Gay hotels on Fire Island can be found almost exclusively in Cherry Grove and The Pines, although the offer is manageable and much is about houses for rent. In The Pines, The Madison is considered the premier guest house address, with a pool, large deck and rooftop terrace overlooking the island; the location is ideal if you want to be close to the port, tea dance and nightlife. If you choose the Pines as a base, you can reach everything on foot via the wooden footbridges.
In Cherry Grove, the Belvedere Guest House for Men is an institution, a playful Venetian-style building right on the bay side, exclusively for men and classic with a pool, whirlpool and sun decks. Just steps from the ferry dock, the Grove Hotel is the more down-to-earth choice, conveniently located with its own bar and restaurant as a meeting place, including the Ice Palace. Which side fits better depends on taste: The Pines is more polished and party-heavy, Cherry Grove more cozy and drag-driven. Book early, because in the high season the few rooms are quickly taken.