Some of my fondest memories as a kid were taking our 20 foot sailboat from our mooring in Mallets Bay (Colchester, VT) to Gail's Cove, also in Mallets Bay. We'd anchor, attach a rope to shore, and spend the day and night rock diving, snorkeling, etc. As mentioned above, there's a big difference between the two lakes. At Lake Champlain the view was a rugged, uninhabited shore. At Winni it would be developed shoreline as far as the eye could see (in most areas anyway). So this doesn't sound like a fun, relaxing experience to me if done on Winni. Big Squam...that'd be a different story.
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