I would like to plan a short vacation for September of this year. We are expecting our first child in April so we most likely will not be taking a long trip until the following year when she is slightly older. I would like to do a long weekend (4-5 days depending on how much time off DH can get) over one of the last two weekends of September.
Where would you go and why? I chose the US destinations because my husband accumulates lots of points through Southwest and has a companion pass so I can fly free this year anywhere he goes. Those are some of the top places I saw on their website I would be interested in visiting.
If we did either Boston or Portland (Oregon), would it be possible to do some day trips from around there or rent a car and drive the coastlines? I have always wanted to do a fall scenery tour on the east coast to see the beautiful foliage and pumpkin patches, etc but is that too early in the year?
We both like good food, light hiking, exploring new places, breweries/wineries, beaches, etc. I am a major history buff so if there were interesting places to visit (museums, etc) I would be up for that too. TIA!