Steep Rock in Middlebury? I think.
Bluff Point, Groton if your horse is cool with water, planes and dogs.
Hammonassett during the off season
Larkin Trail in Southbury
Newtown has some new Bridal trails being cleared as we speak. They'll be announced in the newspaper this week. I'm personally thrilled about these since my current barn has direct access.
Fairfield Beach - Only during low tide, ride very responsibly. The locals have been trying to get that shut down for years and are just begging for an excuse.
East Haddam - the name escapes me. It's something long and indian like sounding. I'm sure it will come to me at 3:00 am.
Are you new to CT?