10. Longshore Club Park. The top municipal golf course in Fairfield County is on a lovely waterfront property in Westport. Also held as one of the ten best courses of any kind in the state, Longshore Golf Course dates back to 1920. The course is just one of several first-rate facilities at Longshore Club Park.. It is surreal how harmonious and contrasting a real Westport experience is; you’re in a bustling town, but right in the middle of nature; you have all the luxuries of modern living, but with the wild beauty of Mayo at your fingertips. You can be hiking in the morning, swimming in the afternoon, and taking a trad sesh by night.
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Climb the Westport Observation Tower. The tower is located at the far end of town past the marina and harbor. You can’t miss it, it’s the tallest building in town. Climb up and get a view of ships waiting to enter Grays Harbor and for a birds eye view of the town of Westport. There’s still a few even on rainy days.. 2. Whale Watching and Fishing Trips. If you’re in the area between December and February and want the experience of a lifetime, go whale watching from Westport. During these months, the whales are migrating, giving you the best chance of spotting some, so add this to your list of things to do in Westport. Whale watching in Westport.
