The online documentation states that you can not use wifi from a hotel or other places that require a login or one that has an agreement screen. A phone's hotspot will work but the upload has to be done from the Bolt and the hotspot server can not be secured.
I take my bike with me while on most vacations. I emailed Wahoo if it would be possible for them to provide a link to download the firmware file by placing the link next to the firmware description on their support page. As of yet, I haven't see this happen. This would solve the issue of not being able to update the firmware when in a hotel. You can simply plug your Bolt into the hotel's guest computer, where it sees it as a hard drive, download the file and place it directly in the Bolt. Problem solved!
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HCFR Cycling Team
Ride Safe ... Ride Hard ... Ride Daily
2017 Colnago C-RS
2012 Colnago Ace
2010 Giant Cypress