I will be in Boston for a couple of days in October 2006. While I'm there I would like to do a 5 day driving tour to catch the main highlights of the surrounding area (which I'm told is very beautiful at this time) before returning to Boston and heading off to San Francisco. What would be the suggested highlights and "must sees" during 5 days driving around this area? Would greatly appreciate some suggestions for stopovers as well - thanks all
How far do you want to get away from Boston?
If you get a chance...I suggest driving up Boston's north shore up through New Hampshire and to Portland, Maine. Portland's only a couple hours north of Boston and it's got a good feel to it with a lot of restaurants, shopping opportunities, and it's right on the ocean.
You can also go out to western Mass. and NH to check out the leaves changing, since you will be there in October. However, I'm not sure of any specific places that are good for this.
hmmm.. well New England is a pretty big area and Boston itself deserves a day or three, but within easy drive you have 1)the lakes region of New Hampshire, 2) The Maine Coast - Portland, or Kennebunkport, 3) Cape Cod, 4) Cape Ann and the little towns thereabouts including Salem and Glouster.
Most of this really is scenery but you'll find some good food and there is some oportunity for camping/hiking (but expect it to be cold). The main focus at this time of year is probably the foliage since the beach season is well over (and a lot of seasonal places will be closing towards the middle/end of the month).
Depending on how much time you want to spend in the car you could range a lot further than I suggested but that's up to you.
Whoops.. I left out number 4) the Berkshire mountians - mainly again for folliage.