Winter Park Events | Florida

Keep up with all the latest Winter Park events and the surrounding areas – Orlando, College Park, Maitland, Mills Ave.

Winter Park Events. Winter Park, FL is the gem of culture and history in Central Florida. There are many galleries, museums and parks. For Instance, there is Mead Botanical Garden, the Cornell Museum of Fine Arts and the Charles Hosmer Morse Museum of American Art. It is a hub for colleges like Rollins College and Full Sail University. Winter Park is place of relaxation and artistic expression. It’s one of the best towns in the USA. Winter Park  is known for its charming Old World, elegant homes, picturesque bricked streets, extensive canopy of trees, upscale shopping and dining. 

Top Events In Winter Park, FL

Winter Park Sidewalk Art Festival

The Winter Park Sidewalk Art Festival takes place every March and is one of the country’s largest, oldest, and most prestigious outdoor arts festivals. Sunshine Artist and American Style magazines  rated the festival as one of the top in the nation.

Annual Bach Festival

the Annual Bach Festival is presented by the Bach Festival Society of Winter Park. During the festival, classic works by Johann Sebastian Bach as well as other composers are performed by a 160-voice choir and orchestra, along with guest soloists.

Winter Park Concours d’Elegance

The Winter Park Concours d’Elegance car show takes place every November and hosts a number of exotic cars and motorcycles each year. The highly-regarded 3-day festival takes place in Old Winter Park and six blocks are closed off for the event.

FEATURED EVENTS

4-20

Dec

Walt Disney Theater - 445 South Magnolia Avenue Orlando, FL 32801
(407)839-0119

Oct-Nov

Whisper Creek Farm - 4040 Central Florida Pkwy, Orlando, FL 32837
407-206-2400

31

Jan

Art Gallery at Mills Park 1650 N Mills Ave · Orlando, FL
(855) 336-3653

We feature all Events. These inlcude: nightlife, dining, festivals, theatre, charity, and community events. Do you have an event to share? Submit an event here. View all the upcoming events. 

EVENTS IN THE AREA

24

Oct

Events, Nightlife
An actress who never left the stage after her final curtain call? German prisoners of war still toiling in the orange groves years after the
Winter Park, Florida
Saturday, October 24, 2020 at 7:30 PM EDT – 9 PM EDT
(407) 986-8687 (TOUR)

20

Oct

Events, Music
Winter Park Village Live is a FREE music series featuring local artists playing a variety of hits and favorites. Concerts will take place by the
Winter Park Village - 510 N Orlando Ave. Winter Park, FL 32789
Tuesday, October 20, 2020 at 6 PM EDT – 9 PM EDT
(407) 571-2700

24

Oct

Events, Music
Free Community Event!!! Come out for a day of Jazz in Centennial Park!! Enjoy 4 different bands throughout the event, then after the event follow
Centennial Park - 400 Park Ave Sanford, FL 32771
Saturday, October 24, 2020 at 2 PM EDT – 7 PM EDT
(407)375-5690

24-25

Oct

Art, Events
We are very excited to announce the rescheduled 43rd Annual Leesburg Art Festival is happening October 24th and 25th from 10am-4pm. Visit Downtown Leesburg and
Downtown Leesburg
Oct 24 at 10 AM EDT – Oct 25 at 4 PM
(352) 365-0232

19

Oct

Community, Events, Holiday
It’s that time of year again! Come out for Sanlando’s annual Pumpkin Patch, a FREE community event that features pumpkins of all colors and sizes
1890 W State Road 434 Longwood, FL 32750
(407) 571-2100

4-20

Dec

Events, Featured Event, Nightlife
Orlando Ballet presents the beloved holiday tradition, The Nutcracker. As the lights dim and the music soars, let the magical world of Clara’s dreams take you
Walt Disney Theater - 445 South Magnolia Avenue Orlando, FL 32801
December 4-20
(407)839-0119

Oct-Nov

Community, Events, Featured Event, Holiday
Fall on the Farm at Grande Lakes Orlando will feature family-friendly offerings celebrating the season, all taking place at Whisper Creek Farm, an 18,000 squarefoot
Whisper Creek Farm - 4040 Central Florida Pkwy, Orlando, FL 32837
: Every Saturday and Sunday in October & November between 10am-3pm.
407-206-2400

15

Mar

Events, Music
Ayako Yonetani Violin Concert Ayako Yonetani Violin Concert. The Museum’s 13th annual concert music series features internationally acclaimed violin/viola player Dr. Ayako Yonetani and a
Albin Polasek Museum & Sculpture Gardens 633 Osceola Ave, Winter Park, Florida 32789
Sunday, March 15, 2020 at 2 PM – 4 PM
(407) 647-6294

28

Mar

Community, Events
Winter Park Library Book Festival   Celebrating Literary Activism at the Winter Park Library Book Festival! Books have the power to change the world, especially
Winter Park Public Library 460 E New England Ave, Winter Park, Florida 32789
Saturday, March 28, 2020 at 9 AM – 3 PM
(407) 623-3300

14

Mar

Community, Events
Baldwin Park St Patricks Festival Baldwin Park St. Patricks Festival 2020 – This family-friendly event will feature food trucks, a beer garden, music, dancing, and
Baldwin Park - New Broad St, Orlando, Florida 32814
Saturday, March 14 at 12 PM
(407) 801-9562

20-22

Mar

Art, Events
Winter Park Sidewalk Art Festival 2020 Visit the Winter Park Sidewalk Art Festival 2020. Central FL has celebrated The Winter Park Sidewalk Art Festival for
Central Park - 150 W Morse Blvd Winter Park, Florida
March 20-22, 2020
(407) 644-7207

