Holland Hill School vs Jennings School

Holland Hill School and Jennings School sit 1.2 miles apart in Fairfield, Connecticut, both serving kindergarten through fifth grade — but their state rankings tell a sharper story than their overall scores suggest. Holland Hill School holds the #26 statewide rank out of 990 Connecticut schools, which is exceptional on its own. Jennings School ranks #6 of 990 in Connecticut, placing it among the top 1% of elementary schools in the state. That gap drives the 0.3-point overall rating difference: Holland Hill at 9.1/10, Jennings at 9.4/10.

Academically, the two schools are identical: both Holland Hill School and Jennings School score 9.6/10 on academic performance, meaning neither has a measurable edge in tested proficiency. Where they diverge is growth. Holland Hill School scores 9.9/10 on student growth versus Jennings School's 9.7/10 — a small but real advantage suggesting Holland Hill students make marginally stronger year-over-year academic gains relative to their peers. Families prioritizing trajectory over starting point will find that 0.2-point growth edge notable.

Holland Hill School enrolls 379 students compared to Jennings School's 280, a difference of nearly 100 children that directly shapes the classroom experience. Holland Hill's student-teacher ratio is 13.1:1 versus Jennings School's 11.2:1 — nearly two fewer students per teacher at Jennings, which translates to more individualized attention at scale. On economic diversity, Holland Hill School serves 25% free/reduced lunch students against Jennings School's 16%, making Holland Hill the more economically representative campus of the two.

Both schools serve the same grade span, KG–05, so neither offers an advantage in program length or grade coverage. The distinction comes down to scale and composition: Holland Hill is the larger, slightly more diverse school with a superior growth score; Jennings is the smaller, lower-ratio school with the higher state rank. For families for whom Connecticut-wide standing is a primary signal, Jennings School's #6 rank versus Holland Hill's #26 rank is a 20-position gap that few other local comparisons can match.