We will be in the region of Le Marche in October, based in Urbino and Ascoli Piceno. I was wondering if someone could recommend a private tour guide. I’m having difficulty finding a guide online as this region is not a major destination in Italy.
I didn't go to Urbino, and I did not use a guide in AP, but both will have a central tourist office and are as well equipped for tourism as most places in Italy--you won't have any trouble finding a guide locally.
Here is the link for AP/Marche/Urbino turismo, with guides listed:
https://visitascoli.it/en/guided-tours/
https://www.turismo.marche.it/en-us/Plan-your-journey/Tourist-guide
https://www.vieniaurbino.it/contact-us/?lang=en
Be sure to have a Sambuca con la Mosca in Ascoli Piceno--the fried sage leaves are fantastic too (I did not care for the fried olives as much)