Within the framework of the organization of local self-government, it is part of the Kukoboyskoye rural settlement, and within the framework of the administrative-territorial structure it is the center of the Kukoboyskoye rural settlement.
In the 16th century, the village of Nikolskoye-Kukoboy was the domain of Prince Semyon Andreevich Sheleshpalsky. Prince Semyon left no descendants, and therefore bequeathed his lands to local monasteries (the village of Nikolskoye Kukoboy with villages to the Kornilyovo-Komelsky Monastery). In 1526, Prince Ivan Ivanovich Nashchokakemsky bought a village with villages from the monastery for 100 rubles from Moscow and a horse. According to the spiritual charter of Prince I.I.Kemsky in 1533, the village of Nikolskoye-Kukoboy was received by his son Alexander, who sold the village and villages to the Kirillo-Belozersky monastery in 1557. According to the census book of the monastic patrimony of 1559, the village of Kukoboy is the patrimony of the Kirillov monastery. According to the decree of Tsar Ivan dated July 11, 1564, the village of Nikolskoye-Kukoboy, bought from Prince Alexander Kemsky, was left behind the monastery.
The village of Kukoboy in the period from 1929 to 1971 was the center of Pervomaisky district. Until 1917, Kukoboy was part of the Podorvanovsky volost of Poshekhonsky uyezd. In 1917 Podorvanovskaya volost was renamed Kukoboyskaya volost. Pervomaisky district, centered in the village of Kukoboy, was established on June 10, 1929. On February 1, 1963, Pervomaisky district was liquidated, its territory became Lyubimsky rural district. By decree of January 12, 1965, the district was re-established. In 1968, the once independent territories became part of a new district with the former name – Pervomaisky. Until 1971, the center of the district was the village of Kukoboy. In 1971, the district center was moved to the village of Prechistoe.
The village has a school, an outpatient clinic, a kindergarten, a fire station, a branch of Pervomaisky forestry, a branch of Sberbank, a pharmacy, shops, a consumer services company, a department for the elderly and disabled, a museum of wooden patterns (Baba Yaga's Residence), the Church of the Savior on Spilled Blood, and a post office.
The main tourist attraction in the village of Kukoboy, LLC "Kukoboyskaya Starina", is the Baba Yagi tract. Baba Yaga's Hut in Kukoboy is a full–fledged folklore complex. Here, in addition to the hut itself, next to the 7th fairy-tale verst of Russia, the "Gates to the fairy tale" are built in the same style, through which you can get to the territory of the Pine Forest, where you can see the Spassky Temple. There is a holy spring with healing water in a pine forest, and the bear's house is located nearby.
The Cook and Boy Guest House is located in the village, a great place to relax with family or friends.
In 2024, on the basis of the Kukoboy House of Culture, a tourist historical and educational program "N.K. Krupskaya Women's Agricultural Commune - A Secret monastery of the XX century" was created and is actively developing.
HONOURABLE
1- The Church of the Savior Not Made with Hands, the architect of which was the famous Vasily Kosyakov, the author of the design of the Naval Cathedral in Kronstadt. It was built in the early 20th century with the money of a local native, Ivan Agapovich Voronin, who became rich and lived in St. Petersburg. He suggested that the villagers build either a railway from Poshekhonye to Kukoboy, or a cathedral, the countrymen chose a temple. Thus, a cathedral worthy of decorating the capital appeared among the protected forests.;
2- The school building in Kukoboy, built in the early 20th century. It deserves attention in itself, as well as the school museum located inside. There are several exhibitions here: the history of the village, Russian flax, tools of labor and everyday life, and the museum's collection includes more than 200 exhibits.;
3- The house of L. A. Kostitsyn, famous throughout the district for his woodcarving skills. The house itself and the furniture in it are handmade;
4- St. Isaac's Nativity-Bogoroditsky Monastery, located in the village of Pustyn, which is about twenty kilometers from Kukoboy. The monastery was founded in the 17th century, and was later abolished. The village where the monastery is located is not residential, and it can only be reached by an off-road vehicle. The monastery is currently being restored.
5- School Museum dedicated to the Zakharievskaya women's commune