Unless you used a 2-year paint and it is still good, you will be hauling for paint in the spring. That far north, growth in the winter is minimal. If you have to paint, you won't be able to launch until AFTER it is warm enough to paint, which is later than you may think (because there will be a launch line).
Dry Storage.
* Stands can dent the hull. Unusual.
* If the
rudder has water inside it can burst.
*
Interior freezing is a more serious threat and will be more severe on land. You can't run heaters and you do not have the water to buffer temperature swings. The
cabin of the
boat in the water seldom goes far below freezing. A
boat on land will reach ambient temperature. Whether you can run heaters in the water depends on the marina, and whether you should depends on the
installation (installed heat and portable heaters are two different things). On the water a "frost watch"
heater is not unusual.
* You won't get as much shoulder season sailing if you store on dry land.
*Folks like to do spring projects, but remember, you have to wait until it is
warm enough for paint and varnish at night.
I've done both.