Traveling in the Berkshires and beyond becomes easier with a reliable driver to reach your destination.
A comfortable clean vehicle with the convenience of a personal driver.
Driver: Jason Canning
Started Berkshire Journeys 2018 after seeing the need for more affordable ways to travel in the Berkshires and beyond.
Owner: Samantha Valentine
The wife of Jason who organizes and keeps everything running smoothly.
Our mission is to provide safe, reliable, and affordable transportation services for our customers. We believe in putting our customers first and making sure that they have a positive experience with every ride.
A $50 surcharge may be applied on date of service for hazardous road conditions: snow, ice, hail, and fog.
Changes fluctuate due to cost of living.
Airport trips: $125- $500 one way
Albany, Bradley, JFK, LaGuardia, Logan, Newark, TF Green, Worcester, and more
Train Station: $125-$300 one way
Albany, Hudson, Pittsfield, Springfield, Wassaic, and more
Accept cash, Venmo, or cashapp
A $50 non-refundable, non-transferable deposit payable through Venmo on all trips over an hour long is required at the time of booking,
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Berkshire Journeys
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