. We had an awesome time with her. Thank you so much Jennifer for everything my daughter loved it. ”
Inflatable High Definition Movie Screens
1 Verified booking- Worcester, MA
- Outdoor Movie Screens / Outdoor Party Entertainment
- 38 miles from Milton
- Contact for rates
High quality inflatable screens ranging from 16ft all the way to a whopping 40ft!!! Professional service that will make sure your event is a success.
- Worcester, MA
- Food Truck / Outdoor Party Entertainment
- 38 miles from Milton
- Contact for rates
At Bees & Thank You and The Hive Food Truck Collective, we deliver premium, community-driven food truck catering across New England. From weddings and...
Kevin Kinetic
- West Newbury, MA
- Juggler / Outdoor Party Entertainment
- 38 miles from Milton
- Contact for rates
Maria B. said
“Mesmerizing act that really hooked the whole audience, adults and kids of all ages. Crazy stunts, cool juggling, and funny jokes, the performance had everything and was the most memorable part of... ”
- Chelmsford, MA
- Face Painter / Outdoor Party Entertainment
- 29 miles from Milton
- $95hr, + travel time
Elitza M. said
“We had an incredible experience with Sarah! She was prompt, professional, and so kind. Her face painting designs were beautiful, and she was wonderfully accommodating and patient — even with lots of... ”
- Randolph, MA
- Balloon Twister / Outdoor Party Entertainment
- 6 miles from Milton
- Contact for rates
Alison A. said
“Bill was creative, engaging, and entertaining. The children loved him and he was the hit of the party. ”
- Johnston, RI
- Petting Zoo / Outdoor Party Entertainment
- 37 miles from Milton
- Contact for rates
Lauren M. said
“Kids loved him! Made sure my birthday boy was the special man of the day. Loved all the animals! Son liked putting the baby alligator to sleep :) Even my parents had fun and took a picture with the... ”
- Quincy, MA
- Face Painter / Outdoor Party Entertainment
- 3 miles from Milton
- Contact for rates
Alison P. said
“Highly recommend! She was wonderful and the kids loved her! ”
- Cambridge, MA
- Face Painter / Outdoor Party Entertainment
- 9 miles from Milton
- $180 and up
Marisa S. said
“It was a pleasure having Color Me Funky at our annual Pride event. Beautiful face painting, friendly interactions, and efficient painting so everyone got to join in! ”
- Wakefield, MA
- Face Painter / Outdoor Party Entertainment
- 18 miles from Milton
- $145 and up
Dylan S. said
“Cheryl was amazing! We hired her for our daughter’s 7th birthday- and everyone raved about how wonderful her face painting is! Her creativity and the quality are unmatched. We will be hiring her... ”
- Salem, MA
- Face Painter / Outdoor Party Entertainment
- 21 miles from Milton
- Contact for rates
Yuliya M. said
“M she is so talented. Just a wonderful experience ”
- Taunton, MA
- Balloon Twister / Outdoor Party Entertainment
- 24 miles from Milton
- $100 and up
Vanessa said
“Ciel was not only professional and friendly, she was a hit at our daughter’s birthday party! Highly recommend! ”
- Lowell, MA
- Face Painter / Outdoor Party Entertainment
- 29 miles from Milton
- Contact for rates
Kelly V. said
“We had a company cookout that was during a heat wave. Kim was amazing. She came super prepared and everyone was very happy. She provided amazing tattoo's and used water proof product which was much... ”
- Quincy, MA
- Balloon Twister / Outdoor Party Entertainment
- 3 miles from Milton
- $115-$350
Patty said
“Josef did a wonderful job. He had a list of balloon designs from which the children picked from. He was very easy to work with and punctual. I would definitely hire him again.
Thank you. ”
- Quincy, MA
- Face Painter / Outdoor Party Entertainment
- 3 miles from Milton
- Contact for rates
Doreen R. P. M. said
“The children loved it and a few adults as well. We will use Glitter and Gore for our next event, and the next and the next. ”
- Jamaica Plain, MA
- Face Painter / Outdoor Party Entertainment
- 5 miles from Milton
- $150 and up
Irina V. said
“McKenzie was amazing with kids! She is a great communicator, showed up on time and everything went so smoothly. Kids and parents absolutely loved the face paintings she did! Perfect addition to... ”
Ocg Productions
1 Verified booking- West Roxbury, MA
- Mobile DJ / Outdoor Party Entertainment
- 5 miles from Milton
- Contact for rates
I'm a diversified successful vocalist/entertainer that's appealing to all age groups. I bring enjoyment and memories for Senior Citizens and rip roaring fun...
- West Roxbury, MA
- Bubble Entertainment / Outdoor Party Entertainment
- 5 miles from Milton
- Contact for rates
Caitlin S. said
“Poppy performed at our daughter's 4th birthday and was a huge hit with kids 2-7 years. She brought lots of bubble tools, fun music, and a great attitude. She was great with the kids and kept mixing up... ”
Event It All
1 Verified booking- Weymouth, MA
- Mobile DJ / Outdoor Party Entertainment
- 7 miles from Milton
- $400 and up
Event It All is a local events planning service provider that works with some of the best caterers, DJ's and bartenders around to make your event memorable. ...
- Boston, MA
- Bubble Entertainment / Outdoor Party Entertainment
- 8 miles from Milton
- Contact for rates
Jill A. said
“Bubbles McGee was a HUGE hit! She was so interactive and so much fun! The children and adults loved watching the bubble displays. So many different shape and sizes of bubbles. She was great helping... ”
- Boston, MA
- Fire Performer / Outdoor Party Entertainment
- 8 miles from Milton
- 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. ”
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About booking Outdoor Party Entertainment in Milton, 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 Milton, 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 Milton 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 Milton, MA area
These Outdoor Party Entertainment serve the wider Milton and Norfolk county area and travel to Milton Village, Mattapan, Dorchester Center, Hyde Park, Quincy, Readville, Dorchester, Roslindale, Braintree, Roxbury, Jamaica Plain, Dedham, West Roxbury, Roxbury Crossing, Randolph, North Weymouth, Brookline Village, Brookline, East Weymouth, Weymouth, Canton, Boston, Holbrook, Norwood, South Weymouth, Chestnut Hill, Allston, Brighton, Avon, and East Boston.