33 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Winter Park Saturday Farmers' Market Sat 1 Aug 2026, 8:00 AM — Market Central Park West Meadow · 150 W Morse Blvd, Winter Park, FL 32789 · Free
Mindful Wellness Walk in Winter Park Sun 1 Nov 2026, 11:00 AM — Meetup CFS Coffee For The Soul, Winter Park · 430 West New England Avenue, Winter Park, FL 32789
Family Photography Day Sun 1 Nov 2026, 1:00 PM — class Albin Polasek Museum & Sculpture Gardens · 633 Osceola Avenue, Winter Park, FL 32789
FAFSA Workshop - Herzing Orlando Mon 2 Nov 2026, 9:00 AM — class Herzing University - Orlando · 1865 Florida 436, Winter Park, FL 32792
Power Your Resilience: Wisdom & Practice (Community Center) Mon 2 Nov 2026, 5:30 PM — class Winter Park Community Center · 721 W. New England Ave, Winter Park, FL 32789
Park Avenue Professionals Networking Event Tue 3 Nov 2026, 11:30 AM — Meetup Waterstone Mortgage - Winter Park, FL · 2699 Lee Road, Winter Park, FL 32789
Referral Networking Meeting Winter Park Area Wed 4 Nov 2026, 7:45 AM — Meetup 721 W New England Ave · 721 West New England Avenue, Winter Park, FL 32789
Yoga in the Garden Wed 4 Nov 2026, 5:50 PM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
Out. Wed 4 Nov 2026, 6:00 PM — Meetup Perkins American Food Co. · 6425 University Boulevard, Winter Park, FL 32792
Ministry & Teaching. Wed 4 Nov 2026, 6:00 PM — class Perkins American Food Co. · 6425 University Blvd., Winter Park, FL 32792
ReachConf 2026 featuring CGDC Collab Thu 5 Nov 2026, 10:00 AM — Meetup 1815 FL-436 · 1815 Florida 436, Winter Park, FL 32792
Breathe & Align Orlando: An Evening of Renewal Tue 10 Nov 2026, 7:00 PM — class HD Counseling, LLC · 315 Wymore Road, Winter Park, FL 32789
Peace Breakfast: An Interfaith and Worldview Gathering Thu 12 Nov 2026, 9:00 AM — Festival Rice Family Pavilion · Holt Avenue, Winter Park, FL 32789
Introduction to Composting Class Thu 12 Nov 2026, 6:00 PM — class Winter Park Library · 1052 West Morse Boulevard, Winter Park, FL 32789
From Legends to the King Fri 13 Nov 2026, 7:00 PM — Live music Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
We Run Winter Park Sun 15 Nov 2026, 7:30 AM — Fitness lululemon · 200 North Park Avenue, Winter Park, FL 32789
Hannibal Square Food & Music Fest Thu 19 Nov 2026, 4:00 PM — Live music Hannibal Square · West New England Avenue, Winter Park, FL 32789
MLK, Jr. Learning Garden: Winter Gardening Thu 19 Nov 2026, 4:30 PM — class MLK, Jr. Learning Garden · 1052 West Morse Boulevard, Winter Park, FL 32789
A Christmas Survival Guide Thu 19 Nov 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Business Prayer Brunch Sat 21 Nov 2026, 11:00 AM — Meetup Winter Park Country Club · 761 Old England Avenue, Winter Park, FL 32789
A Christmas Survival Guide Sat 21 Nov 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Sound Bath at the Garden Sun 22 Nov 2026, 4:00 PM — Meetup Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
A Christmas Survival Guide Fri 4 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
A Christmas Survival Guide Sat 5 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
A Christmas Survival Guide Sun 6 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Mead Botanical Garden Volunteer Orientation Tue 8 Dec 2026, 9:30 AM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
A Christmas Survival Guide Sat 12 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
A Christmas Survival Guide Fri 18 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
A Christmas Survival Guide Sun 20 Dec 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Rollins Women's Soccer January ID Camp 2027 Thu 7 Jan 2027, 5:00 PM — Meetup Cahall-Sandspur Field · 1000 Holt Ave, Winter Park, FL 32789
25th Annual Unity Heritage Festival Celebration Sun 17 Jan 2027, 1:00 PM — Festival Winter Park Community Center · 721 West New England Avenue, Winter Park, FL 32789
Fete Minuet 2027 Sun 17 Jan 2027, 6:00 PM — Meetup 841 N Park Ave · 841 North Park Avenue, Winter Park, FL 32789
The Orlando Vintage Show Sat 20 Mar 2027, 11:00 AM — Meetup Woman's Club of Winter Park, Inc. · 419 South Interlachen Avenue, Winter Park, FL 32789
Listings are seeded from venue and organiser calendars. See them on the map.