About Us

Producing events in the Pittsburgh area since 1991.

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Our event rental professionals are ready to help you plan the perfect event.

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Another Happy Customer


Thank you so much for everything that you and the entire Windswept staff did for our company picnic.  It was a great success.  I have heard from numerous employees about how much of a wonderful time they had.  You guys amaze me with how you pull everything together and make it seem so easy.  I know it’s not!
On a personal note, I can’t thank you enough for fixing my mistake with the starting time of the picnic.  I truly appreciate you taking care of that problem like it wasn’t a big deal.  I know it was.  You really came through for me and I won’t forget it.  Thank you so much.



The picnic was a huge success!  Thank you to all of your team who are so friendly and helpful!

Carla and her team did a wonderful job with the Old Time Photos! Justin and his helper did a nice job with the Gold Sifting.  The kids loved it.
The bull was great fun and the guy operating it did a great job too!  (I can’t remember everyone’s name.)
The kids enjoyed the Floating T-Ball.

The Michael Christopher band was very good.  Everyone enjoyed them.
Larry the tattoo artist was good.  Many people got multiple tattoos.

BBG was great!  The food was very good and there was plenty for all to enjoy!  Many will enjoy the leftovers today!
It was nice that they brought the smoker on site. They were also very nice!

Thank you again for a wonderful picnic!  It is so nice to work with you and your team!!!!

Best regards,

Libbie Simeoni, PHR

About Us

Our Start

Windswept Entertainment and Events was established in 1991 under the name Windswept Adventures. Windswept Adventures began as a hot air balloon ride company flying passengers through the Laurel Highlands region allowing them to enjoy the beauty of the Appalachian Mountains.

Windswept was honored to have one of the largest Balloon Fleets east of the Mississippi. All flights came complete with valet service, continental breakfast with champagne toast upon landing. Birthdays, unique engagements, anniversaries and weddings were commonly celebrated high over rural Western Pennsylvania. Windswept Adventures was dedicated to giving all of its passengers a first class experience.                           

In 1992 Windswept was approached by Giant Eagle Corporation to help design and create a Giant Eagle Hot Air Balloon to use over certain venues and grand openings. The Giant Eagle Balloon was seen flying over and around much of Western Pennsylvania and made several appearances over the Three Rivers Stadium during sporting events.

Windswept was also privileged to fly for several other local and national companies competing and placing in many balloon rallies including the Three Rivers Regatta, Canton Hall of Fame rally and many others from 1992 to 2000.   


In response to our customers' advertising needs, in 1993 Windswept Adventures began a massive evolution by adding further promotional items to our inventory and eventually changing the company's name to Windswept Promotions. Before long Windswept Promotions was helping its clients to draw crowds into retail locations and major events with promotional items such as cold air advertising balloons for roofs, searchlights, and air puppets. Soon after Banner machines were added to print custom banners and signage for events.                            

By 1994 Windswept began to see a new wave of entertainment in the inflatable industry and was eager to incorporate inflatables to help entertain its customers. Working closely with our existing advertising balloon manufacturer Windswept was able to introduce these new phenomena to company picnics, school fun days, sporting venues, community days and birthday celebrations.                            

Over the next couple of years Windswept Promotions stopped flying hot air balloons and dedicated itself to becoming the one company in the Pittsburgh and surrounding areas where corporate and private customers alike could hire Windswept to create their entire event.

In order to accomplish this Windswept had to again expand its product line by adding a party rental division that carried:

  • Tents
  • Tables
  • Chairs
  • Linens
  • Dishware
  • Portable sanitation trailers
  • Staging, custom lighting
  • Party planners                      

In October of 2005 Windswept acquired a local entertainment booking agency and Windswept Promotions became Windswept Entertainment and Events.

With over 300 entertainers on our roster of Musician, Magicians, Clowns, Jugglers, Singers, Characters, Stiltwakers, Princess Characters, Temporary Airbrush Tattoo Artists, Face Painters, Balloon Artists and many more Windswept was truly able to handle all facets of any event in the Pittsburgh region.   


Even though Windswept has gone through many changes over the years our business philosophy has remained the same, we strive to ensure our customers a first class event by providing them with well maintained equipment and unmatched service.

By working with Windswept Entertainment and Events you will benefit from our years of event planning experience, giving you the event of your dreams, stress free.