The Peel District School Board, Dufferin-Peel Catholic District School Board, Conseil scolaire Viamonde, and Conseil scolaire de district catholique Centre-Sud operate secular and Catholic schools in the city. Examples of schools in the area include Mayfield Secondary School, St. Cornelius Elementary School, Caledon East Public School, Alloa Public School, Caledon Central Public School, and Robert F. Hall Catholic Secondary School. Private school options are also available.
While there are no post-secondary options in the city itself, many can be found in neighbouring communities. Examples include Georgian College, triOS College, Humber College, Canadian Business College, the University of Guelph, York University, and Seneca College.
The Caledon Community Complex has two arenas, an auditorium with portable stage, a community room, a kitchen and bar, a snack bar, audio and visual equipment, outdoor soccer fields, and an outdoor picnic pavilion. The Caledon Centre for Recreation and Wellness has a pool, a gymnasium, a fitness studio, an indoor track, squash courts, an indoor climbing wall, an outdoor skate park, an outdoor community garden, outdoor ball diamonds, and outdoor rinks.
The Willoughby Nature Reserve is a 48-hectare natural area with a hiking trail that provides many wildlife viewing and birdwatching opportunities in the forested areas along the two branches of Silver Creek. White-tailed deer, eastern bluebirds, coyotes, pileated woodpeckers, great-horned owls, and a variety of trees can all be found in the area.