Calendar and Family Calendar



Veterans Day Celebration

On Friday, Nov. 6, at 10 a.m., the city of Winter Park will present its fifth annual Veterans Day Celebration “Honoring Winter Park Heroes.”


Halloween-themed Get Your Jazz On concert

A Halloween-themed Get Your Jazz On concert will take place at the Alfond Inn courtyard lawn on Oct. 30 from 6 to 9 p.m.


Mayor's Sole Challenge

Healthy Central Florida and Florida Hospital will host the fourth annual Sole Challenge walk, encouraging schools, faith-based groups and nonprofit organizations to walk in friendly competition to win cash and health prizes.


College Park JazzFest

College Park JazzFest will bring the toe-tapping, horn-filled sound of live jazz, blues, funk and R&B music to Edgewater Drive on Oct. 17.

Calendar: WP Autumn Art Fest

Winter Park Autumn Art Festival

The Winter Park Autumn Art Festival is the only juried fine art festival to feature Florida artists exclusively, and comes to town the weekend.


Test the Waters Fishing Tournament

Winter Park and the Florida Fish and Wildlife Conservation Commission present their annual free Test the Waters Fishing Tournament from 7 to 11 a.m. on Sunday, Oct. 3.


Get Your Jazz On

Attendees can grab a blanket or bring a lawn chair and have a glass of wine or cigar while listening to live jazz music for Get Your Jazz On at the Alfond Inn.


Dancing With Florida

Community Based Care of Central Florida will host its fourth annual Dance, Dream & Inspire ballroom dance and fundraising competition to benefit local children in foster care.


Winter Park Sip, Shop & Stroll

Winter Park Sip, Shop & Stroll event returns to Park Avenue on Sept. 10 from 5 to 8 p.m.

Home & Garden Calendar

Orlando Home & Garden Show

The Orlando Home & Garden Show takes place each winter and fall at the Orange County Convention Center and showcases hundreds of exhibits for builders, contractors, and DIY projects for the home.


Ladies’ Art Lounge

The Art & History Museums – Maitland offers Ladies’ Art Lounge on the first Friday of every month from 6 to 8 p.m.


Popcorn Flicks in Central Park

Popcorn Flicks returns to Central Park for a showing of “Harry Potter and the Chamber of Secrets” on Thursday, Aug. 27, at 8 p.m.


The Sip Baldwin Park

The Sip will feature a fun and casual stroll of bars and restaurants in Baldwin Park, featuring samples at each location.


End of Season Luau

Join the Winter Park Community Center from 1 to 4 p.m. on Saturday, Aug. 15, for the annual End of Season Luau!


Baldwin Park First Friday Festival

This month’s First Friday Festival will be 5:30 to 9:30 p.m. on Friday, Aug. 7, along New Broad Street in Baldwin Park.