Do this kind of work for a council, so a few things.
Whatever Hermetry City adds, I found no doc page for it, so I can’t tell you. Everything you described works with ordinary devices, profiles, alarms and a dashboard.
Power: the path lights already have power at the top of the post. Lots of posts have a photocell socket, and sensor nodes made for those sockets take their power from it. That covers light status and anything mounted on the post. Bins and planters: battery sensors, reading a few times a day.
Radio: LoRaWAN suits bins and planters. The network server uses your gateway’s frequency plan, so in the US get a 915 MHz gateway and sensors on the same plan, see Regions and frequency plans. Where the hotel’s Wi-Fi reaches, Wi-Fi sensors are fine too. Battery Wi-Fi sensors should wake, send over HTTPS and sleep, give them a profile with the Recent message online rule.
Then a threshold rule on battery and a Device offline rule on each profile, so you hear about a dead sensor before a guest complains about the bin.