Playing for Keeps

An 18-year-old high school alumnus from New York City who inherits the Hotel Majestic. He is ambitious, optimistic, and determined to keep the family fortune from slipping away. Danny rallies his friends, navigates fundraising, and tries to balance idealism with the town’s resistance as he leads the renovation effort.

A would-be entertainer with big dreams and quick wit, Silk provides creative energy and comic relief. He joins Danny’s effort, offering street-smart ideas and a willingness to push boundaries. He’s loyal to the team but pragmatic about the risks of their venture.

An athletic, energetic friend who brings physical prowess and enthusiasm to the project. Spikes helps with outreach and public-facing tasks, supporting Danny’s leadership. He embodies youthful bravado while learning about responsibility and teamwork.

Danny’s charitable sister who cares for the family and community. She supports her brother’s efforts and plays a stabilizing role, offering practical insight and moral support. Marie’s involvement grounds the plan in generosity and family responsibility.

A residing hermit who becomes a guiding, enigmatic figure for the young revivalists. He provides the group with a tour of the Majestic and hints at the town’s deeper concerns about change. Rockefeller’s eccentric presence adds a layer of mystery to the project.

A neighbor who embodies the community’s concern for the town’s welfare and its people. Chloe anchors the human side of the story, highlighting the impact of the project on real residents. Her stance reflects the competing priorities of kindness and skepticism toward outsiders.

A fantasy figure that appears in Spikes’ imagination, representing dreams and aspirations. The character adds a surreal touch to the film’s portrayal of ambition and desire. She underscores how youthful fantasies drive the group’s motivation even amid uncertainty.