There is a full calendar of events in Jackson, and the year kicks off with plenty related to the winter sports in the region. This includes the annual New Hampshire Snow Sculpting Competition, which is held on the last weekend in January. This is one of a only and handful of state, national and international sanctioned snow sculpting competition in the United States, with winners becoming eligible to complete in international events. The three-day event features numerous teams of amateurs and professionals sculpting columns of snow 10 feet high and four feet around!

As the seasons change the fowl come back to Jackson, just in time for the Winter Wildquack Duck Race, which is a race where visitors can take a chance on a winning duck, as 500 birds are released down the a special luge track. This event is held at the beginning of March to celebrate the end of winter.

Memorial Day weekend sees the real Wildquack River festival, when 3000+ rubber duckies 'swim' their way from the bottom of the falls to the middle of the Village Green.  1st and last duck home win fabulous prizes & there are numerous other prizes on offer.  This is a great family day with children's games, face painting, food and drink, a parade, silent auction & a giant Duck themed cake.

The festivities continue in the summer with the two-day White Mountain Arts Festival, which showcases art from around the region, and includes selected artists and craftspeople selling their work, while other artisans, musicians and food vendors set up in the village park.

As the weather turns to fall it is when the pumpkin people return, which is an annual event that has locals decorate pumpkins throughout the village of Jackson and the surrounding towns. The Pumpkin People Return includes a self-guided tour, with a map available from the chamber office as well as participating businesses throughout the towns.