Cape Cod: does anyone know of nude spots in Dennisport? or Menemsha on MV
Your choices are limited as to where to go. You can go to Herring Cove Beach in Provincetown which is a 45 minute drive from Dennisport. Just beware that there have been reports of the Rangers ticketing people. Another option is Long Nook Beach in Truro MA. But then again there have been reports of people being ticketed. Here are a couple of links that may help.
https://somanymen.com/PtownNudeBeach/
https://www.sunclad.com/newengland/
Although there are no federal laws against nudity there is a federal regulation against nudity on the Cape Cod National Seashore. Years ago I was part of a group that tried to re-establish a section of the beach in Truro where nudity was acceptable prior to that regulation. Unfortunately we did not succeed.
If you have a house in Menemsha, there is Lucy Vincent Beach which is owned by the Town of Chilmark which Menemsha is a part of. Lucy Vincent is only for Chilmark/Menemsha residents so you should have no problem getting a beach parking permit or walk on pass. The nude end is quite a walk over the cliffs but it's not bad at all. Very nice beach with good surf. In the summer, you need to get their very early to find a parking spot though because once the parking area is full, they don't allow parking along the drive down to it nor out on the main drag. On the Cape, there are no legal nude beaches there, and I haven't been there since I found the Vineyard, but Long Nook was a nice beach in Truro and people just looked out for the rangers traveling up and down the beach. Have fun.
Mike