The 1st chalice is on a table on the left in the Entrance Hall.

After the drop and fight, up the left stairs there is a path on the left, the 2nd chalice is at the end.

At the back of the next room there is a sarcophagus that you can push the lid off. Drop down, there is a hallway on the left with the 3rd chalice.

Back on the main path. The 4th chalice is in the next room on the right, behind a small cage.

Turn around. On the other side of the entrance is a suspicious brick, press that and go back out the entrance. In front of you, a secret door will have opened to a room with a tome and the 5th chalice.

There is a second suspicious brick in the same room as the first, at the far end, hidden behind a standing coffin. A secret door will open just to your left. At the far side of the next room there is another standing coffin, behind it is the 6th chalice.

Don’t drop into the blood fountain yet, go forward down the stairs and take a left. The 7th chalice is on the left near the cliff.

After the blood fountain, drop down to the locked chest, the next room has a gargoyle on the left, with the 8th chalice underneath.

In Celebrants Passages there are the 9th and 10th chalice. The 9th is at the beginning under a painting.

At the end of the passage there’s a room on the right. The 11th chalice is on a shelf in the second half of the room.

Drop down, the 11th chalice is at the end of the room, on a table in the center.

In the next hallway, there are stairs on the left going down to the Enchanters Cellars. First thing on the right, the 12th chalice, is on a barrel.

When you enter the Grand Hallway, take the door on the left, then in the closet on the right, the 13th chalice is on the floor on the left.

Turn around and go through the small door with a skull on top. On the right, jump on the chest, then the leaning table, there’s a key on top of the pillar. Hug the left coming out of that room and go to the end of the next hallway, there’s a locked door on the right. Continue until you go up some stairs into the Ransom Cells. In the third cell, the fourteenth is on the table. In the first cell, a 2nd grimoire lies on the table, and in the third cell, the 14th chalice.

Going over the rubble pile, take the first door on the right, the 15th chalice is on the right.

Before going into the courtyard, there’s a doorway at the other end of the hall with some stairs going down. The 16th chalice is at the bottom.

On the left side of the Bale Moon Cloister courtyard, there are two entrances to the same hallway with three rooms. In the center room, the 17th chalice is behind a coffin in the corner.

After the next point of no return, the 18th chalice is at the end of the hallway.

There’s a large room in the Lost Archive, in the center of this room the 19th chalice is hidden under a broken table.

Before the drop after the Lost Archive, turn right down the hallway. In the second room, the last (20th) chalice is located under a stone vessel in the far left corner.

https://youtu.be/A0yYcBX_MrM Credit: Grin

You can find the rest of the challenges for this map in this guide.
https://gtm.steamproxy.vip/sharedfiles/filedetails/?id=3264185268