Musicians, artists, poets and actors are all taking part to excite residents in the run-up to Christmas.
The list of locations where events are taking place has been announced, though the identity of performers is being kept a secret.
One of the highlights of the performances is a live nativity play, which takes place at Elms Field on Friday, December 23.
The spectacular show will feature live animals including a donkey, and will be presented by the Anglican Church of the White House School.
The Living Calendar initiative is being organised by Wokingham Town Council and local group MoreArts
Cllr Gwyneth Hewetson, chairwoman of the town council's arts and culture committee, said: "We've always wanted to do something that follows on from the [winter] carnival and this year we've finally cracked it."
There will be charity collections at each event. The four charities to benefit are: Wokingham Rotary Club, WADE (Wokingham and District Association for the Elderly), More Arts and JAC (Just Around the Corner), which aims to give hope to young people living in Wokingham borough.
After they have performed, videos appear on an online Advent calendar. Visit http://advent.wokingham-tc.gov.uk/index2.php
List of remaining dates and locations for Living Calendar events
Dec 8 - Anthony Blay, 27 Rose Street
Dec 9 - Bookends, 9 Peach Street
Dec 10 - Kaanaanmaa, 22 Denmark Street
Dec 11 - Dollshouse Boutique, 2 Rose Street
Dec 12 - Bookends Gift Shop, 12 Peach Street
Dec 13 - Antique Rose, 3 Bush Walk, Market Place
Dec 14 - Waitrose, Rectory Road
Dec 15 - Café Rouge Market Place
Dec 16 - The Roebuck, Market Place
Dec 17 - Martin and Pole, 7 Broad Street
Dec 18 -The Dukes Head, 56 Denmark Street
Dec 19 - Herrington Carmichael, 27 Broad Street
Dec 20 - Barbara Easton Ltd, 7-8 Bush Walk, Market Place
Dec 21 - Waitrose, Rectory Road
Dec 22 - Waitrose, Rectory Road
Dec 23 - Live Nativity at Elms Field, Elms Road
Dec 24 - All Saints' Church, Norreys Avenue