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Take I-684 (from West Side: Saw Mill River Parkway to I-684/ from East Side: Major Deegan Expressway North, I-287 East to Brewster, NY/I-684 exit.) Continue straight as I-684 becomes two-lane highway Route 22. Follow 22 North, passing through Pawling, NY, and exit to Route 55 East in Wingdale, NY. At junction of Route 55 and Route 7 (Gaylordsville, CT) take Route 7 North to Kent, CT.
Once in Kent, turn left at stoplight and monument onto Route 341 West. Cross bridge over the Housatonic River and turn left through Kent School gate.
Take the NY Thruway to the Taconic Parkway South to exit for Route 23 East to Hillsdale. In Hillsdale, turn right onto NY Route 22 South to Amenia. Turn left at light onto Route 343 East to Sharon, CT. In Sharon go straight at 4-way stop (and clock tower) on Route 4 to Cornwall Bridge. In Cornwall Bridge, turn right onto Route 7 South to Kent, CT.
Once in Kent, turn right at stoplight and monument onto Route 341 West. Cross bridge over the Housatonic River and turn left through Kent School gate.
Take the Massachusetts Turnpike to Sturbridge, MA and I-84 Southwest. Follow I-84 through Hartford, CT to exit for Farmington, CT/ Route 4. Travel west on Route 4 to Cornwall Bridge, CT, bearing left on Route 7 South. Follow Route 7 South to Kent, CT.
Once in Kent, turn right at stoplight and monument onto Route 341 West. Cross bridge over the Housatonic River and turn left through Kent School gate.
Take Route 20 West to Granby. Follow to Route 219 and take a left on 219. Follow to Route 318 and turn right on 318. Follow to Route 44 and turn right. Follow Route 44 to Route 8 and turn left. Exit Route 8 at Route 4 West (Exit 44). Stay on Route 4 to Route 7 South. Take left onto Route 7 South.
Once in Kent, turn right at stoplight and monument onto Route 341 West. Cross bridge over the Housatonic River and turn left through Kent School gate.