Hi Benjamin,
I just got back from a week at the Radisson, I've spent 2 weeks there in the last month. If I were you, I'd spend the night at the Airport Hampton Inn, it's very close to the airport, clean and comfortable. The Radisson is off of downtown and traffic in San Jose can be a real pain. As far as a good dinner, I would highly recommend Le Monastere. I had dinner there the other night, the food was very good as was the service and the view is beautiful. About $70-80 for 2 with drinks. Any cab driver can get you there.
Enjoy
Phil