- Waterford, NY
- Face Painter / Outdoor Party Entertainment
- 25 miles from Bennington
- $200 and up
Miklos V. said
“Jenny was great. Would hire her again anytime! ”
The 35 Best Outdoor Party Entertainers for hire in Bennington, VT
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258 Outdoor Party Entertainers serving Bennington, VT
Miss Stacey's Faces
New member- Clifton Park, NY
- Face Painter / Outdoor Party 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...
- Albany, NY
- Face Painter / Outdoor Party Entertainment
- 32 miles from Bennington
- $75 - $450
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 / Outdoor Party Entertainment
- 34 miles from Bennington
- $100-$500
Spencer B. said
“Rivkah did an amazing job at my daughter’s 9th birthday party and came prepared to twist all kinds of animals for the safari theme. Tigers, Lions, and Bears oh my! I highly recommend her to anyone... ”
- Niskayuna, NY
- Face Painter / Outdoor Party Entertainment
- 36 miles from Bennington
- $100 and up
Lynn S. said
“Caroline was amazing. She rolled with everything we asked of her including face painting for many of the adults!
We truly enjoyed our experience with her!!!
Thank you! ”
- Bennington, VT
- Fire Performer / Outdoor Party Entertainment
- $300-$2000
Cathie R. said
“Absolutely wonderful show. We had a large group of all ages and we had many calls the next day saying what a great time everyone had. ”
- Pittsfield, MA
- Balloon Twister / Outdoor Party 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... ”
Divine Fire dancer
1 Verified booking- Pittsfield, MA
- Fire Performer / Outdoor Party Entertainment
- 30 miles from Bennington
- $200-800
Fire poi • sparkle poi • fire breathing • fire fans Fire dancer in the Berkshires, lover of all things fire. I have performed in Taiwan, Thailand, South Africa,...
- Pittsfield, MA
- Face Painter / Outdoor Party 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. ”
Western Mass Face Painting
4 Verified bookings- Shelburne Falls, MA
- Face Painter / Outdoor Party Entertainment
- 30 miles from Bennington
- $115-135/h. travel fees may apply.
Face painting, waterproof face painting, glitter tattoos and balloon twisting! Serving Franklin and Hampshire counties and beyond! Hourly and pay per face rates...
- Latham, NY
- Face Painter / Outdoor Party 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 / Outdoor Party 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 / Outdoor Party Entertainment
- 32 miles from Bennington
- $125 and up
Kim B. said
“Everything was Great! Theresa was Awesome. ”
- Albany, NY
- Mobile DJ / Outdoor Party Entertainment
- 32 miles from Bennington
- $300 and up
McKenzie M. said
“So happy with this booking. I reached out the morning-of this event as we had a last minute cancellation and he was quick, understanding and eager to help! DJ services were of great quality and... ”
- Delmar, NY
- Face Painter / Outdoor Party 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... ”
- Schenectady, NY
- Face Painter / Outdoor Party 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... ”
- Lee, MA
- Fire Performer / Outdoor Party Entertainment
- 40 miles from Bennington
- $450-$1000
Sara C. said
“I had Luna perform at my adult summer camp themed wedding reception. She surprised guests at the end of the event with her performance, which was amazing! All our guests and the campground staff... ”
Balloon Gal Jenny
- Troy, NY
- Balloon Twister / Outdoor Party Entertainment
- 27 miles from Bennington
- $150 per hour and up
Sandra M. said
“We hired Balloon Gal Jenny for a princess birthday party. The room became alighted with smiling fairies, and princesses adorned with crowns and magic wands. Balloon Gal Jenny was a hit!!!! I highly... ”
Acadia Rae
- Watervliet, NY
- Fire Performer / Outdoor Party Entertainment
- 28 miles from Bennington
- Contact for rates
Adam G. said
“I've seen some pretty great fire spinning and hooping at different times, or at least I thought I had. Acadia has a way of moving and interacting with fire that makes one believe she is herself... ”
- Albany, NY
- Food Truck / Outdoor Party Entertainment
- 32 miles from Bennington
- $200-$300
Mobile Italian Ice Pushcart
available for Indoor and outdoor events
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About booking Outdoor Party Entertainment in Bennington, VT
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 Bennington, Vermont 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 Bennington 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 Bennington, VT area
These Outdoor Party 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.