Events Calendar

Come Hang Out with Jenni & Rhonda for a Relaxed and Fun Evening!

Join us for an Exclusive Preview of 3330 Lake Shore Drive

Luxury Burgers Meets Luxury Living

Please Join Us this Tuesday for Lunch

You're Invited! Tour Our New Construction in Winter Park

2017 Restore the Roar "Feast on the 50"

“State of the City” Address

Popcorn Flicks in the Park featuring "Harold and Maude"

Winter Park Sunday Running Group

Urban Fitness Ride! by Breakaway Bicycles

“Why Do Fools Fall in Love?” presented by The Winter Park Playhouse

You're Invited! Brokers Open Luncheon

10th Annual Russell Athletic Bowl Parade of Bands

Get Your Jazz On Holiday Concert

Dr. Phillips Charities Presents Peter and the Wolf and Holiday Favorites

21st annual Merry Tuba Christmas

7th Annual Christmas at the Casa

64th Annual “Ye Olde Hometown” Christmas Parade

18th annual Leadership Winter Park Pancake Breakfast

Popcorn Flicks in the Park featuring "The Santa Clause"

“Winter on the Avenue” featuring the Annual Holiday Tree Lighting Ceremony

38th Annual Christmas in the Park

Daylight Savings Time - Fall Back

City Commission Meeting

Orlando Philharmonic Orchestra “Holiday Pops” Concert

“Winter in the Park” Holiday Ice Skating Rink

“Winter in the Park” Holiday Ice Skating Rink

“Winter in the Park” Holiday Ice Skating Rink

City Commission Meeting

7th Annual Pumpkin Run 5K

Veterans Day Celebration "Honoring Winter Park Heroes"

“A Marvelous Party: The Noël Coward Celebration” presented by The Winter Park Playhouse

Popcorn Flicks in the Park featuring "Aladdin"

Fall Cleanup for households south of Fairbanks/Aloma

“Chalk the Walk” in Central Park

Growvember Fall Plant Sale presented by Mead Botanical Garden

10th Annual Peacock Ball presented by the Winter Park History Museum

CoffeeTalk featuring City Manager Randy Knight

Fall Cleanup for households north of Fairbanks/Aloma

Planning & Zoning Board Meeting

This Missing Matisse: Pierre Henri Matisse

Open House | No Tricks ~ All Treats!

Brokers Open | Seasonal Beer ~ Wine & Cheese ~ Fall Treats

Brokers Luncheon | 902 Golfview Terrace

Winter Park Golf Course Open House

You're Invited! Preview Lake Maitland Owl Preserve

Casselberry | Winter Springs Brokers Open

Winter Park Community pool closed for season

Household Hazardous Waste Dropoff

CoffeeTalk featuring Commissioner Carolyn Cooper

An Evening with Garrison Keillor

Kelly Price & Company - Office Closed

Planning & Zoning Board Meeting

Market2Mark; Mobile Farmers' Market

Winter Park Sunday Running Group

Market2Mark; Mobile Farmers' Market

City Commission Meeting

Popcorn Flicks in the Park featuring "Toy Story 2"

CoffeeTalk featuring Commissioner Greg Seidel

City Commission Meeting

Market2Mark; Mobile Farmers' Market

Keep Winter Park Beautiful

Ballroom Dance Lessons – Intermediate

Ballroom Dance Lessons – Beginners

Planning & Zoning Board Meeting

Market2Mark; Mobile Farmers' Market

Winter Park Pines Brokers Open

Bel Air Hills & Lancaster Park Brokers Open

Country Club of Orlando - College Park Brokers Opens | May 3rd

Winter Park Brokers Open | May 3rd

“Get Your Jazz On” Concert Series

Popcorn Flicks in the Park featuring "Sense and Sensibility"

CoffeeTalk featuring Assistant City Manager and Finance Director

Winter Park Sunday Running Group

Winter Garden Brokers Open | April 19th

Alaqua Lakes Brokers Open | April 19th

Winter Park Brokers Open | April 19th

Baldwin Park Open House | April 14th

Sevilla Brokers Open | April 12th

Maitland Brokers Open | April 12th

Lake Sybelia Exclusive Preview | March 15th

Winter Park Brokers Open | March 8th

62nd Annual Easter Egg Hunt

57th Winter Park Sidewalk Art Festival

57th Winter Park Sidewalk Art Festival

57th Winter Park Sidewalk Art Festival

Zimmerman, Kiser, Sutcliffe Winter Park Road Race

CoffeeTalk featuring Building & Permitting Services and Water & Wastewater Utilities

37th Annual St. Patrick’s Day Parade

Planning & Zoning Board Meeting; City Hall Commission Chambers

8th Annual Fiddler’s Green 5K

College Park Brokers Open | March 1st

Cortland Brokers Open | Spanish Lunch and Big Prizes

Winter Park Brokers Opens | February 23rd

Maitland Brokers Open | February 23rd

2150 Via Tuscany Brokers Open | February 23rd

Golden Oak at Walt Disney World ® Resort

Sylvan Lake Shores Brokers Open | February 16th

Lake Virginia Exclusive Preview | February 12

Saturday Open Houses | February 13th

Sunday Open Houses | February 14th

Winter Park Brokers Open | February 2nd!

Villa Siena Brokers Open | February 2nd!

