well it depends whether you are rollerskating or ice skating because if your ice-skating you skate in ice rinks or even in the winter on frozen lakes or ponds but if your roller skating you skate in skate parks or in parks or on the path or even the road
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Although the draw is to ice skate outdoors on a frozen pond in the wintertime, this can be dangerous if the pond is not certified for safe skating. The best place to skate in the winter is on a prepared ice rink.
Please refer to the link below for a user friendly web directory for ice-skating arenas nationwide.