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Vermont itinerary opinions

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We will have 12 nights in New England - Sept 28 - Oct 10. We fly IN and OUT of Portland, Me.
This is the location of our overnights.
2 nights -- Portland -- Harpswell, Maine area (arrive at 5:00 P.M.) Only have 1 full day here)
3 nights -- New Hampshire - 2 days for White Mtns 1 day Lake Squam/Winnipesaukee
2 nights ---Burlington - (Stowe - Rt l08-Mt Mansfield - Shelburne Museum)
2 nights --- Woodstock/Quechee/Hanover area
1 night --- Bennington, Vt -(Berkshires/Stockbridge, Ma and Southern Vt area)
2 nights ---Portsmouth, NH area
Fly home last day at 5:00 PM from Portland Airport

My main question is: 1) IS IT WORTH THE 1 NIGHT IN BENNINGTON TO DO THE BIRKSHIRES AND STOCKBRIDGE? WOULD THIS NIGHT BE BETTER SPENT IN ONE OF THE OTHER AREAS?
2) ARE THE LAKES OF NH WORTH A DAY?
Our main interest is to do Vt and NH. We are spending time in Maine and Portsmouth because of the air flights at the beginning and end of the trip.
ALL OPINIONS ARE WELCOME AND APPRECIATED.

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