The Ruins of the Viljandi Order Castle date back to 1224 and were built on an old Estonian stronghold. Today, only a few stone walls remain, but visitors can enjoy stunning views of Viljandi Lake from the site.

Viljandi rippsild is a rope bridge built in 1931, spanning over 50 meters long. It is an important symbol of Viljandi, originally created to help the lord's family visit the chapel in the ruins.

Viljandi Lossipark features the ruins of an ancient castle and beautiful landscapes. It offers a scenic view of the valley and has a historic bridge that connects the town to the park.

St. John's Church in Viljandi is dedicated to John the Baptist and was built in the 17th century on the ruins of a Franciscan abbey. It features notable stained-glass windows by Renee Aua and community-made wall carpets by Prof. Anu Raud.

Kondas-Strawberry is a museum focused on naive and outsider art. It showcases the works of Estonia's notable painter Paul Kondas and other self-taught artists, making it a significant cultural spot in Viljandi.