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New England Foliage Peeping Trip - Oct 4 to 8th

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Me and Husband will be driving from NYC and will be flying out of Boston.

We are both in our early 30's and will be accompanied by our infant who is 6 months. I know its best to track foliage, colors and it's peak through online resources in late September to identify the best areas/drives.

We are looking to spend 2.5 days and 2 nights on a slower pace to enjoy fall colors and New England countryside. We are not coming with the intention of doing every single drive or attraction. Looking for recommendations for a town where we could stay for 2 nights and be able to go and see stuff in 1-2 hour radius. We would love to be staying in not more than 3-4 hour away from Boston, so we dont spend a lot of time getting back. Goal for the trip is to have a relaxed time and soak in some colors.

Here is the Itinerary sketch:
Wed, Oct 4 Drive from NYC and stay in Stamford, CT with family
Thur, Oct 5 Leave Stamford 9 AM and drive to Point X
Fri, Oct 6 Stay in Point X
Sat, Oct 7 Leave late afternoon from X to reach Boston by 6-7 PM
Sun Oct 8 Spend the day and fly in afternoon to SFO

Give options for X between (not literally) NYC and Boston. with a great mix of scenic drives and countryside.

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