Itinerary braindump check, first time in Chubu (+ Kyoto) [JUNE SOLO]

I would love some help getting this itinerary checked over. I've been going in circles, shuffling and re-shuffling and I just need to get this out of my head and get the days locked down so I can book hotels.
I'm mostly into sight-seeing, walking around for hours (dangerously high pain tolerance) and photography. I'm also going to try to remember to feed myself this trip (dangerously high pain tolerance).

I've been to Japan a few times but never into Chubu, and first time since lockdown.
The last couple times were also during the off-peak (Feb) months so I've never had to queue/book for anything so I have no idea what to expect traveling during May/June. PLEASE let me know if anything here needs to be reserved in advance.

24-30 May

  • Tokyo with the family, staying at MIMARU Asakusa (already booked)
    • I'm quite familiar with Tokyo so I'm mostly showing them around/shopping
  • First time day trip to Enoshima, then Kamakura (Hase-dera, Kotoku-in, Houkokuji, Komachi-st)
  • First time day trip to Nikko (shrine region) or Fuji kawaguchiko depending on Fuji weather forecast

31 May Sat

  • Brunch with family before they leave for Narita Airport
  • Luggage Forward to Takayama hotel, keep a small bag of clothes/toiletries in a Tokyo St locker
  • Gotokuji Temple (cute cat statues)
  • Explore Shimokitazawa (Railway Festival Weekend), take a selfie in front of the Bocchi tree, Shiro-Hige's Cream Puff cafe
  • Dinner with Japan friend then train to Nagoya
  • Dunno where in town to stay yet. Wasn't originally going to visit but turns out Takayama is 4-5hrs from Tokyo so I'm breaking it up a little.
  • Buy a full-sized umbrella at 7/11 incase rainy season starts early

01 Jun Sun

  • Since I'm in Nagoya, I can visit Kiso Valley!
  • Train then bus to Magome, explore a little
  • Nakasendo trail, stopping at the tea houses and this small garden along the way
  • Explore Tsumago
  • Try not to miss the last bus/train back to Nagoya for dinner

02 Mon

  • Rest day
  • Haven't had a chance to research this city yet, but I'll take it slow. And this city seems accessible enough that I can always visit properly in a future trip (there WILL be future trips!).
  • Train to Takayama hotel in evening (again, no idea where I should be staying in town yet)

03 Tue

  • Bus to Kamikochi, Taisho Pond (reservation needed?)
  • This is the main reason why I wanted to go to Chubu
  • Follow the "Ideal Hiking Trail" loop up to Myojin pond and back to the Kappabashi bridge. Eat snacks at the cafes along the way.
  • Bus back to Takayama for dinner

04 Wed

  • Shirakawa-go (Bus, I think? Reservation needed?). Been on my bucketlist for years.
  • Dinner back in Takayama

05 Thu

  • Chill rest day
  • Takayama preserved street, showa museum, hida beef
  • Haven't had the chance to research more yet
  • Train to Kyoto hotel (thinking either Kyoto st or Kawara-machi area)

06 Fri

  • Bus to Takao area
  • Honestly, I just saw the "Kawadoko River Dining" stuff and thought that looks cool
    • Momiji-ya Annex, Kinsuitei, or Root2?
    • Seems like the Kibune region might be better for this? But a bit late to change now.
    • Worth doing this in the evening to possibly see fireflies instead? I miss out on the lunch discount though and dunno if dinner will require reservations
  • Jingo-ji Temple while I'm here (I could cut this)
  • Hiking trail down to Arashiyama, hope I don't die in the haunted ghost tunnel
  • Otagi Nenbutsu-ji Temple (cute statues) + Adashino Nenbutsu-ji Temple (bamboo path)
  • Saga Toriimoto Preserved Street
  • Gio-ji Moss Temple
  • I already did "south" Arashiyama the first time I visited Kyoto
  • No idea if this day is too packed?
  • Dinner here or back around hotel area

07 Sat

  • Train to Kaege Incline area
    • Junsei kaiseki, blue bottle coffee in an old townhouse, Kyoto Nama Chocolat cafe
    • Temples (Tenju-an, Hojo Garden, Eikando Temple)
    • Okazaki Shrine (rabbit shrine)
    • I might have hit temple fatigue by this point but the railway and aquaduct looked cool
  • Dinner in Kawara-machi

08 Sun

  • Rest day
  • Chill walk along the Shirakawa Canal? Nishiki Market?
  • I'm just trying to avoid visiting the Expo on a weekend

09 Mon

  • Check out of Kyoto hotel, store luggage in Osaka St somewhere? (haven't looked into it yet)
  • Osaka World Expo
  • Main reason I didn't dedicate all my days to Chubu (more reasons to come back to Japan!)
  • But I also don't know much about the World Expos, I just thought this will be a good opportunity to try one. Just the one day should be enough for me.
  • Train back to Tokyo for the last couple days (shopping, meeting friends etc.)

Does this route make sense? Do I need to worry about reserving any transport? Have I made any grave errors?
MANY MANY THANKS FOR ANY FEEDBACK

by Teh_Lemon

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