This fall and spring, The Pridwin Hotel and Cottages invites your group to gather on ten acres of serene Shelter Island waterfront for meaningful connection and collaboration. With site fees and resort fees waived, planners can focus on crafting experiences that truly matter—fostering camaraderie, creativity, and growth.

Host your welcome hour with craft beers, select wines, and artisanal cheeses in a setting of your choice: The Grove beneath the trees, the water-view Lawn, or one of our inviting indoor spaces. Between sessions, enjoy team-building activities like croquet, pickleball, kayaking, or guided hikes through the nearby Mashomack Preserve, all designed to inspire connection in a naturally restorative setting.