The Rutland Free Library, the Paramount Theater, and Merchant's Row, a mid-19th-century street that has been rebuilt, are all located in the downtown area. The National Register of Historic Places has listed 108 structures in the center of Rutland. The 275-acre (111 hectare) Pine Hill Park near Rutland also offers hiking, mountain biking, and other outdoor activities. The Flip Side Skatepark, a governmental facility of the Giorgetti Athletic Complex with an open-sided closed roof arena, is located at the entrance to the park.
Since 1960, the Rutland Halloween Parade has been held yearly. A number of superhero comic books, including Batman #237, Justice League of America #103, Freedom Fighters #6, Amazing Adventures #16, Avengers #83, and The Mighty Thor #207, used the Rutland Halloween Parade as their backdrop in the early 1970s. 2009 marked the parade's 50th anniversary.
Wonderfeet Kid's Museum
Wonderfeet Kids' Museum fosters curiosity and exploration, inspires creativity and ignites the imagination of every child through the power of play. Our interactive play spaces and exhibits facilitate meaningful interactions between kids and their grown-ups. Adults as well as children will find themselves absorbed in play in our cozy, clean, and creative space.
Chaffee Art Center
The Chaffee Art Center has been the heart of our community for 59 years. Our home is an 1890’s Queen Anne Victorian mansion that showcases and preserves the history of our community, and the historical significance of that time period. Its location is in Rutland’s historic business district that in the 1850’s encompassed the courthouse and post office right next door to the site the mansion was built on. Community members and visitors come to the Chaffee to experience the talent of the art within, as well as the history and beauty of the architecture, ornate parquet floors, 4 magnificent fireplaces, rich woods used throughout and so much more. Adults and children of all ages take part in our educational programming.
Pine Hill Park
Pine Hill Park is 300 acres with a 16-mile single-track trail system found in the northwest corner of Rutland City. The park is stewarded by the Pine Hill Partnership, a non-profit organization run by volunteers.
Rutland Downtown Historic District
A hidden gem in Vermont, Rutland City offers beautiful scenery, incredible works of art, shopping, and dining in a historic, walkable downtown district.