Mount Tom Sledding Hill

If you’re familiar with the history of this convenient sledding spot (within walking-distance of town) – it’ll come as no surprise how perfect it is for downhill fun. Need a hint? In fact, this wide-open face featuring a 500-foot vertical drop was once a bustling ski area!

Now part of the Rainbow Playschool property, in a past life, the ungroomed hill featured five trails and two lifts, operating from the early 1950s to the 1980s. Today, all you need is a thick layer of snow, a tube or sled, and a few hours to wile away in this winter wonderland.

Location: Just north of Billings Farm & Museum on Route 12 in Woodstock

Price: Free

Recommended hours: Weekend mornings and afternoons

Find the Mt. Tom Sledding Hill on this map of Woodstock.