From Ghost Stories, 1927.

From Astounding, 1956.

"On this night, he will ask the terrifying question, which will bring an even more terrifying answer."  From Dark Shadows episiode 1027.

"A speaking likeness."  From The Strand, 1894.

From Dark Shadows episode 832.

"A face looked back at me" -- a haunted painting from Harper's, 1894.

Spooky as Dark Shadows is, we've counted only seven instances of "boo."

The first is an excellent way to handle a haunted portrait, from episode 2, via DarkShadowsForever. 

The second is from episode 126, the third from 169, and the fourth (a frenzy of multiple boos) from 252.

The sixth reveals that boos are pearl-shaped tones, from 313.

The seventh (saying goodnight to a ghost by the side of the bed) is from 506.

From Chatterbox, 1891.

Here's a precursor to Dark Shadows' Barnabas Collins holding a haunted painting.  "The shades will not vanish," from The Australian Women's Weekly, 1951.

From Purple Parrot, 1941.

From Fun with Monsters by Richard Cummings.

From Paint a Murder, by Lily Ashton:

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From Purple Parrot, 1949.

Playing hide-and-seek with a haunted painting -- our favorite image of the week.  "The game of trying to get out of the reach of his eyes."  From Jackanapes by Juliana Horatia Ewing and illustrated by Randolph Caldecott, 1916

From Zabiyaka, 1906.

How to present oneself as a haunted painting.  From Harry Furniss' Royal Academy, 1887.

This haunted portrait appears in Friday, The Thirteenth by Thomas William Lawson, 1907.