Upcoming Winter Park Events

Check out what's happening all around Winter Park, FL

AdventHealth Winter Park Road Race 10k and 2 Mile

 Sat, 28 Mar at 07:00 am Park Avenue Central Park

VOCES8 in Winter Park

 Sun, 15 Feb at 07:30 pm Knowles Memorial Chapel

AdventHealth Run 4 Love 4 Mile

 Sat, 14 Feb at 07:30 am 250 Perth Ln, Winter Park, FL 32792, United States

Fete Minuet: The Sequel 2026

 Sun, 18 Jan at 06:00 pm Winter Park Farmers' Market USD 30 to 1,593

1st Annual Holler Ford Racing Showcase

 Sat, 14 Mar at 05:00 pm 1875 South Orlando Avenue, Maitland, FL, United States, Florida 32751

Smile Mile - Kids Run

 Sat, 14 Mar at 08:00 am Blue Jacket Park

24th Annual MLK Celebration Unity Heritage Festival

 Sun, 18 Jan at 11:00 am Winter Park Community Center Free

Candlelight: Valentine's Day Special - Winter Park

 Thu, 12 Feb at 06:30 pm 1300 S Denning Dr, Winter Park, FL

Candlelight: Best of Hip-Hop

 Thu, 22 Jan at 07:00 pm Mead Botanical Garden

Candlelight: Tribute to Adele

 Wed, 28 Jan at 07:00 pm Mead Botanical Garden

2026 Winter Park Fashion Week Show

 Sat, 21 Feb at 06:00 pm Full Sail Live USD 150 to 1,069

Rollins Men’s Soccer Elite Overnight Camps 2026

 Thu, 04 Jun at 09:00 am Cahall-Sandspur Field USD 470 to 676

Glow With The Flow Annual Car Show

Sat, 24 Jan at 06:00 pm Dunkin'

Love Your Library: Books & Boots

 Sat, 07 Feb at 07:00 pm 1052 W Morse Blvd, Winter Park, FL, United States, Florida 32789

Fiddler's Green Charity 5K

 Sat, 21 Feb at 07:30 am Mead Botanical Garden

Girl The PARK Day! FREE EVENT | Daytime Vibes!

Sun, 25 Jan at 02:00 pm Blue Jacket Park

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

 Sat, 21 Feb at 07:30 pm Knowles Memorial Chapel

2nd Annual Winter Park YMCA Car Show

 Sat, 07 Mar at 09:00 am 1201 N Lakemont Ave, Winter Park, FL

Age of Enlightenment: Haydn, Mozart, Beethoven

 Sun, 22 Feb at 03:00 pm Knowles Memorial Chapel

Common Read - Session II: Caffeine and Conversation

 Sat, 14 Feb at 09:30 am Writer's Block Bookstore Free

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

 Fri, 20 Feb at 07:30 pm Knowles Memorial Chapel

YOGA BLISS - A Musical Journey to Inner Peace- Free Concert

 Sat, 31 Jan at 07:00 pm Bush Auditorium Free

Sourdough Pizza (Winter Park)

