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New England State Anniversary Trip

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My husband and I are celebrating our 25th wedding anniversary on June 4th. We are celebrating with a trip the first one since our honeymoon!
We fly into Boston on May 31st and fly back out on June 9th. During our time we want to go whale watching and tour the New England states. We would prefer to travel on rural roads and stay out of the bigger towns. We want simple and not any type of tourist trap type atmosphere.
We are wanting ideas for.
Bed and Breakfast or other lodging suggestions.
Eating places that are not fancy but will give us a true flavor of what East Coast food has to offer. We have no preferences and are willing to try new things.
We are going to be on a NON schedule. The only thing I will accept as an timed event is the whale watching trip. Everything else I want to be able to relax, enjoy and take our time.
Get up with no alarm, eat pie for breakfast if we feel like it.
I like rural small town lifestyle and enjoy farming communities.
Please offer suggestions on some simple treasures that were an unexpected surprise:)

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