I can picture the lookout over the jetty placed at the end of town to keep the seashore from washing away. In town you will have to climb it to get a good view. Don't be surprised to see some wetsuit-clad winter surfers when you do.
The Westport Museum site also shows you a good photo of where to go to get a great view of the ocean: the Westport Maritime History Trail that includes 1-1/4 miles of paved trail overlooking the ocean. This is my favorite place to go. I hike the trail over the ocean, then return on the beach. This is a good beach to find sand dollars in the winter if you are a beachcomber.
The museum is in its infancy, but is growing by leaps and bounds. I was surprised at the exhibits added since I visited a few years ago. You can start outside by viewing the "Whale Houses" to see sea mammal skeletons. Then venture inside to learn about cranberry growing, ocean living and get Native American insights into the history of the town. There is a children's discovery room, and you can see the Destruction Island's lens exhibit where there's an irreplaceable first-order fresnel-type lens lit in the lighthouse in 1891 for the first time. Sign up there for a tour of the Westport Lighthouse. Check the winter hours to be sure they are open.
Surfing around I found a link to the Jetty View Beach House. I have never stayed there, but it can house up to fifteen folks and looks like a wonderful place. For some great city and area maps, this is the place, folks. There's also a hotel accommodation site. For a small town, I am really surprised at its Internet presence. There aren't really that many places to stay, so this is a great find.
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