I bought the Season 2 pass on GOG last night after having the game for a while, supposedly the first of the packs came out yesterday, but I don't have anything new to download? Do I re-install it? Do I need to enable something? Has the DLC only been released on Steam and not GOG?

I'm having the same problem. Have the anniversary edition, and bought the season pass 2, but nothing changed, nothing new from the new content appeared. Tried reinstalling the game, but nothing changed. Did you found a solution?

Hello all have a question. I recently purchased Crossroads Inn season 2 pass which should give me access to the "Circus" DLC as well as the "Moonshine" DLC. However, while they both appear under the options menu under the main menu screen of the game I can not click on them. Also neither DLC is in my file library under the game's files. Both DLCs are currently available on the Steam version of the game. So does anyone who has purchased the season 2 pass know where the DLC is? Thanks in advance.

Same problem here, just asked in game Discord channel:

My question:
"Hello, so which DLCs are included in Season Pass 2? Cause in GOG version we have no downloadable extra DLCs..."

Game Staff/Dev answer:
"Hi we are working on the problem right now. We want to make them working on friday."

fingers crossed :)

Seems that the solution is near... temporary delisting till update :)
https://www.gog.com/forum/general/crossroads_inn_anniversary_edition_season_pass_2_delisting/page1

If you don't have DLCs despite Season Pass 2, I think you'd have to ask GOG support directly.

They should add them to your game orders/downloads (well, that's what they've done with my game).

I have the DLC it just doesn't work even when installed.

You could try to report in their Discord server.

https://www.gog.com/forum/crossroads_inn/bug_reports