Distance
180 miles
Major Shift
"Space & Nature"
Top Benefit
"Quality of Life"
The Logistics
You're trading the Pike for the Merritt Parkway. It's about a 2.5 - 3 hour drive. Perfect for hybrid workers who need to be in Boston occasionally but want to be closer to NYC, or for families relocating for NYC-based jobs who want a New England feel.
The Lifestyle Shift
Greenwich feels very 'New England' - stone walls, colonial architecture, history - so it won't feel alien to a Bostonian. But you get milder winters, closeness to NYC culture, and better access to international flights via JFK/LGA/EWR plus Westchester Airport.
Local Expert Insight
"If you're a Red Sox fan... tread lightly. This is Yankees territory. But we're polite about it."
Why Boston Families Choose Greenwich
- 1
Milder Winters
We get snow, but nothing like the Boston winters. Spring arrives weeks earlier here.
- 2
Proximity to NYC
45 minutes to Broadway and the Met. It's unbeatable access to the cultural capital of the world.
- 3
Lower Taxes than MA
Connecticut's tax structure can be favorable compared to 'Taxachusetts', particularly regarding estate taxes and capital gains treatments.
Planning Your Move from Boston?
Let's discuss your specific timeline, budget, and school needs.
Common Questions
Is it as historic as Boston?
Greenwich was founded in 1640. We have plenty of history, historic districts, and pre-revolutionary homes. You won't miss the history.
Are there direct trains to Boston?
Amtrak runs from Stamford (one town over) directly to South Station and Back Bay. It's a very easy ride.
How is the sailing compared to the Cape?
Long Island Sound offers excellent sailing with calmer waters. The yacht club scene is very active and arguably more accessible for daily boating.
Where are the best seafood spots?
Elm Street Oyster House, L'Escale, and various fish markets offer excellent fresh seafood, rivalling legal Seafoods any day.
Is lacrosse big here?
Huge. It's arguably the biggest spring sport. If your kids play, they'll fit right in.