"Kakegawa Castle and Downtown Area"
Granted that Kakegawa is best known by the castle, but downtown area in Kakegawa has some other nice places to visit.
The manshion of the wealthy merchant built in Meiji-Period. The house is basically built in samurai residence style but added some modern styles of Meiji and Taisho period.
Sontoku Nimomiya is one of the most respected Japanese historical figures particularly so among managers and presidents of the Japanese companies. Kakegawa is the place where Hotoku movement or Ninomiyaism has been put into practice. Dainihon Hotokusha the headquarter of Ninomiyaism neighboring Kakegawa castle has some historical buildings.
Gijsbert Hemmij's Tomb
The tomb of one of the VOC opperhoofdens of Japan, Gijsbert Hemmij who passed away in 1798 in Kakagawa was buried in Tennenji Temple. The tomb is now a symbol of longstanding Dutch-Japan relationship.
"Hiking In Mt. Ogasayama"
Mt. Ogasayama may not be what you call a mountain. It is only 265 meters above sea level. But this place is rich in plants and wild birds rare around this area. If you love earth science it could be the good place to see the stratas. The mountaintop area is a place where Iyeyasu Tokugawa made a fortress to fight against Takeda clan. From one of the peak area Kakegawa castle can be seen from the distance. It is very difficult to find a castle in the naked eye though. Walking along a hiking trail is really thrilling. You may have to walk on the narrow ridge with both sides drop to the ravine. And you may have to pass the dark tunnels to get around the pond. There are a number of hideouts for the birdwatchers to get close to the birds undetected.
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"Other Great Places"
There are great places other than Kakegawa castle and Mt. Ogasayama. Kachoen is a popular attraction with botanical garden and avian zoos. Tsumagoi is another great amusement park where you can enjoy a lot of interesting attractions. Awagatake is the most popular hiking destination for Kakegawa residents. Yokosuka old town has some historical places including Shimizu House with nice garden and Yokosuka Castle Ruins. In the coastal area, there is a nice day-trip onsen Daito Onsen Seatopia and close to the onsen there is a nice beach of Enshunada a part of Pacific Ocean.
Yokosuka Old Town
If you like Kakegawa castle area, you will definitely love this town. This town has been developed under the governership of Yokosuka Clan. Around Yokosuka Castle Ruins there are a number of old houses and temples.
Kikugawa is a neighboring town of Kakegawa having some historical sites.
Old Samurai Residence(Bukeyasiki) is one of the most well known Kikugawa attraction, also there is a nice old castle ruin, Yokoji Castle.