1. Winchester Mystery House | San Jose, CA


What is it? A sprawling 160-room mansion with an incredible backstory.
Why go? You'll learn about how Sarah Winchester's husband developed the "gun that won the West," a decision that would come back to haunt her: literally. After losing her husband and young daughter, the widow consulted a spiritualist who alleged the family was haunted by Native Americans, Civil War soldiers and anyone killed by her husband’s famous Winchester rifle. She was recommended to use her $20 million inheritance to build a home to appease the spirits. What began as an eight-room farmhouse was added onto for 26 years between 1886 and 1922, becoming a 160-room mansion with 2,000 doors, all to confuse pursuing spirits. If you take a tour, bring your compass.
Time Out tip: There are usually special events and tours during spooky season. In 2025, check out the Festival Fright Nights from September 26 through November 1, a three-part horror event in partnership with Thirteenth Floor Entertainment Group.