The first place on the route is an abandoned farmstead on the bank of the Oka, southeast of Serpukhov. It looks atmospheric and epic. You can't get inside (well, it's problematic), but you can walk around outside. In summer you can also go down to the river, where there is a font and a waterfall of Pushchino.
If you are afraid of dogs, be careful. Somewhere nearby there is a pack of local dogs barking. But they do not interfere with the sightseeing.

Nearby, we found a great spot to take pictures of the car. In winter and summer the shots will be great. Especially if you're lucky with the weather.

And here is more interesting. When you drive up, you can get upset, because the whole abandoned manor is in the woods and behind the fence. But if you wait a little bit, you will see the kindest watchman, who will not only let you in, but will practically give you a tour. You may go around the whole building, pass through to the other, more atmospheric side and even ascend to the second floor, if you are not afraid. The main thing is to be careful!
The manor is being restored. The plan is to have a hotel. Have time to visit it without booking, while there is such an opportunity.

For lunch it is definitely worth visiting Kitchen Market in Serpukhov. The place really surprises with the level of service, the variety of the menu, and the quality and taste of the dishes.
The table is worth booking in advance, even for lunch. Phone: +7 (925) 659-06-00

The last stop on the route before going home is the monastery in Serpukhov. It is beautiful here at any time of the year. The XIV century is one of the oldest in the Moscow region.