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Bennington, VT 
Magician / Family Entertainment
30 miles from Pittsfield 
21 Verified Bookings Bill D. said “Doug was great. Excellent with kids and adults at this mixed event.”
Delmar, NY
Caricaturist / Family Entertainment
32 miles from Pittsfield
1 Verified Booking I draw Caricatures (the art of turning people into funny cartoons)! I do this live at a variety of events that range from weddings to business conferences. It’s…
Amherst, MA
Puppet Show / Family Entertainment
37 miles from Pittsfield
2 Verified Bookings Oriel F. said “⭐️⭐️⭐️⭐️⭐️”
Pittsfield, MA
Face Painter / Family Entertainment
4 Verified Bookings Lisa A. said “The kids absolutely loved her! I definitely recommend hiring her and look forward to hopefully hiring her for my next kids bday party in June!”
Pittsfield, MA
Balloon Twister / Family Entertainment
34 Verified Bookings Melissa D. said “Ben did a great job for my daughter’s birthday party. He was on time, organized and very good with the kids. I would highly recommend him for your event!”
Pownal, VT
Face Painter / Family Entertainment
24 miles from Pittsfield
9 Verified Bookings Lauren K. said “Hannah was amazing! She and her daughter dealt with the chaos of the event very well. We had so many kids come through the library with great face paint,…”
Shelburne Falls, MA
Face Painter / Family Entertainment
28 miles from Pittsfield
1 Verified Booking Face painter serving Franklin and Hampshire counties and beyond! Hourly and pay per face rates available.
Albany, NY
Face Painter / Family Entertainment
30 miles from Pittsfield
9 Verified Bookings Amanda said “She has done a amazing job face painting at the birthday party for my daughter and her friends and thank you again you do amazing good work glade we had…”
Albany, NY
Balloon Twister / Family Entertainment
30 miles from Pittsfield
3 Verified Bookings Kim B. said “Everything was Great! Theresa was Awesome.”
Albany, NY
Face Painter / Family Entertainment
30 miles from Pittsfield
6 Verified Bookings 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.”
Easthampton, MA
Caricaturist / Family Entertainment
32 miles from Pittsfield
6 Verified Bookings Allison B. said “We hired Alex from Hughes Studios last summer for my mother's 65th birthday party and could not have been happier with our choice. Alex was a wonderful…”
Holyoke, MA
Game Show / Family Entertainment
36 miles from Pittsfield
9 Verified Bookings Kristen T. said “We hired Bobby for a 40th birthday party and everyone had a blast! Bobby's trivia was so much fun and it really set the tone for a fabulous evening…”
West Springfield, MA
Face Painter / Family Entertainment
40 miles from Pittsfield
4 Verified Bookings Micah F. said “Friendly, creative, and accommodating! I saw rain in the forecast and a bouncy house would not be doable, so we put out a call last minute for a face…”
West Springfield, MA
Puppet Show / Family Entertainment
40 miles from Pittsfield
1 Verified Booking Kimberly N. said “Fantastic Show- kept the kid's entertained and involved the whole time. We look forward having CatusHead puppets perform at the club again!”
Albany, NY
Balloon Twister / Family Entertainment
30 miles from Pittsfield 🎈✨ Interactive Balloon Twisting ✨🎈 Emma offers an interactive balloon twisting experience that’s great for any event—whether it's a birthday, holiday party,…
Finding entertainment that’s full of variety and fun for all ages doesn’t have to be difficult. You just have to know where to start!
First, you’ll want to determine what your event needs. For small celebrations, strolling performers are a popular option for creating a fun atmosphere. For bigger gatherings, carnival games and inflatables are a big hit! Once you’ve determined what type of entertainment to book, search online for professionals in your area. Most entertainers and vendors have online profiles that show their services, and many offer various party packages to fit your budget. Check out performance descriptions and photos, and if possible, read through reviews from their past clients. When you’re ready to contact an entertainer for their rates and availability, make sure to give them as much information about your event as possible. Discuss important details such as performance space, power supply, expected number of guests, and any unique aspect of your event. The more info you give the professional, the easier it is for them to provide a customized quote. Lastly, confirm the agreement and details in writing. With GigSalad, everything you need to find and book family entertainment is in one simple platform. Browse profiles, get free quotes, and book with the added security of our Worry-Free Guarantee! Search for Family Entertainment in Pittsfield, Massachusetts above.
These Family Entertainment serve the wider Pittsfield and Berkshire county area and travel to Dalton, Lanesborough, Hinsdale, Lenox, Hancock, New Lebanon, Lenox Dale, Richmond, Washington, Washington, Cheshire, Stephentown, Lee, Berkshire, West Stockbridge, Peru, Canaan, Windsor, West Lebanon, Becket, Stockbridge, South Lee, Glendale, Cherry Plain, Savoy, Adams, Middlefield, East Nassau, Brainard, and Tyringham.
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