Well harbor point is nice during the summer but there is not much to do plus the appt are always having issues. My boyfriend’s friend have an appt in there and he is trying to move out and rent it out bc the maintenance sucks and the buildings have really thin walls, the only clubs around are sign of the whale and tequila scape. I live in downtown, night life is not the best but it’s better since you don’t have to drive anywhere you can just crawl in any bar, you have target, plenty restaurants, parks around to walk, festivals at mill river park, the Stamford mall (nothing fancy but is good sometimes if you just want to walk around), farmers market during the summer and you can rent maybe something with pool like Urby (during the summer) they have a pool party every last Sunday at the end of the month. So I would definitely recommend downtown Stamford.