The Advent Cullumdar launches on December 1 with a different prize behind each window including a Nintendo Wii, tickets to see AC/DC, a Nokia 5310, hospitality passes for the Silverstone Grand Prix in June, Jamie Oliver cook books and a personalised magnum of Moet & Chandon.
Fans are invited to visit the Advent Cullumdar on each day of December to be in with a chance of winning a prize.
By opening a window they can see the prize and a short video of Cullum introducing the present before entering themselves and a friend for that day's draw.
Cullum is currently finishing his new album which is due to be released in spring next year.
This autumn, Cullum performed at LA's Hollywood Bowl with the Count Basie Orchestra, wrote the theme song to Clint Eastwood's movie 'Gran Torino' and appeared with Burt Bacharach at the BBC Electric Proms.
Cullum also appeared at Spain's Sonar Festival with tech-house star Darren Emerson, playing a live and "completely unrehearsed" set, and repeated the show at Lovelands in Holland.