The best things to do in Winter Garden, Windermere, Horizon West, Dr. Phillips for Oct. 19-22

Ocoee High School’s “The Plot, Like Gravy, Thickens”
Ocoee High School will present “The Plot, Like Gravy, Thickens” at 7 p.m. Thursday, Oct. 19, Friday, Oct. 20, and Saturday, Oct. 21, at Ocoee High School, 1925 Ocoee Crown Point Parkway, Ocoee. General admission $12; reserved seating $15.

Visit teachtix.com/ocoeehs/the-plot-like-gravy-thickens

Windermere High School’s Fall Musical “Mary Poppins”
Windermere High will present “Mary Poppins” at 7 p.m. Thursday, Oct. 19, Friday, Oct. 20, and Saturday, Oct. 21; and at 2 p.m. Sunday, Oct. 22, at Windermere High School, 5523 Winter Garden Vineland Road, Windermere.

Visit teachtix.com/whs/mary-poppins.

Crooked Can Oktoberfest
Crooked Can will host its annual Oktoberfest event Friday, Oct. 20, through Sunday, Oct. 22. Free.

For more, call (407) 395-9520.

Lift Disability Network’s Cornhole Tournament
This tournament takes place at 10 a.m. Saturday, Oct. 21, at Live Oaks Community Church, The Villages.

Sponsorships start at $500.

For more information, visit liftdisability.net.

Hamlin Cruise-In
This classic car show takes place from 4 to 7 p.m., Saturday, Oct. 21, outside Cinépolis in Hamlin, 14111 Shoreside Way, Winter Garden.

For more, visit hamlincruisein.com.

West Orange Habitat for Humanity’s Rock the House
This annual fundraiser for the West Orange Habitat for Humanity takes place at  6 p.m. Saturday, Oct. 21, at the McKinnon Grove Family Farm, Winter Garden

Tables start at $500.

For more, visit westorangehabitat.org/rock-the-house.

Bears Who Care 5K
This 5K will take place from 7:30 to 10 a.m., Sunday, Oct. 22, at 17000 Porter Road, Winter Garden.

Register at bearswhocare.org/oktobearfest.