Plan your trip with Internet in mind:An easy way to avoid getting stuck without Internet access: Do your homework. Don't book your hotel reservation without checking the HotelChatter blog's most recent Annual Hotel Wi-Fi Report, which provides listings of free, paid, and free-with-membership hotel Wi-Fi access. Kayak also has airline, airport, and hotel Wi-Fi comparisons. Plan your trip right, and you'll be able to work from everywhere after the TSA checkpoint.
Starbucks is your best friend:Regardless of what you think about the chain's coffee, you'll be elated to find a Starbucks when you're desperately hunting for Internet access. The same goes for McDonald's, Panera, and pretty much any hotel lobby. Even public libraries usually have free Wi-Fi--whether they're open or not. You can check out free Wi-Fi databases such as OpenWiFiSpots.com before you leave for your trip, but the listings aren't always accurate or up-to-date, so you're probably better off just noting where your coffee-shops-of-last-resort are. If you're really worried, invest in a membership with some of the more common Wi-Fi providers, such as T-Mobile HotSpot.
Have your own tips for disconnected road warriors? Share them in the comments!