Chester, New York is a old-fashioned small town in the shadow of some very big cities—New York City is just 45 minutes away from this community of just 12,000 in Orange County.
The town contains an array of beautiful parks, and is a short drive away from the scenic Hudson Valley. Opportunities for hiking, biking and country drives lie in every direction. Residents enjoy small-town pleasures like movie nights in the park, winter sledding, and more. Chester’s people also frequent towns like nearby Middletown for additional shopping, dining and recreation opportunities. Chester is close to the famous West Point Military Academy.