Olaf the Stout
Hero
I switched my Rise of the Runelords game over from Pathfinder to 5E at the start of Chapter 5. Doing a DC= 1/2(of PF DC)+5 seems to work pretty well for traps, hazards, skill checks, etc. Monsters I either try to find something close in the 5E MM and tweak from there, or just kind of eyeball it using MM stats of a similar CR as a guideline. The infamous "Boss Monster Alone in a Room" from PF APs get upgraded to Legendary creatures, often with Lair actions.
Treasure I cut way back on (and I even did a complete re-work of the PCs equipment in the conversion, ditching a lot of their generic "Just so the math works" items in favor of stuff that was more flavorful) and most enemies they encounter don't have the pile of +1/+2 equipment they did in PF. They either have nothing at all, or a couple of interesting items from their original PF inventory. If I feel they could use a plus here or there to keep their challenge level up, then I might give them a ring or cloak of protection or magical armor or whatever. When we were playing PF one of the players was actually using an Excel spreadsheet to keep track of all the equipment they found and the GP value to make sure everyone was getting a fair share. Now when they find stuff they decide who would get the most use out of it (taking attunement into account) and just keep a list of anything they're not using. I also don't need to waste time on book-keeping exercises during the game as they sell off the tons of unwanted +1 and +2 to gear in order to buy the next step up in their own gear.
Cheers for that. Rise of the Runelords is definitely one of the adventures I have that I'd be interesting in running in 5E.
There's been some really useful information in here overall. I think the biggest thing seems to be to not try and convert exactly.
Don't convert an encounter with 4 Orcs in 3.xE to an encounter with 4 Orcs in 5E. Instead, figure out what the relative challenge of such an encounter is in 3.xE and then try and make the same difficulty of encounter in 5E, adjusting creatures and creature numbers as required.