Chudleigh’s Entertainment Farm

9528 Regional Rd 25 Milton

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Open: Seasonally

Chudleigh’s Entertainment Farm is a family-run apple farm turned full-day countryside experience, where generations of tradition meet a lively, memory-making atmosphere just outside the city.

What began in 1967 as a simple pick-your-own orchard has grown into a destination packed with activities—think apple picking, wagon rides along the Niagara Escarpment, farm animals, playgrounds, and seasonal events like live music nights and fall harvest festivals.

The experience is built for lingering—grab food from on-site spots like the Windmill Restaurant or Silo Bar, wander the nature trails, or spend hours soaking up that classic “farm day” feeling that’s become a yearly tradition for so many Ontario families.