Travel insurance can cover cancelled hotel bookings, but only if the reason for the cancellation is a "covered peril" listed in your policy. Standard reasons include sudden illness or injury (to you or a travel companion), a death in the family, or a natural disaster that makes the destination uninhabitable. If you simply change your mind or decide not to go, a standard policy will not pay out. To get coverage for any reason, you must purchase a "Cancel for Any Reason" (CFAR) upgrade, which typically costs more and only reimburses 50% to 75% of your costs. Additionally, most insurance acts as "secondary" coverage; you must first try to get a refund or credit from the hotel or booking site (like Expedia or Booking.com) directly. If the hotel has a "non-refundable" policy and you meet the criteria for a covered emergency, the insurance will then step in to reimburse your out-of-pocket losses, provided you have the documentation to prove the emergency.