Option 1: Metro-North Railroad and Subway
1. Take the Metro-North Port Jervis Line from Middletown to Hoboken Terminal.
2. Transfer to the PATH train at Hoboken Terminal and ride to the 33rd Street station in Manhattan.
3. Transfer to the E or M subway line and ride to Times Square-42nd Street.
This option takes about 2 hours and 30 minutes and costs $15.25 one way.
Option 2: Metro-North Railroad and Bus
1. Take the Metro-North Port Jervis Line from Middletown to Harlem-125th Street station.
2. Transfer to the M3 bus and ride to Times Square.
This option takes about 2 hours and costs $11.75 one-way.
Option 3: Bus
1. Take the Short Line Bus from Middletown to Port Authority Bus Terminal in Manhattan.
2. Transfer to the subway or walk to Times Square.
This option takes about 1 hour and 30 minutes and costs $26 one-way.
Note:
Depending on the time of day and the day of the week, the commute may take longer. It is advisable to check the schedules of the Metro-North Port Jervis Line, the PATH train, the subway lines, and the Short Line Bus in advance to plan your commute effectively.