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Newport to Worcester to Boston -- Car then Train?

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Invited to a July wedding in Worcester. Flying in from Chicago...thinking Providence. Want to spend 2 full days in Newport, drive up to the wedding in Worcester, and then head into Boston for another 2 days.

1. Is there a place we could leave a rental car parked and take a train into Boston?
If not in Worcester, some other station? Is that a smart idea? We are trying to avoid driving in Boston.

2. Would it be possible to fly into Providence, visit Newport, drive to Worcester and return a car (which car rental company, if possible) and then train into Boston from Worcester, and fly home out of Logan?

I have been to Boston twice on business and remember the nightmare of unending traffic.

Any help would be GREATLY appreciated!

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