- Waterford, NY
- Face Painter / Family Entertainment
- 25 miles from Bennington
- $200 and up
Abba R. said
“Great ”
The 26 Best Family Entertainers for hire in Bennington, VT
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184 Family Entertainers serving Bennington, VT
- Delmar, NY
- Caricaturist / Family Entertainment
- 37 miles from Bennington
- $125 per hour
Mackenzie F. said
“Very friendly, kind and great at what he does! Drawings came out great. ”
- Bennington, VT
- Magician / Family Entertainment
- $200 and up
Amie G. said
“Doug did an amazing job with our daughters birthday party. We had a large event with about 40 people, kids and adults. Doug was prompt, engaging, funny, dapper dressed and soooo entertaining! He... ”
- Delmar, NY
- Face Painter / Family Entertainment
- 37 miles from Bennington
- Starting at $300
Chandler said
“We have booked with Cher a couple times now for a UCF Baseball game and she is amazing! Nothing but great reviews from all of our kids and families that attend the games! She provides such a great and... ”
- Clifton Park, NY
- Magician / Family Entertainment
- 32 miles from Bennington
- $250 - $500
World class magical entertainer for parlor, corporate and strolling/walk around events. Capital District professional who has performed coast to coast and...
- Clifton Park, NY
- Face Painter / Family Entertainment
- 32 miles from Bennington
- Contact for rates
Delightful face painter for parties, festivals, corporate events etc. 10+ years of experience. Offering airbrush tattoos, glitter tattoos, Festival/Glam glitter...
- Watervliet, NY
- Magician / Family Entertainment
- 28 miles from Bennington
- $125 - $750+
Tara J. P. said
“John provided entertainment for all ages. it was funny and engaging. We really liked how he involved the crowd in his tricks! ”
- Pittsfield, MA
- Balloon Twister / Family Entertainment
- 30 miles from Bennington
- Contact for rates
Rory G. said
“Ballon Ben was amazing. The things he can create blew us all away. The kids and adults were super happy with all he did. He took his time with each person to make sure it was special for them. I... ”
- Latham, NY
- Caricaturist / Family Entertainment
- 30 miles from Bennington
- $150/hour
Alexis S. C. said
“Mark was fast and fabulous at drawing! Everyone truly enjoyed having the pictures done! Great caricatures!! Very communicative and appreciative! :-) ”
- Albany, NY
- Face Painter / Family Entertainment
- 32 miles from Bennington
- $150 and up
Nicole B. said
“She did a great job! Was on time and had lots of ideas for the kids, but also did designs the kids requested. She was lovely with the younger kids and had an activity to keep them busy when waiting.... ”
- Ballston Spa, NY
- Balloon Twister / Family Entertainment
- 34 miles from Bennington
- $100-$500
Kelly R. said
“Rivkahs quote was super reasonable and she definitely did not disappoint. She arrived on time and even stayed a little extra to make sure everyone was happy. She’s very good at her craft and was... ”
- Niskayuna, NY
- Face Painter / Family Entertainment
- 36 miles from Bennington
- $100 and up
Ashley C. said
“Everything went so great! She was on time and so good with the kids (and adults) that got our faces painted. She did such a great job! ”
- Pittsfield, MA
- Face Painter / Family Entertainment
- 30 miles from Bennington
- Contact for rates
Rory G. said
“Barbara was amazing the kids were so happy with the chooses she had and how beautiful the end design was.
Will definitely be using here again for our events. ”
- Shelburne Falls, MA
- Face Painter / Family Entertainment
- 30 miles from Bennington
- $115-135/h. travel fees may apply.
Katrina B. said
“Emily did fantastic face painting at our SummerEats kick off event! It was a highlight of the event and all the kids, and adults, loved it. She is also a clear & concise communicator, which I... ”
- Latham, NY
- Face Painter / Family Entertainment
- 30 miles from Bennington
- $125 and up
Bailee B. said
“Kailey was such a pleasure to work with! Her creativity, flexibility and versatility is like no other. She was able to paint exactly what my girls requested with no hesitation. She was very responsive... ”
- Albany, NY
- Face Painter / Family Entertainment
- 32 miles from Bennington
- $135 and up
Mallory M. said
“She did a great job, arrived on time, very pleasant personality, and the kids loved it. Would definitely book again in the future. ”
- Albany, NY
- Balloon Twister / Family Entertainment
- 32 miles from Bennington
- $125 and up
Kim B. said
“Everything was Great! Theresa was Awesome. ”
- Schenectady, NY
- Face Painter / Family Entertainment
- 38 miles from Bennington
- $100 and up
Brittany H. said
“We had Premo Designs come for my daughters 4th birthday party- They were AWESOME!! Debra was on time and started painting right away. Every design was spot on and she painted until the very last... ”
- Saratoga Springs, NY
- Photo Booths / Family Entertainment
- 33 miles from Bennington
- Contact for rates
Saratoga Photobooth Company provides unique, vintage-chic "Model 12" classic photobooths AND retro-mod "Snappy Sam" open photobooths. They're always the biggest...
- Richmond, MA
- Face Painter / Family Entertainment
- 36 miles from Bennington
- $300-2000
Elizabeth P. said
“I had the opportunity to book Melissa from Chroma Chameleon for a Multicultural event. I was blown away by not only her talented hand, but her ability to make everyone happy and her attentiveness... ”
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About booking Family Entertainment in Bennington, VT
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 Bennington, Vermont 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 Bennington 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 Bennington, VT area
These Family Entertainment serve the wider Bennington and Bennington county area and travel to North Bennington, Pownal, North Pownal, Hoosick, Hoosick Falls, North Hoosick, Shaftsbury, Stamford, Eagle Bridge, Petersburg, Williamstown, East Arlington, Buskirk, North Adams, Arlington, Cambridge, Readsboro, Grafton, Berlin, Johnsonville, Shushan, Wilmington, Sunderland, Dover, Monroe Bridge, Whitingham, Jackson, West Dover, Adams, and Stratton.