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Looking for suggestions of what town? Driving from Boston?

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New Orleans
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Looking for suggestions of what town? Driving from Boston?

Sorry if this is in the wrong place - We are in the very beginning stages of planning a trip and don't know where to start looking!

We would like to spend a few says in Boston, then rent a car and stay in Maine. So something within a few hours drive would be good.

Our ideal place would be on the water in a small(ish) town where we could walk to eat, shop, have a drink etc.

We have stayed in Newport RI before and loved the water view and small town feel where we were able to walk to shops and restaurants. We would love to find a similar place in Maine.

Any suggestions?

Bar Harbor, Maine
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1. Re: Looking for suggestions of what town? Driving from Boston?

Look into Camden or Rockland - only a couple hours from Boston and very nice small Maine towns. Camden is a little more commercial than Rockland. Camden is more of a sailing town with a great harbor. Rockland has more eclectic artsy restaurants and shops with the Farnsworth museum. Both are within easy driving distance to several lighthouses and you can do a nice hike up Mt. Battie in Camden.

Texas
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2. Re: Looking for suggestions of what town? Driving from Boston?

Also check out Kennebunkport and Ogunquit--not so crowded as Camden, closer to Boston, both has several hotels on or near the water; beaches right there, a beautiful area with restaurants nearby, in Wells, Kennebunk--a small town feel.

Ogunquit's beach was rated No. 1 in Maine I believe, lots of hotels, also lovely feel. Kennebunkport and Ogunquit are just a few miles apart. I've spent a lot of time in that area over the last 3 years and it's lovely.

Edited: 17 October 2012, 15:34
Texas
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3. Re: Looking for suggestions of what town? Driving from Boston?

You don't say what time of year you are planning to go--

Also check out Boothbay Harbor--lovely harbor, and you could take a ferry over to Monhegan Island and hike/walk around a bit--it, too, is an lovely town with places to stay on the harbor. It's a bit of a hike up from Boston, but you can decide. Again, depending on the time of the year, ferry would/would not be running. I've been there in March, and there was not one restaurant open at all, so I can't recommend it in winter.

Portland, ME
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4. Re: Looking for suggestions of what town? Driving from Boston?

All good suggestions, but Kennebunkport sounds like the ideal spot for you. Less than 2 hours from Boston, right on the water, quaint little village with shops, restaurants and bars. But, think about staying in the Old Port area of Portland. While Portland is a working city, it's not big and it's very walkable. There's a lot more to see and do here than those other places, especially in the off season. The Regency, The Harbor Hotel and The Hilton Garden Inn are right in the Old Port, and The Hampton Inn and The Marriott are on the edge of it. There's a special exhibit of Winslow Homer paintings going on now at the PMA, a short walk from the Old Port area and movies, live theater and music venues are all within walking distance in the downtown area. Camden and Boothbay are great spots, but Camden is another 2 hours north of Portland and Boothbay is at least an hour.

New Orleans
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5. Re: Looking for suggestions of what town? Driving from Boston?

Thanks for the suggestions guys! We are planning on taking the trip the last week of May or First week of June. I'll have to look into some of the suggestions and make a decision on it soon!

Central Maine
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6. Re: Looking for suggestions of what town? Driving from Boston?

"Last week or May or first week of June" timing should be good... Memorial Day weekend marks the "traditional" start of the"summer season" in many Maine coastal communities and is the weekend that many of the "seasonal" restaurants, outdoor activities vendors, etc. consider to be their target for opening for business for the season. Because of the three-day weekend that includes the Memorial Day holday, that weekend and the week that follows (last week in June in 2013) may be slightly busier than the first full week in June -- but you should be okay either way. Almost any of the locations mentioned above should fit the location you described in your request for assistance.... Happy planning !!

7. Re: Looking for suggestions of what town? Driving from Boston?

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