 Sun, 25 Jan at 05:15 pm The Ancient Olive Gourmet of Winter Park USD 82

Rollins Summer Co-Ed Indoor Camp 2026

 Tue, 26 May at 09:00 am Alfond Sports Center USD 294 to 367

Ella & the Bossa Beat

 Sat, 31 Jan at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

BACHATA ICE & FIRE 2026

 Sat, 24 Jan at 09:00 pm 6904 Aloma Ave, Winter Park, FL 32792

Dinosaur Pile Up at Conduit

 Tue, 03 Feb at 07:00 pm Conduit

GROOVE SLAYERS - Saturday Dance Fever! LIVE at Aloma Cinema Grill

 Sun, 18 Jan at 06:00 pm Aloma Cinema Grill USD 25 to 36

Bonsai & Cheers -Forward/Slash - L&J Nursery - Bahama Berry

 Thu, 12 Mar at 06:30 pm Forward Slash Distillery & Blending House USD 75

Jeff Rupert Quartet

 Fri, 23 Jan at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

The Rebel Run 5K Returns | Running Black History Forward

 Sat, 07 Feb at 07:00 am Martin Luther King, Jr. Park USD 23 to 39

Bobby Jo Valentine Concert

 Fri, 23 Jan at 07:00 pm St Richard's Episcopal Church USD 13

St. John Passion | J.S. Bach

 Sun, 01 Mar at 03:00 pm Knowles Memorial Chapel

Bonsai & Cheers -Forward/Slash - L&J Nursery - Umbrella Tree

 Thu, 12 Feb at 06:30 pm Forward Slash Distillery & Blending House USD 75

Know Your Numbers - February 5, 2026 at Celebration Gardens

 Fri, 06 Feb at 09:00 am Celebration Gardens USD 59

BachataYá

Fri, 23 Jan at 07:00 pm The Trap

Free for Seniors: Solo Mio

 Tue, 10 Feb at 02:00 pm Aloma Cinema Grill Free

Bonsai & Cheers -Forward/Slash - L&J Nursery - Barbados Cherry

 Thu, 09 Apr at 06:30 pm Forward Slash Distillery & Blending House USD 75

Silver Screen Classics

 Sat, 25 Apr at 07:30 pm Knowles Memorial Chapel

New Year, New Keys!...FREE Homebuying Seminar

 Sat, 31 Jan at 10:00 am 2699 Lee Rd suite 600 Free

Modern Nurse Fest Florida

 Tue, 24 Feb at 10:00 am Winter Park Community Center USD 0 to 453

BAD TIME RECORDS TOUR 2026 - K*ll Lincoln + JER + Bad Operation w/ Flying Raccoon Suit @ Conduit

 Sun, 21 Jun at 06:30 pm Conduit

Derby on Park (Kentucky Derby Party)

 Sat, 02 May at 04:30 pm Winter Park Events Center

Silver Screen Classics

 Sun, 26 Apr at 03:00 pm Knowles Memorial Chapel

Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL

 Sat, 28 Feb at 07:00 pm Aloma Cinema Grill USD 22 to 30

Galentine’s Day: DIY Sugar Scrub Workshop

 Fri, 13 Feb at 06:00 pm The Spa at The Alfond Inn USD 30

Golden Flower with the Mudita Orchestra

 Fri, 13 Feb at 08:00 pm Blue Bamboo Center For The Arts

Celestial Balance: A New Moon Sound Healing

 Sun, 18 Jan at 06:00 pm The Spa at The Alfond Inn USD 42

Rollins Summer Co-Ed Soccer Day Camps 2026

 Mon, 15 Jun at 08:00 am Cahall-Sandspur Field USD 294 to 450

FREE Valentine's Concert in the Park- Swing into Romance

 Fri, 13 Feb at 07:30 pm Central Park In Winter Park, Florida

Sculpting Sound

 Thu, 29 Jan at 06:00 pm Albin Polasek Museum & Sculpture Gardens Free

Cigano Swing

Fri, 30 Jan at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

BLUES BROTHERS MOVIE Tribute ANOTHER MISSION FROM GOD at Aloma Cinema Grill

 Sat, 28 Mar at 07:00 pm Aloma Cinema Grill USD 25 to 36

I LOVE R&B PARTY - Orlando, FL

 Fri, 06 Feb at 09:00 pm CONDUIT

Ivy League Singles Mixer in Winter Park FL!

 Wed, 28 Jan at 07:00 pm Flûtes Champagne Bar USD 50

Rollins Summer Junior Elite Camp 2026

 Mon, 08 Jun at 08:30 am Cahall-Sandspur Field USD 290

Shabbat Dinner Experience

Fri, 30 Jan at 05:20 pm Park Avenue, Winter Park

The Chosen Phoo, Fiddler's Green!

 Sat, 24 Jan at 09:00 pm Fiddlers Green Irish Pub & Eatery

8th Annual Conference - Creating a Resilient Community: Arts for Thriving!

 Thu, 09 Apr at 09:00 am Winter Park Events Center USD 109 to 295

Candlelight: Queen vs. ABBA Tribute

 Wed, 21 Jan Mead Botanical Garden

OIFW Summer Shows: Winter Park Events Center (Multiple Shows 3pm & 7pm)

 Sat, 06 Jun at 03:00 pm Winter Park Events Center USD 55 to 71

NEW Jewish Learning Course!

 Wed, 21 Jan at 07:00 pm Park Ave Winter Park, FL

Devon Woodhill Trunk Show

 Fri, 23 Jan at 10:00 am 152 South Park Avenue, Winter Park, FL

AXE Your Goals

 Sat, 31 Jan at 01:00 pm The Axe Trap - The Trap USD 36

Celestial Balance: A Full Moon Sound Healing at The Spa

 Fri, 01 May at 06:00 pm The Spa at The Alfond Inn USD 42

Free Matinee for Seniors: Sarah’s Oil

 Thu, 05 Feb at 12:00 pm Aloma Cinema Grill Free

Mosaic Art Classes Orlando : Turkish Lamp Making Workshop

 Sat, 17 Jan at 10:00 am SpringHill Suites by Marriott Winter Park USD 69 to 317

MIDSEASON TUNE-UP / STORM MATCHMAKER CLINIC

 Sun, 25 Jan at 10:00 am Aloma Bowling Center

Free for Seniors: Solo Mio

 Mon, 09 Feb at 12:00 pm Aloma Cinema Grill Free

Parking The Browning with Within Destruction, Face Yourself and Dead Eyes (18+)

 Sun, 22 Mar at 11:00 pm Conduit

Free Movie for Seniors: Green & Gold

 Tue, 20 Jan at 02:00 pm Aloma Cinema Grill Free

Ladies Chocolate Run Winter Park

 Sun, 08 Feb at 02:00 pm AJ Chocolate House USA

Steve Luciano Quartet featuring Dan Jordan

 Sun, 18 Jan at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

The Dark Eighties Dance Party - Florida Debut at Conduit!

