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How do I fit Stowe, Bennington, and Ogunquit into an 8 day trip?

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Planning to go to British car show in Stowe and spend 3 nites there in mid-September. Was also planning to include Bennington on the trip as my husband is a car buff and would like to see the cars at Hemmings. But I want some lobster and would love to manage to spend a day or two in Maine? Any suggestions on how to route this? We can fly to Hartford, Mancheser or Boston.

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