| Official Name: | Cheshkovshchina |
| Native Name: | Чешковщина |
| Settlement Type: | Village |
| Pushpin Map: | Russia Vologda Oblast#Russia |
| Subdivision Type: | Country |
| Subdivision Name: | Russia |
| Subdivision Name1: | Vologda Oblast |
| Subdivision Name3: | Kichmengsko-Gorodetsky District |
| Subdivision Type4: | Municipality |
| Utc Offset1: | +3:00 |
| Coordinates: | 59.95°N 60°W[1] |
Cheshkovshchina (Russian: Чешковщина) is a rural locality (a village) in Yenangskoye Rural Settlement, Kichmengsko-Gorodetsky District, Vologda Oblast, Russia. The population was 5 as of 2002.[2]
Cheshkovshchina is located 40 km southeast of Kichmengsky Gorodok (the district's administrative centre) by road. Kuzminskaya is the nearest rural locality.[3]