Entertainment options are wider than you might think for those living a mobile lifestyle. Television, music, movies, live entertainment, and activities are not reserved to the housing advantaged.
Movies are obvious. Go when you want to. There were times, lots of times, when I'd seen every movie playing at the movie houses in my county, and had to wait for new ones to come out. Movies get you out of the environment, out of the weather, out of your car, out of your life, and immerse you in story for 112 minutes. Movies are a great way to cool down and relax before you face the next problem solving challenge. Movies are great. Even bad movies are great.
Can't stand to miss an episode of your favorite reality tv show? You'd be surprised how quickly you get over having tv in your life, but occasionally most people get sucked in by must see tv. Don't despair. You've got more options than visiting a friend's television. Laundromats have tvs and no one cares if you change the channel. Hospital waiting rooms frequently have tvs. If anyone asks you why you are in the hospital, say you are with someone who is already being seen. Or tell the truth. You're homeless and wanted to watch tv. Hospitals are in the compassion business. You might even get one of those cruddy hospital meals out of the deal. You've just got to size up the person questioning you. Airports and bus stations have tvs often enough. Of course bars have tvs, but I suggest you buy the coca cola and leave out the rum.
If what you want is something on HBO, get a motel room. I once decided I just had to see the new George Carlin special. Thirtyfive dollars got me a nice warm room, a shower, and HBO for the night. George, sadly, wasn't in top form, but the shower and the bed were nice, and I didn't have to feel deprived.
There are battery powered camp televisions. Owning one means you have to cart it around, though.
Radio, Music, and Comedy
Comedy saves lives. A walkman and a few good comedy tapes can keep you sane. Laughter keeps you happy, keeps you healthy, and helps you forget about the cold. I like comedy.
Music is good, too. Invest in something that will play some music and some comedy for you. You will be glad you did.
I also like talk radio. Nothing will help you forget your own problems like thinking about someone else's problems. Why else do you think Jerry Springer was such a success?
Homelessness does not remove you from pop culture. You choose what entertainment you like, and go get it. It's available everywhere. Don't forget museums, amusement parks, concerts, and community theater for a change of pace, either. It can even be fun to go down to the courthouse and watch a trial. People say some stupid stuff in traffic court. That's always good for a laugh.