Last Modified: March 6, 2026

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Hillside Neighborhood Guide

Where the Views Beat the Commute

๐ŸงญGenerally defined as the area: North of Downtown, following Willow and Frederick Streets north up to Buckingham Street. Cooke and North Main Streets create the eastern ridge.

๐Ÿ“ŒWell known for: Historic houses turned into multi-family units.

๐Ÿ‘•You'll fit in if: You are handy with a hammer or are looking for reasonable rent.

๐Ÿ‘Locals live here because: Three generations already live on the same block.

๐Ÿ‘ŽDon't say we didn't warn you about: Tight yards with little grass.

โœจThe overall feel is: Old school and a little gritty.

Neighborhood Tags:

Pros & Cons of Hillside

Hillside strengths (top 5)

Green SpaceOutdoor RecreationPeaceful & QuietCultural DiversityFamily Friendly

Hillside tradeoffs (top 3)

NightlifeBreweriesCocktail Lounges
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Neighborhood Quiz

Which Waterbury neighborhood should you live in?

Answer a few quick questions and we'll show you your best matches.

Hillside Neighborhood DNA

Architecture fans looking for a fixer-upper to flip.

Hillside neighborhood photo collage
Some of the Hillside hotspots include: Hillside Pool and Colonial Shopping Plaza.
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Moving to Hillside - Make Sense Of Your Next Move

Whether you're new to Waterbury or deciding which part of the city fits you best, Snappy Scout cuts through the noise and shows you what living here is really like. If you're still finding your way, start with our Moving to Waterbury guide for the big-picture view โ€” or compare Hillside against other parts of the city in our Waterbury neighborhood guide.