If you want to ride in May then you need to visit Alaska. Only you won't be riding a "snowmobile" because as Sarah Palin taught the world, only "snow machines" are ridden here.
In the Anchorage region, explore the base of the Chugach Mountains, ride on the Eagle River or view the canyons, waterfalls and Eklutna Glacier in the Eklutna Lake Valley. Other routes include the Bird Creek Trail, Ptarmigan Valley Trail and Peters Creek Valley Trail.
Located an hour north of Anchorage is the Mat-Su Valley, a popular spot with splendid multi-use trails. Options here include Hatcher's Pass, Nancy Lake State Recreation Area/Willow and Big Lake.Helpful Sites
Alaska State Snowmobile Association: www.aksnow.org
Alaska Division of Motor Vehicles: www.state.ak.us/dmv/reg/snow.htm
Alaska Tourism: travelalaska.com