That being said, I do have a copy of 2nd edition campaign setting, the Dalelands Campaign setting (which I really dig), a copy of menzoberranzan and the first adventure in the sword of the dales set.
The adventure that comes with the FR campaign setting "Beneath the Twisted Tower", is a good starting place. If I remember correctly all manner of evil may or may not be below the twisted tower. The players are introduced to Shadowdale and the NPCs there. I believe they are offered some land to build a place. As well the first adventure in the sword of the dales is similar with the land offered. Both of which are for starting PCs. The twisted tower adventure allows the PCs to recuperate a bit and then delve back in, whereas the sword of the dales is more of a railroad wandering in the wilderness adventure.
The twisted tower includes some drow, which is good as it sets up further adventures with the Drow involved and may give the PCs a bit of hesitation when encountering them.
It would be relatively easy to start with both premises and then see which bait the PCs take.
1. Sword Of The Dales
2. Beneath the twisted tower.
3. Terrible Trouble At Tragidore (which is a terrible adventure) but with some tweaking it could be placed somewhere in the dales close to Shadowdale. Quite possibly on the route to the sword of the dales encounters. (More drow!)
4. Secret of spiderhaunt (which I'd have to purchase at some point)
5. The return of randal morn. (which I'd have to purchase at some point)
*After these adventures, the players should be at a high enough level to start the Menzoberranzan adventure. (5-7 i think)...
Some info on the sword of the dales trilogy
The Sword of the Dales, an icon of the Dalelands symbolizing the unity and strength of the people, has reappeared! Created by Shraevyn the weapons-mage hundreds of years ago, the lost Sword had become nothing more than a fantastic children's tale - until now.
A group of warriors led by Randal Morn, rightful ruler of Daggerdale, rushed to the Sword's resting place to recover it, but dark forces awaited them, and Randal and his men fell to an ambush. Only one man escaped, yet he brought with him the hope that Randal Morn yet lives. Resolved to rescue his leader, that lone survivor turned to the great Elminster of Shadowdale for aid.
But Elminster is gone, off plane-hopping while the fate of Daggerbale hangs in the balance. Hence, it is up to Lhaeo, scribe to the old mage, to find a group of heroes who have mettle enough to face down the menace which claimed Randal Morn and his hearty followers...
This is the first of three adventures that grant player characters the opportunity to determine the fate of Daggerdale. The saga continues with "The Secret of Spiderhaunt" and concludes with "The Return of Randal Morn."
Part 2 - Secret of spiderhaunt
Part 3 - The return of randal morn.
The sword of the dales technically doesn't need to be played all the way thru, or even played for that matter. However with the wealth of information I have on the Dales it would be preferable.
The above adventures would probably keep me going for a few years at this rate!
I'd like to keep playing thru Isle of dread for awhile. As we only play every few weeks, this will take some time to get to. I've been sitting on all of these books since I was 16. I'm slowly starting to get a hankering to play some 2nd edition. At some point then I would probably put them up for sale after I finish running those adventures.
Anyways, a few thoughts on a campaign idea that's been rolling around my head for ooooooh about 24 years.
Part of the reason this came to me is that I found that all of my players detest spiders. So what better way to freak them out then to send them to the city of spiders! hahahah. Oh and I have a copy of a random dragonlance adventure that I've never played (DLA2 Dragonlance Dragon Knight ). I should really pop that one up on ebay, I doubt I'll ever run it.
Why not convert it?
I could easily convert these adventures to whitebox or possibly 5e, however I never did get a chance to really push 2nd edition. More often than not there was a lot of start and play a bit, then slack off, then start again etc. I think it would be super interesting to put 2nd ed thru its paces (just the 3 core books, no splats, no skills & powers)