Throughout the 1950s and 1960s, the park expanded to include more children's rides including many popular Allan Herschell Company rides. In 1953, the Boat ride was added, along with live animals. in 1955, the Caterpillar ride was added and 1956 brought the addition of the Sky Fighter Jets. 1958 saw the addition of the Helicopter ride. The park expanded again in 1960 to include a Herschell Turnpike ride and a Herschell Little Dipper Roller Coaster.

As the park progressed into the 1960s and 70's, it was evident there was a need for larger rides that adults and teenagers could ride, along with additional rides to handle growing crowds. In 1962, the Playland purchased a set of Lusse Auto Skooter Bumpers Cars, and in 1965, an Eli Bridge Company Scrambler was added. In 1971, the park added a 50-foot Eli Bridge Ferris Wheel, and 1974 saw the addition of a Frank Hrubetz & Company Paratrooper. The 1980s brought major change to the park as a large entrance building was added and featured offices, a Subway (restaurant), ticket booths, a new train station, and a gift shop. In 1983, a Samba Space Ship ride was added, and in 1985 a Tilt-a-Whirl opened after being relocated from the closed Hanson's Amusement Park. Additionally, the 1980s brought change to the park's miniature railroad; the original train could no longer accommodate the larger crowds, so in the early 1980s the park bought and refurbished an Allan Herschell S-24 Iron Horse train with 3 coaches and put it into operation for the 1980 season. The park would find another identical engine with three coaches eight years later and refurbish it to be ready for the 1988 season. The original turnpike ride was also retired for a new car ride, the 4x4 trucks.

The park would continue expanding into the 1990s and early 2000s. The year 2000 brought the addition of the Balloon Flight and Rock-Spin-Roll rides, bought at auction and relocated from the closed Hamel's Amusement Park in Louisiana. This resulted in the relocation of the Sky Fighter Jets and 4x4 truck rides to the back of the park. In 2007, the park opened it's final ride, the Red Baron, a plane ride which was purchased and refurbished from the recently closed Catskill Game Farm. This addition forced the relocation of the Helicopter and Samba rides, with the Samba being retired shortly after.

In 2013, rumors surfaced that the Hoffmans would retire and close the park. The park remained open for the 2013 season, however at the start of the 2014 season, the owners, Dave and Ruth Hoffman, announced their intent to retire and close the park in September. The park officially closed at 6pm on September 14, 2014. Large crowds on the last day of operation resulted in rides being run well past closing time and into the evening.