Tanukikōji 5-chōme — Sapporo 狸小路5丁目
Inside the arcade, sixteen stalls of a neighbourhood market: three shops and 13 kitchens.
It is the fifth of the seven blocks of 狸小路, identified by comparing the position of the traffic light and of the road signs at the junction. The photo shows the arch at 5丁目.
Hokkaido
Susukino, Odori, Nishi yon chome
Kimi ni Todoke: From Me to You
The stretch of arcade that appears in episode 18 of the first season, the one about Chizuru's love. A detail to look for on site: in the anime the shop sign reads 北幌サンセット商店街, a reference to はぼろサンセットビーチ in the author's home town.
All the places from Kimi ni Todoke: From Me to You
https://theanimetrip.com/luoghi/tanukikoji-5-chome-5-sapporo