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Crossing Middle England by Car or Train

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I'm planning a trip across middle England. From Boston US to Dublin, then accross the Irish Sea to Holyhead. From there I'll travel to Shrewsbury and spend a few days there sightseeing and visiting the local environs, including side trips to Chester and Worcester. Then on to York.

I have ruled out buses because I couldn't find schedules to all the places I want to go. There are trains to all these places, but the times are not optimal, and I couldn't just go out into the surrounding country.

I am leaning toward renting an auto but have some reservations. I drive on the right side here in the US, and although I could drive on the left, I feel if in got into a "situation" my right hand driving skills would automatically kick in and I would find myself on the wrong side of the road. Also, I might not feel comfortable driving in the cities.

Any comments about trains in this area or about us US trained drivers driving in England would be greatly appreciated.

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