117 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
Tutu's, Tea Time & Girl Talk: Because Your Mental Health Matters Fri 4 Sep 2026, 6:30 PM — class Krungthep Tea Time · 1051 West Fairbanks Avenue, Winter Park, FL 32789
Fall Vegetable Gardening Sat 5 Sep 2026, 10:00 AM — class Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
Tai Chi in the Garden Sat 5 Sep 2026, 10:30 AM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
Minecraft Masterminds Sat 5 Sep 2026, 2:00 PM — class Winter Park Library · 1052 W Morse Blvd, Winter Park, FL 32789 · Free
The Divine Clinic Foundation - Restore the Spirit to 24kt Gold Sun 6 Sep 2026, 4:00 PM — class Winter Park Library · 1052 West Morse Boulevard, Winter Park, FL 32789
Crisis-Ready: Building a Personal Digital Safety Plan Wed 9 Sep 2026, 4:00 PM — class Winter Park Library · 1052 W Morse Blvd, Winter Park, FL 32789 · Free · 18+
Make Up & Mahj Wed 9 Sep 2026, 6:00 PM — Theater Bluemercury · 102 North Park Avenue, Winter Park, FL 32789
Patrece Bloomfield Spotlight Cabaret Series - LIVE Wed 9 Sep 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Free Movie for Seniors: Tyler Perry's Why Did I Get Married Again? Thu 10 Sep 2026, 12:00 PM — Meetup Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Bonsai & Cheers at Forward/Slash Distillery | Grewia Bonsai Workshop Thu 10 Sep 2026, 6:30 PM — class Forward Slash Distillery & Blending House · 650 South Capen Avenue, Winter Park, FL 32789
Patrece Bloomfield Spotlight Cabaret Series - LIVE Thu 10 Sep 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
The Rat Pack Sat 12 Sep 2026, 7:00 PM — Live music Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Crystal Sound Bowl Meditation Sun 13 Sep 2026, 7:45 PM — class Winter Park Yoga · 1740 SR-436 #128, Winter Park, FL 32792
Hunter 140 Sailing - September 2026 Mon 14 Sep 2026, 6:00 PM — class Winter Park Library · 1052 W Morse Blvd, Winter Park, FL 32789
Madeline Martin 'A Time of Witches' Launch Party ft. Kristin Harmel Mon 14 Sep 2026, 6:00 PM — Meetup Writer's Block Bookstore · 316 N Park Ave, Winter Park, FL 32789
Free Movie for Seniors: Practical Magic 2 Wed 16 Sep 2026, 12:00 PM — Meetup Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Author Talk: Perfect Life by Meredith Lavender & Kendall Shores Wed 16 Sep 2026, 6:00 PM — Meetup Winter Park Events Center · 1050 West Morse Boulevard, Winter Park, FL 32789
Real Producers Playbook: Ask the Expert Agents II Thu 17 Sep 2026, 9:30 AM — class Winter Park Community Center · 721 W New England Ave, Winter Park, FL 32789
Sept 2026 - Workshop - AFTERMATH: Crisis, Chaos, and the Cost of Silence Sat 19 Sep 2026, 8:30 AM — class Full Sail University · 175 University Park Dr Building 3B, Winter Park, FL 32792
Rollins Women’s Lacrosse 2026 September ID Camp Sat 19 Sep 2026, 9:00 AM — Meetup Cahall Sandspur Field and Barker Family Stadium · 1000 Holt Avenue, Winter Park, FL 32789
Peace Day in the Park Sat 19 Sep 2026, 9:00 AM — Meetup Central Park Main Stage · 251 South Park Avenue, Winter Park, FL 32789
Young Naturalist Explorers: Fun with Odonates Sat 19 Sep 2026, 9:30 AM — class Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
Ocean Breath: A Sensory Meditation Experience Sat 19 Sep 2026, 11:30 AM — class Winter Park Yoga · 1740 SR-436 #128, Winter Park, FL 32792
One night only Yacht Rock show Sat 19 Sep 2026, 7:00 PM — Live music Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Rollins Mens Lacrosse Fall Prospect Day 2026 Sun 20 Sep 2026, 8:00 AM — Meetup Rollins College · 1000 Holt Ave, Winter park, FL 32789
Sound Bath at the Garden Sun 20 Sep 2026, 4:00 PM — Meetup Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
