How to 'winter-over' a gazebo
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You must remove the canopy,then if possible tie the gazebo down or unfortunately dismantle
For the furniture, get the plastic painters drop cloth and stack all the cushions on one piece and wrap it real well and secure. The rest of the furniture if you can stack a couple of pieces together, do it and cover all the furniture. You don't want to cover the gazebo as that would catch the wind and make it at a higher risk of blowing over or damage. If you can remove the screens that blow in, that would keep the wind from damaging them and having less risk of catching the wind.
We live in Maine and while not a gazebo this grape arbor has wintered over for many years. We did as Nancy suggested and stacked and covered the chairs but for greater protection to them we put behind our tool shed. The table we just leave uncovered. I always wanted a gazebo and I bet your is pretty. Which reminds me there is one in Fort Williams which is nearby (where Portland head light is) they just leave that as is.