A city for all seasons, Watertown offers an abundance of outdoor recreation. Kayakers will enjoy paddling the Rock River Trail which extends the 11 counties of the Rock River. Watertown's ample park system is sure to impress visitors with 22 parks covering over 263 acres. Wooded walking trails, 18 hole Frisbee golf course, skate park, fishing areas, lighted tennis courts, basketball courts, volleyball courts, ice skating, cross country skiing, and playgrounds are among the many amenities offered. Riverside Park, one of the largest in Watertown, contains the ever popular Chamberland, a community-built children's playground, scenic picnic sites along the Rock River and the Watertown Aquatic Center. Watertown plays host to many competitions, celebrations and festivals, including Riverfest, a free 4-day outdoor music festival held in August. You may also enjoy Watertown's long-standing Tuesday farmers' market held May - November.

Watertown has one of the largest historical districts in the state, and offers several tours to be taken including the historic Octagon House and America's First Kindergarten. Visitors can also stop by the Chamber of Commerce to pick up any of the eight historic walking and driving tours of the city.

If golf is on the agenda, Windwood of Watertown is a public golf course, which includes outstanding amenities and appeals to a variety of skill levels. If indoor activities are called for, Watertown has 2 bowling alleys, a movie theater, a roller skating rink, and an array of shopping options ranging from international imports to antiques.

The city is home to Watertown Municipal Airport and offers a city-wide taxi service. If an overnight stay is in order, guests can choose from several hotels for the perfect way to end the day.