College Park Brokers Opens | January 26th!

Winter Springs Brokers Open | January 26!

Maitland Brokers Open | January 26th!

Popcorn Flicks in the Park

Popcorn Flicks in the Park

Thornton Park 2nd Thursday Wine & Art Walk

Downtown Food & Wine Fest

Thornton Park 2nd Thursday Wine & Art Walk

Popcorn Flicks in the Park

Popcorn Flicks in the Park

Popcorn Flicks in the Park

Habitat for Humanity: 20 Years, 50 Houses

Moving Toward a Cure Brain Tumor Awareness Run/Walk

Florida Hospital Lady Track Shack 5K

Seasons 52 Park Ave. 5.2K

Dick Batchelor Run for the Children

Martin Luther King, Jr. Unity Parade and Celebration

Martin Luther King Jr. Parades

3RD Thursday Gallery Hop & Art Walk

The 79th annual Bach Festival presents Morten Lauridsen, composer

Potluck, breakfast, jammies, and a movie

3RD Thursday Gallery Hop & Art Walk

Mount Dora 2nd Friday Gallery Walk

Thornton Park 2nd Thursday Wine & Art Walk

Celebrity Storytelling

Leadership Winter Park Pancake Breakfast

Popcorn Flicks in the Park

Movie in the Park - Donnelly Park

Enzian Saturday Matinee Classics

Enzian Wednesday Night Pitcher Show

Wednesday Night Pitcher Show

Wednesday Night Pitcher Show

Kissimmee's Movie in the Park - The Polar Express

Popcorn Flicks in the Park

Date Night at Leu Gardens

3RD Thursday Gallery Hop & Art Walk, Nov. 21

Thornton Park 2nd Thursday Wine & Art Walk

Winter Park Concours D'Elegance

Race to End Homelessness 5K Run/Walk

Friends of the Mennello Museum Luncheon and Fashion Show, Nov. 7

City of Orlando Veteran's Day Parade, Nov. 9

Lake Mary Heathrow Festival of the Arts, Nov. 2 - 3

Taste of Orlando, Nov. 2, 11 a.m. - 5 p.m.

Harriett's Park Avenue Fashion Week

Winter Park Work Well Lunch - Free Flu Shots!

Jazz'n Blues Stroll at Leu Gardens

Winter Park High School Fall Band Concert

Date Night at Leu Gardens

Walt Disney World Swan and Dolphin Food and Wine Classic

W.P.F.T. Golf Tournament

Imagine Gala: A Passport to a Cure

Komen Central Florida Race for the Cure

Orlando Extreme Watersports Fest

Food Truck Throwdown: Miami vs. Tampa vs. Orlando

Life in Color Orlando: World's Largest Paint Party

Thornton Park District Signature Cocktail Contest

City Commission Meeting; City Hall Commission Chambers

City Commission Meeting; City Hall Commission Chambers

Dinky Dock Public Orchard Landscaping Party

Panning & Zoning Board Meeting; City Hall Commission Chambers

3rd Thursday Gallery Hop & Art Walk

Summer Concert Series: Art. Music. Food. Architecture.

Drama and Beauty in Black and White

3rd Thursday Gallery Hop & Art Walk

Orlando Shakespeare Theater 25th Season Gala

Greater Orlando Heart Walk

10th Anniversary Black Tie Gala

9th Annual Red Chair Affair

Celebration of Running 5K

Household Hazardous Waste Disposal

City Commission Meeting

From Learning to Working: How Winter Park creates a strong workplace

City of Winter Park Olde Fashioned 4th of July Celebration

Summer Concert Series: Art. Music. Food. Architecture.

Popcorn Flicks in the Park- White Christmas

Popcorn Flicks in the Park- Mighty Joe Young

Popcorn Flicks in the Park- House on Haunted Hill

Popcorn Flicks in the Park- The Shaggy Dog

Popcorn Flicks in the Park- Shrek

12th Annual Winter Park Concours d’Elegance

First Friday Festival & Art Stroll

First Friday Festival & Art Stroll

KidFest Summer Movie Series

KidFest Summer Movie Series

Family Day at the Mennello Museum of American Art

Popcorn Flicks in the Park featuring "Grease"

Baldwin Park Independence Day Bash

City of Orlando's 36th Annual Fireworks at the Fountain

22nd Annual Hunter Vision Watermelon 5K

Popcorn Flicks in the Park featuring "How to Marry a Millionaire"

Art in Chambers Artist Reception featuring the works of Robert Ross

18th Annual July 4th Celebration

A toast to hope & opportunity

Heart of Rock and Roll Family Concert

Popcorn Flicks in the Park Featuring Space Jam

Spring Cleanup for Households North of Fairbanks/Aloma Avenues

Spring Cleanup for Households North of Fairbanks/Aloma Avenues

2nd Annual Winter Park Dog Walk!

Jeannette Genius McKean "Run for the Trees"

Earth Day in the Park & Arbor Day Tree Giveaway

James Gamble Rogers Colloquium On Historic Preservation

28th annual "Taste of Winter Park" presented by CenturyLink

Lake Virginia Scuba Clean Up and BBQ

Basic Self Defense Awareness Clas

"Trees for Peace" Tree Planting Project

29th annual Winter Park All British Car Show

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