Eye-Opening Dinner Time Seminar: Dive into the World of Dry Eye Education Thu 24 Sep 2026, 6:00 PM — Comedy Winter Park Vision Specialists · 1935 Florida 436, Winter Park, FL 32792
The Rat Pack Lounge Thu 24 Sep 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
BSides Orlando 2026 - Workshops Fri 25 Sep 2026, 9:00 AM — class Full Sail Live Venue · 141 University Park Drive, Winter Park, FL 32792
The Olive's Press Shift Women's Conference Fri 25 Sep 2026, 7:00 PM — Meetup Goldenrod Civic Club · 4763 North Palmetto Avenue, Winter Park, FL 32792
Security BSides Orlando 2026 - Conference Sat 26 Sep 2026, 8:00 AM — Meetup Full Sail Live Venue · 141 University Park Drive, Winter Park, FL 32792
The Rat Pack Lounge Sat 26 Sep 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
The Leesburg Blues Brothers & Johnny Cash Sun 27 Sep 2026, 7:00 PM — Live music Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Breathwork at the Garden Tue 29 Sep 2026, 6:00 PM — class Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
Free Stage Production: The Rat Pack Lounge Wed 30 Sep 2026, 1:15 PM — Theater The Winter Park Playhouse · 711 North Orange Avenue, Winter Park, FL 32789
FAFSA Workshop - Herzing Orlando Thu 1 Oct 2026, 9:00 AM — class Herzing University - Orlando · 1865 Florida 436, Winter Park, FL 32792
Mindful Wellness Walk in Winter Park Thu 1 Oct 2026, 11:00 AM — Meetup CFS Coffee For The Soul, Winter Park · 430 West New England Avenue, Winter Park, FL 32789
Wacky Winter Park Scavenger Hunt Thu 1 Oct 2026, 11:00 AM — Meetup CFS Coffee Winter Park · 430 West New England Avenue, Winter Park, FL 32789
WHEELS & Deals X BAZAAR Thu 1 Oct 2026, 5:00 PM — Meetup 959 W Fairbanks Ave · 959 West Fairbanks Avenue, Winter Park, FL 32789
Eagle Legacy Night Fri 2 Oct 2026, 6:30 PM — Meetup Celebration Gardens · 1871 Minnesota Avenue, Winter Park, FL 32789
The Rat Pack Lounge Fri 2 Oct 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Volunteer at Get Hooked- A Family Fishing Event Sat 3 Oct 2026, 7:30 AM — Meetup 255 S Denning Dr · 255 South Denning Drive, Winter Park, FL 32789
Yoga in the Garden Sat 3 Oct 2026, 8:50 AM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
St. John Spiritual Wellness & Evangelism Initiative Sat 3 Oct 2026, 9:00 AM — class St. John Evangelical Lutheran Church (ELCA) · 1600 South Orlando Avenue, Winter Park, FL 32789
Free Charity Flow Sat 3 Oct 2026, 9:30 AM — class Winter Park Yoga · 1740 SR-436 #128, Winter Park, FL 32792
Tai Chi in the Garden Sat 3 Oct 2026, 10:30 AM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
The Rat Pack Lounge Sat 3 Oct 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Power Your Resilience: Wisdom & Practice (Community Center) Mon 5 Oct 2026, 5:30 PM — class Winter Park Community Center · 721 W. New England Ave, Winter Park, FL 32789
Hunter 140 Sailing - October 2026 Mon 5 Oct 2026, 6:00 PM — class Winter Park Library · 1052 W Morse Blvd, Winter Park, FL 32789
Beyond Survival: Building Stronger Pathways for Women Tue 6 Oct 2026, 8:30 AM — class Center for Health and Wellbeing · 2005 Mizell Avenue #800, Winter Park, FL 32792
Referral Networking Meeting Winter Park Area Wed 7 Oct 2026, 7:45 AM — Meetup 721 W New England Ave · 721 West New England Avenue, Winter Park, FL 32789
The Journalist Who Exposed Jeffery Epstein: Julie K. Brown Wed 7 Oct 2026, 6:00 PM — class Winter Park Events Center · 1050 West Morse Boulevard, Winter Park, FL 32789
Out. Wed 7 Oct 2026, 6:00 PM — Meetup Perkins American Food Co. · 6425 University Boulevard, Winter Park, FL 32792
Ministry & Teaching. Wed 7 Oct 2026, 6:00 PM — class Perkins American Food Co. · 6425 University Blvd., Winter Park, FL 32792
Mahjong After Dark Wed 7 Oct 2026, 6:00 PM — Theater Fannie Hillman + Associates · 122 South Park Avenue, Winter Park, FL 32789
