The attraction will feature a festive underground town called Enchanted Hollow, along with carollers, a seasonal panto, and a Christmas sing-along.
A selection of the theme park's rides will also be open to visitors.
Winter's Tail entry tickets are included in the price of general admission to the theme park.
Tickets to the theme park start from £36 per person, with those under three going free.
Chessington World of Adventures was recently crowned the UK's best theme park by the British Public.
The theme park is planning to build a brand-new water park with a wave pool, infinity pools, an indoor spa, and a play area.
The theme park would extend its current Safari Hotel as part of the expansion.