I'm in New York, and close to the border of MA. It is better to cold smoke during the colder temperatures, but you don't want the inside cabinet to be too cold. Ideally I like to cold smoke with the cabinet temperture around 70°F. There are times during the winter months I have cold smoke, and needed some heat from my heating element to obtained that. If the generator is still attached, the bisquette burner provide 125w of power that brings the bisquette burner up to around 550°F. So that will bring your cabinet above the ambient temperature. I've had the cabinet reach up to 140°F, with only the bisquette burner on.
As for the bisquettes; without the heating element on, and the colder the inside of the cabinet is, the bisquettes will not burn as well. It is something that you may need to keep in mind. As for the smoke flavor, if you read the many posts on this forum about smoked cheese, they have one thing in common, the burnt (ash/bitter) taste it has when immediately removed from the smoker. It needs to be vacuumed packed (or tightly wrapped), and aged in the refrigerator for a few weeks to allow the smoke flavor to loose it's harshness. Before adding additional smoke, allow the cheese you have already smoke to age, the do another tasted test. Lightly spritzing your cheese with water, a couple of times during the smoke, may increase the amount of smoke that will adhere to the surface, but on the other hand, it could make in a little more bitter.
The cabinet can be very sensitive to the ambient temperature and/or other outdoor conditions. When it is in direct sunlight, you can reach higher temperature, than you can on a cloudy day or when it is in the shade. When it is cold, it will take longer to reach your desired temperature, but once there, it will do a fairly good job of maintaining that temperature. Windy conditions will keep the cabinet temperature down, so it is best to protect the cabinet from the wind; or delay your smoking for another day.
As for your vent. Keep your vent open far enough so that the smoke does not backup into the generator.