John F. Kennedy International Airport (approximately 2 hours and 35 minutes)
Follow signs for NY-27/S Conduit Ave exit. Use the left lane to take the Belt Pkwy E ramp to Eastern LI. Merge onto Belt Pkwy. Use the right 2 lanes to take the exit toward Cross Island Pkwy/Whitestone Br. Keep left to stay on Cross Island Pkwy. Take exit 36 N for I-678 toward Whitestone Bridge/Bronx. Keep left to stay on I-678 N, follow signs for Hutchinson Pkwy N/I-95 S/I-278 W/G Washington Bridge/Manhattan. Take exit 6 for Interstate 95 N toward New Haven. Merge onto I-95 N. Take exit 18B for Mamaroneck Ave. W toward White Plains. Merge onto Mamaroneck Ave. Turn right onto the ramp to Hutchinson River Pkwy N. Keep left at the fork to continue on I-684 N, follow signs for Brewster (passing through Connecticut, entering New York). Keep left to continue on NY-22 N/State Rte 55 E. Turn right onto Old New York 22 N/Old Rte 22. Turn right onto S. Amenia Rd. (entering Connecticut). Turn right onto CT-41 N. Turn right onto US-44E. Slight left onto CT-41 N (entering Massachusetts). Turn right onto MA-23 E/MA-41 N. Turn left onto Main St. Continue 0.4 miles to The Barrington.
LaGuardia Airport (approximately 2 hours and 25 minutes)
Follow signs to Grand Central Parkway ramp to Robert F. Kennedy Bridge W. Merge onto Grand Central Parkway. Continue straight to stay on I-278 E. Use the left 2 lanes to take exit 47 for Interstate 87 N/Major Deegan Expressway toward Albany. Take exit 5 for NY-100/Central Park Ave toward White Plains. Turn left onto the Sprain Brook Pkwy N ramp. Take the NY-23 exit toward Claverack/Hillsdale. Turn right onto NY-23E. Turn left onto Main St. Continue 0.4 miles to The Barrington.
Amtrak from Penn Station to Hudson, NY (69 South Front Street, Hudson, NY) (approximately 2 hours).
From there, you can take an Uber or taxi to The Barrington. Travel time is approximately 45 minutes. Local taxi services include Union Transport (518-567-2131) or Millers Transport 518-828-8694.
Metro-North Railroad MTA from Grand Central Station to Wassaic Train Station, Amenia, NY (approximately 2 hours and 10 minutes).
From there, you can take an Uber or taxi to The Barrington. Travel time is approximately 45 minutes. Local taxi services include Emerald Express Taxi Service (518-592-1074).
Peter Pan Bus Lines to Great Barrington(362 Main Street, Great Barrington, MA)
Head northeast toward St. James Pl. Turn right onto St. James Pl. Turn left onto Main Street. The Barrington will be on your right. (this is a 4 minute walk)