Russell Stephens Spotlight Cabaret Series - LIVE Wed 7 Oct 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Burlesque Classes with Mystix Burlesque Wed 7 Oct 2026, 8:00 PM — Burlesque Momentum Dance Complex · 2716 Forsyth Road #Unit 112, Winter Park, FL 32792 · 21+
4th Annual Florida Food is Medicine Symposium Thu 8 Oct 2026, 8:00 AM — Theater Center for Health and Wellbeing · 2005 Mizell Avenue #800, Winter Park, FL 32792
The Rat Pack Lounge Thu 8 Oct 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Winter Park Wine and Dine (Pre-Sale) Thu 8 Oct 2026, 5:30 PM — Market Winter Park Farmers' Market Venue · 200 West New England Avenue, Winter Park, FL 32789
Russell Stephens Spotlight Cabaret Series - LIVE Thu 8 Oct 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Aging Well Health Fair Sat 10 Oct 2026, 9:00 AM — Festival Seven Oaks Park · 1150 North Orange Avenue, Winter Park, FL 32789
Kingdom Minded Innovative Academy: The Alabaster Jar Sat 10 Oct 2026, 10:00 AM — class Winter Park Community Center · 721 West New England Avenue, Winter Park, FL 32789
Winter Park - End of Summer Hunt Sat 10 Oct 2026, 11:30 AM — Meetup Central Park · 150 West Morse Boulevard, Winter Park, FL 32789
The Rat Pack Lounge Sat 10 Oct 2026, 7:30 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Mead Botanical Garden Volunteer Orientation Tue 13 Oct 2026, 9:30 AM — class 1300 S Denning Dr · 1300 South Denning Drive, Winter Park, FL 32789
Breathe & Align Orlando: An Evening of Renewal Tue 13 Oct 2026, 7:00 PM — class HD Counseling, LLC · 315 Wymore Road, Winter Park, FL 32789
The Rat Pack Lounge Fri 16 Oct 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
We Run Winter Park Sun 18 Oct 2026, 7:30 AM — Fitness lululemon · 200 North Park Avenue, Winter Park, FL 32789
The Rat Pack Lounge Sun 18 Oct 2026, 2:00 PM — Theater The Winter Park Playhouse · 711 N Orange Ave, Winter Park, FL 32789
Paul Anka Tribute Sun 18 Oct 2026, 7:00 PM — Live music Aloma Cinema Grill · 2155 Aloma Avenue, Winter Park, FL 32792
Beneficial Insects and Natural Predators in the Garden Tue 20 Oct 2026, 6:00 PM — class Winter Park Library · 1052 West Morse Boulevard, Winter Park, FL 32789
Women Above Power - Pets and Percussions Wed 21 Oct 2026, 5:00 PM — class Bang & Olufsen · 220 West Fairbanks Avenue, Winter Park, FL 32789
Central Florida Acoustic Fingerstyle Guitar Wed 21 Oct 2026, 6:00 PM — class Winter Park Library · 1052 W Morse Blvd, Winter Park, FL 32789 · Free
Library Journal Directors' Summit Thu 22 Oct 2026, 9:00 AM — Meetup Winter Park Library · 1052 West Morse Boulevard, Winter Park, FL 32789
Marriage Convalidation Workshop Sat 24 Oct 2026, 8:30 AM — class Sts. Peter and Paul Catholic Church · 5300 Old Howell Branch Road, Winter Park, FL 32792
Backyard Biodiversity Day Native Plant Sale Sat 24 Oct 2026, 9:00 AM — Fitness Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
Pink-a-Tude Reloaded Soiree’ de Gala of Hope | Breast Cancer Awareness Gala Sat 24 Oct 2026, 5:00 PM — Meetup Winter Park Community Center · 721 West New England Avenue, Winter Park, FL 32789
Sound Bath at the Garden Sun 25 Oct 2026, 4:00 PM — Meetup Mead Botanical Garden · 1300 South Denning Drive, Winter Park, FL 32789
MLK, Jr. Learning Garden: Companion Planting Thu 29 Oct 2026, 4:30 PM — class MLK, Jr. Learning Garden · 1052 West Morse Boulevard, Winter Park, FL 32789
50+PlusFYI EXPO Fri 30 Oct 2026, 9:30 AM — Meetup Winter Park Community Center · 721 West New England Avenue, Winter Park, FL 32789
The Lowdown - Tenor/Bass Choral Festival 2026 Fri 30 Oct 2026, 10:00 AM — Live music John M. Tiedtke Concert Hall · 1000 Holt Avenue, Winter Park, FL 32789
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
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.