Whissendine Windmill was built in 1809 and returned to milling in September 2006. The windmill is a Grade II* listed building.
The parish church of St Andrew was built in the 13th century and has a 14th-century tower. The screen to the Lady Chapel was brought here in the 19th century from the old chapel of St John's College, Cambridge. St Andrew's is a Grade I listed building.
Whissendine Church of England Primary School is in the middle of the village.
The Village Hall hosts many events throughout the year including antiques fairs and the village pantomime. Each year in late June, the village hosts a "feast week", an ancient custom from the Middle Ages that has been reintroduced and entails a week of activities for the community. This includes a 6 mile run, an UK Athletics licensed race, the Feast week extravaganza, the knockout and the fete on the green.
The pasture called The Banks is still let by ancient custom. This involves a candle in which a pin is stuck is lit and the last bidder before the pin falls is entitled to rent The Banks for the ensuing year.
The village had a scout troop up until 2010 and a cub pack until 2012.
The village is on the Rutland Round, the circular walk around Britain's smallest county.