The description of the accident with the woodchipper reminded me of Tucker & Dale vs. Evil.
It has a strong 'cabin in the woods' vibe as well as a serious of increasingly unlikely deaths.
Warning. NSFW Scenes.
At one point they encounter a sheriff and try to explain what happened.
It's been solved! It's The Shadow Man (1986) by Stephen Gresham.
Joey felt a chill as he stared at the luminous green dots on the screen of his ComputerAssisted*Playmate. What did CAP know about The Shadow Man? Joey's dad said there was nothing to be scared of because The Shadow Man wasn't real. But CAP, Joey's best friend in the world, ...
Comes the Blind Fury (1980) by John Saul.
From this Goodreads review (which is much more descriptive than the official summary):
The Pendleton family arrive at their new home in Paradise Point (a village a couple of hours northeast of Boston). Dr. Calvin Pendleton has switched jobs, from working at a hospital in Boston, to a small clinic in Paradise Point. [...
5150 Elm's Way (2009)?
The whole "kidnapped, forced to win chess to earn his freedom" thing matches nicely, but I cannot confirm the final game is visited by ghosts. In fact the movie does not appear to be sci-fi horror, just mundane horror (but per meta, an on-topic question with an off-topic answer is valid).
Elm's Way is a calm ...
Possibly The Missing by Sarah Langan:
A remote and affluent Maine community, Corpus Christi was untouched by the environmental catastrophe that destroyed the neighboring blue-collar town of Bedford. But all that will change in a heartbeat . . .
The nightmare is awakened when third-grade schoolteacher Lois Larkin takes the children on a field trip to Bedford....
Could this be Convoy of Carnage (2017) by David A. Simpson, the first book in the Zombie Road series...?
The first book in a thrilling new series.
The people that tried to kill the world were fiendishly clever.
After decades of planning, the contagion was unleashed and overnight hundreds of millions died and came back as rampaging, undead ...
This is King of the Zombies (1941).
King of the Zombies is a 1941 American zombie comedy film directed by Jean Yarbrough and stars Dick Purcell, Joan Woodbury, and Mantan Moreland. The film was produced by Monogram Pictures, and was typical of its B films produced by the Pine-Thomas team. Along with flying scenes, the use of zany characters ...
Sounds like Banshee Chapter (2013).
Banshee Chapter (sometimes referred to as The Banshee Chapter) is a 2013 American horror film and the directorial debut of Blair Erickson. The film had its first screening at the Fantasy Filmfest on August 22, 2013 and released on video on demand on December 12 of the same year. Banshee Chapter stars Katia ...
Pretty sure this is They Found Hell (2015).
A group of college students are trapped in hell after a teleportation experiment goes awry, and the inhabitants are determined to devour their souls.
This review offers a decent summary of the plot.
They Found Hell, which premiered last night on the SyFy channel, deserves a lot of credit. In the tradition of ...
Might this be Night of the Demons (1988)...?
Night of the Demons is a 1988 American supernatural horror film directed by Kevin S. Tenney, written and produced by Joe Augustyn, and starring Amelia Kinkade, Cathy Podewell, Linnea Quigley, Hal Havins, and Alvin Alexis. The plot follows a group of high school students who throw a party inside an ...