 Fri, 13 Feb at 09:00 pm 6700 Aloma Ave, Winter Park, FL 32792, United States

Rollins Men’s Soccer Winter 2026 ID Camp

 Sun, 18 Jan at 03:00 pm Cahall-Sandspur Field USD 185

Live at the Blue Bamboo

 Fri, 30 Jan at 08:00 pm Blue Bamboo Center For The Arts

80s Dance Party Orlando!

 Fri, 20 Mar at 08:00 pm 6700 Aloma Ave, Winter Park, FL 32792, United States

Edgewater High School PTSO Presents: Sip & Soar | Mardi Gras

 Fri, 27 Feb at 07:00 pm Celebration Gardens USD 65 to 500

Americana: Barber, Bernstein, Copland

 Fri, 30 Jan at 07:30 pm Knowles Memorial Chapel

Ladies Breakfast Club: Café Meetup Winter Park

 Sun, 25 Jan at 11:00 am Barnie's Coffee & Tea

Love on the Page | Young Adult Romance

 Sat, 24 Jan at 12:00 pm Winter Park Library Free

Fire From The Gods at Conduit

 Thu, 29 Jan at 06:00 pm Conduit

Ivories In Harmony with Carol Stein and Michael Mastroianni

 Sun, 25 Jan at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Florida Dungeon Fest II at Conduit

 Fri, 30 Jan at 05:00 pm Conduit

Young Naturalist Explorers: Wild About Wetlands

 Sat, 14 Feb at 09:30 am Mead Botanical Garden USD 13

All the Line Non-Profit Launch Event!

 Wed, 04 Feb at 06:30 pm Aloma Cinema Grill

Jason V. @ Tommy Bahama Marlin Bar, Winter Park

Sun, 25 Jan at 04:00 pm Tommy Bahama (Winter Park, FL)

Embellished Nail Bar Nail Training Masterclass

 Sun, 22 Feb at 11:00 am Embellished nails and brow bar Free

Rollins Mens Lacrosse Winter Prospect Day 2026

 Sun, 25 Jan at 08:00 am Rollins College USD 22 to 153

Love on the Page | Latinx Representation Panel & Signing

 Sat, 24 Jan at 03:00 pm Winter Park Library Free

Polasek Nights

 Thu, 12 Feb at 06:00 pm Albin Polasek Museum & Sculpture Gardens USD 18 to 29

Valentine's Day Flow

 Sat, 14 Feb at 12:00 pm Winter Park Yoga USD 31

Spring Equinox: A Sound Healing Ceremony at The Spa

 Fri, 20 Mar at 06:00 pm The Spa at The Alfond Inn USD 42

Let it Go Lifestyle Estate Sale in Winter Park

 Fri, 16 Jan at 09:00 am 1705 Elizabeths Walk, Winter Park, FL 32789

Welcoming the New Year: Forgiveness as a Path to Healing

 Thu, 22 Jan at 06:00 pm 1331 Palmetto Ave Free

Martin Luther King, Jr. Park Litter Cleanup

 Sat, 24 Jan at 09:00 am Martin Luther King, Jr. Park Free

Petal & Pot Exchange: Where Women Grow Together Orlando

 Wed, 28 Jan at 05:30 pm East End Market

Free Movie: Signing Tony Raymond

 Thu, 29 Jan at 07:00 pm Aloma Cinema Grill Free

Valentine's Weekend Appetizers (Winter Park)

 Sun, 15 Feb at 05:15 pm The Ancient Olive Gourmet of Winter Park USD 82

Klassy x TREMBLE present Move & Matcha: Pilates In The Park

 Sun, 18 Jan at 09:30 am Klassy USD 16
Categories
Concerts
Live Music
Festivals
Conferences
Calendar
Tournaments
Brunch
Food & Drinks
Comedy
Candlelight Concerts
Dance
Nonprofits
Dog
Popular topics
Education
Performing Arts
Running
Violin
Brunch
Beauty
Exercise
Medical
Flowers
Fitness
80s
Beer
Brazilian