With its promise of long, sunny days ideal for enjoying the trails, waterfalls, and great outdoors, summer is by far the most popular time of year to visit Woodstock and the surrounding area. However, the season can bring crowds and booked-up campsites, so try to make reservations far in advance. September and October can also get busy with visitors arriving to see fall foliage. Winters are relatively crowd-free and offer skiing and snowshoeing.