There are MANY wineries in Umbria and Tuscany - go crazy (but drink responsibly)! The closest winery to the venue is SAIO, which is a 5min drive away (https://www.saioassisi.it/).
The region is rich in varieties of olive trees. For those who are after a unique experience, plenty of olive oil tasting options are nearby.
The venue offers classes for guests to learn and cook regional Italian dishes - please inquire directly with the venue if interested.
Although May is not peak truffle season, you can still go on hunting excursions for black summer truffles.
The venue offers private lessons and guided rides in Assisi mountain parks - please inquire directly with the venue if interested.