Situated at the Hamptons' easternmost point on Long Island, around two miles from Montaukvillage, Ditch Plains is a sandy stretch of beach with a background of dense greenery. This popular surf spot in the East Coast was formerly a lookout point used by the Montaukett Native Americans. While it may cost money to park your car here, it's free to visit by foot or bike. From Memorial Day through Labor Day, Ditch Plains is manned by lifeguards daily. However, many people can be seen on the beach even in the winter. Dogs are allowed on the beach from dawn until dusk.

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