You will now enter the heart of my hobby.
Before purchasing my Meade LX200 GPS 14" telescope I had already planed to build an observatory to house it. In fact, I never forgot that the size of a telescope is not easy to move and must be permanently polar aligned.
For instance, moving the 80 lbs outside the house, aligning and cooling down the OTA, running the software and focusing the CCD camera after connecting all wiring to the computer take around one hour before starting stargazing. This is the reason why it's necessary to check the forecast before going out.
Due to these limitations I stargaze when the weather is clear for several hours. Unfortunately, you can loose some interesting observations when the sky is partially cloudy.