I would plan a route going from one bigger town to another (more likely to have a larger gay population there). Plan where you want/need to stay overnight. Research to find hotels/motels where you can have anon meetings. Once you have determined your route plan use your hookup apps/sites to find guys and set up meetings for the night (hotel/motel/gay B&B) and day (towns you're passing through) in advance. Keep in mind several will flake or backout at the last minute, so set up more than one. And keep in touch with those until you travel.
To find places to stay ask for advice here in the regional section, google or use gay travel sites for reviews. Or maybe one of the sites has travel ads for B&Bs. Try and find places where there's no problem setting up anon hookups in terms of access to your room. Google gay venues in those places like gay clubs/parties etc. (if any...).
PlanetRomeo, which is used a lot in Europe has the option of posting a travel plan, showing where you will be visiting on certain dates. Don't know if you have that option on sites used a lot in the US. It usually results in getting responses from guys looking for sex while you're there. Be specific what you're looking for.