Reply to Town in Fairfield County Connecticut -Weston, Westport, Wilton, etc.

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[quote=Anonymous][quote=Anonymous]My family split time b/t new york and ct growing up. Also, my grandpa and grandma lived in greenwich. We started in Darien, then Westport, then Southport. Ridgefield, Weston, and Wilton are actually quite rural, which is nice but can be a pain in the ass. there aren’t many stores, and even though i went to school in new canaan and then boarding school, we never went out there. Westport is on the coast, it’s gorgeous, though it’s lost a ton of charm since it was taken over by HF-ers. They also built a ton of apartment buildings, so the post road is unbelievably congested - it takes a good 20 minutes to go from Main Street to Greens Farms.

We loved Southport. It’s a village within fairfield on the water. Right by everything, but just enough removed to feel like its own little town. Other than that, I’d say best bet is to look further south. Rowayton, Darien, Greenwich, and New Canaan (New Canaan is kind of strangely positioned between the ridgefield boonies and south salem, ny. It’s a really nice town, but none of them are exactly bastions of diversity and inclusion.[/quote]

Thank you.  This is helpful.  I will look at Southport and New Canaan.  [/quote]

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