Looking for bounce houses or combos in Chester NY,

       Introducing the ultimate party entertainment solution – the Air Fair Entertainment bounce house and combo rentals! Whether you are hosting a birthday celebration, corporate event, school function, or any special occasion in Chester NY, our top-notch equipment guarantees an unforgettable experience for both kids and adults alike.

       Our bounce house rentals provide hours of non-stop fun, allowing children to jump, slide, and bounce to their heart’s content. Crafted with the highest standards of safety in mind, our inflatable structures are made from durable materials and undergo regular inspections to ensure they meet all industry standards.

       But why settle for just a bounce house when you can elevate the excitement with our combo rentals? Our combos feature a unique blend of elements, such as slides, climbing walls, obstacle courses, and more. These versatile units enable partygoers to enjoy multiple activities all in one unit, maximizing the fun and creating lasting memories.

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      At Air Fair Entertainment, we take pride in offering a wide selection of rental options to cater to your specific event needs. From colorful and vibrant designs to themed inflatables, we have something to suit every party theme and age group. Our knowledgeable team is always available to assist you in choosing the perfect rental that matches your event’s ambiance.

      Why choose Air Fair Entertainment for your event? Not only do we offer the highest quality equipment, but we also prioritize customer satisfaction. Our friendly and professional staff will deliver and set up the rentals at your desired location, allowing you to focus on other aspects of your event. Additionally, we offer flexible rental periods, ensuring that your party can last as long as you desire.

      Don’t settle for ordinary party entertainment – make your event extraordinary with Air Fair Entertainment bounce house and combo rentals. Rent from the best and let the laughter, excitement, and joy fill the air. Book your rental today and transform your event into an unforgettable experience!

Check out all of our rides and entertainment we have to offer in Chester NY,

Water slides

Carnival games

Competitive games

Water fun

Obstacle courses

Mechanical rides

Concession machines

Extreme attractions

All Attractions

Chester is a town in Orange CountyNew York, United States. The population was 12,646 at the 2020 census.[3] Chester contains a village, also called Chester.

Chester is the birthplace of Philadelphia-style cream cheese.[4]


The Lenape people have settled in Orange County for over 5,000 years. Europeans first settled in the 1700s which were ethnic Dutch and English colonists.[5]

The economy of the early town was based on dairy products, particularly milk. This industry flourished because completion of the Erie Railroad in 1841, which ran through Chester, enabled local farmers to ship their products to New York City, where demand was high. For instance, local farmer Phil Gregory would ship 240 quarts (230 L) of milk by train to New York City. The railroad earned $1.20 ($29 in modern dollars[6]) in freight charges; Gregory’s business eventually grew to 300,000 quarts (280,000 L) of milk per day, which in turn gave the railroad over $1,000 ($24,000 in modern dollars[6]) in daily profit.[5]

Late 20th century to present[edit]

In 2018, the Town of Chester approved a large residential development. It learned that the development appeared to be targeted toward the Satmar Hasidim community, whose rapid growth in this area had caused tensions.[7] The large families of the Orthodox created strains for the local public school system, and there were other tensions between the strict Kiryas Joel and neighboring communities. Town supervisor Alex Jamieson told a local newspaper that the town would be buying up areas of undeveloped open space, including around the planned development in Chester, in order “to keep the Hasidic out so that they can’t control the Town Board.”[8] His comments were widely reported and criticized by The Forward as antisemitic.[8][9]


According to the United States Census Bureau, the town has a total area of 25.2 square miles (65.4 km2), of which 25.2 square miles (65.2 km2) is land and 0.1 square mile (0.2 km2) (0.24%) is water.

Conjoined NY-17 and US-6 pass through the northern part of Chester. NY-94 crosses NY-17 south of Chester village.

  • Camp Monroe – a multi-denominational Jewish sleep-away summer camp founded in 1941 near the southern border with the town of Monroe.
  • Chester – a village located on NY-94.
  • East Chester – a hamlet southeast of Chester village.
  • Greycourt – site of former major railroad intersection and depot on the Erie Main Line.
  • Glenmere Lake – a reservoir at the western town line
  • Goose Pond Mountain State Park – a state park southeast of Chester village.
  • Lake Hill Farms– a subdivision of about 175 homes in the southwestern corner of the town first developed in 1973.
  • Sugar Loaf – the oldest community in the town, antedating Chester town by more than a century (1738). The hamlet is home to the harness-racing horse Hambletonian 10.
  • Surrey Meadows – a late 1960s subdivision north of Chester village. The elementary school is located in this area.
  • Walton Park – a hamlet on the border of the towns of Chester and Monroe.