20-22

Mar

Events, Festivals, Music
Central Florida Metal Fest 2020   Central Florida Metal Fest 2020 – It’s our 5th year and we will be packing out The Haven 1
The Haven Lounge 6700 - Aloma Ave, Winter Park, Florida 32792
Friday, March 20-22, 2020
(407) 673-2712

4

Apr

Events, Music
The Voice Of Creed   The City of Apopka presents The Voice Of Creed at the 2020 Apopka Proud Music Festival. The Voice Of Creed
The Northwest Recreation Complex Amphitheater - 3710 Jason Dwelley Pkwy, Apopka, FL 32712
Saturday, April 4, 2020 5:00 PM
(407)703-1700

26

Feb

Community, Events
Join us at Bush Auditorium at Rollins College for an artist talk in welcoming Artist and Thomas P. Johnson Distinguished Visiting Scholar Jaune Quick-to-See Smith
Bush Auditorium - 1000 Holt Ave, Winter Park, Florida 32789
Wednesday, February 26, 2020 at 6 PM – 7 PM
(407) 646-2145

Feb-Mar

Art, Events
Eros and Thanatos: A Susan Hensel Art Exhibit   View the Susan Hensel Art Exhibit. The artwork in the Eros and Thanatos series is elemental,
Seminole State College of Florida, Fine Arts Gallery, Building J 109 - 100 Weldon Blvd., Sanford, FL 32773
February 13-March 13, 2020
(407)708-2704

22

Feb

Events, Festivals, Music
Orlando International Jazz Festival – Join us for an evening of incredible music and entertainment at the Apopka Amphitheater. This will be an event you
Apopka Amphitheater 3710 - Jason Dwelley Pkwy, Apopka, Florida 32712
Saturday, February 22, 2020 at 4 PM – 10 PM
zita@steglichross.com

16

Feb

Events, Music
Music at the Casa: Paint It Black   Music at the Casa: Paint It Black. Beautiful Music Presents Paint It Black Orchestra: Music featuring cello,
Casa Feliz Historic Home Museum - 656 Park Ave N, Winter Park, Florida 32789
Sunday February 16, 2019 at 12 PM – 3 PM
(407) 628-8200

11

Mar

Community, Events, Food
Taste of Winter Park 2020 Taste of Winter Park 2020 showcases more than 40 of Central Florida’s top chefs, bakers, caterers and beverage purveyors for
Winter Park Chamber of Commerce 151 W Lyman Ave, Winter Park, Florida 32789
Wednesday, March 11, 2020 at 5 PM – 8 PM
tcahill@winterpark.org

27

Feb

Events, Nightlife
Grand Opening of Saccaro in Winter Park   Please join us for the grand opening of Saccaro in Winter Park. Enjoy light cocktails and hors
499 W Fairbanks Ave, Winter Park, FL 32789
Thursday, February 27 at 5 PM - 9 PM
(407) 335-4441

30

Mar

Art, Events
Orlando Artist Meetup – Design Orlando Are you a local artist, designer, or creative individual in Central Florida? Do you love all thing having to
1650 N Mills Ave, Orlando, Florida 32803
Monday, March 30th, 2020 7:30-9:30 PM
N/A

14

Feb

Events, Family, Music
Celebrate Valentine’s Day at Harry P. Leu Gardens! A special Valentine’s Concert on Friday, February 14, 2020, from 7:00 p.m. – 10:00 p.m. featuring: Dave
Harry P. Leu Gardens - 1920 N Forest Ave, Orlando, Florida 32803
Friday, February 14, 2020 at 7 PM – 10 PM
(407) 246-3622

22

Feb

Events, Music
Join us on Saturday, February 22, 2020 for the 3rd Annual Sanford Porchfest Music Festival! 50 bands. 12 porches. an entire community. one cause. This
Sanford Residential Historic District - 101 E 10th Street Sanford, FL 32771
Saturday, February 22, 2020 at 11 AM – 7:30 PM
team@sanfordporchfest.org

29

Feb

Art, Events
Call for Creative Chalk Artists – UpTown Art Expo Feb 29th, 2020 – Cranes Roost Park presented by MIDFLORIDA Credit Union. The tradition of street
Uptown Art Expo - 274 Cranes Roost Blvd, Altamonte Springs, Florida 32701
Feb 29 at 8:30 AM – Mar 1 at 5 PM
(407) 592-0002

7

Feb

Art, Events
Friday, February 07, 7-10 PM – Opening night of Douglas Kirkland: ‘A Life In Pictures’ Retrospective – a retrospective exhibition of Douglas Kirkland’s timeless photographs,
Snap! Orlando - 1013 E Colonial Dr, Orlando, Florida 32803
Friday, February 7, 2020 at 7 PM – 10 PM
(407) 286-2185

8

Feb

Community, Events
Roses are Red, Violets are Blue, Its almost Valentine’s Day in Orlando, and the Scavenger Hunt too. Bring your family or significant other to Mead
Mead Botanical Garden - 1300 S Denning Dr, Winter Park, Florida 32789
Saturday, February 8, 2020 at 10 AM – 12 PM
(407) 599-2800

4

Apr

Charity, Events, Fashion
Maitland’s Woman’s Club 2020 Spring Luncheon Auction & Fashion Show.  This luncheon includes a Silent Auction and Drawings will be available. Fashions by Soma and
Embassy Suites by Hilton Orlando - North 225 Shorecrest Dr, Altamonte Springs, Florida 32701
Saturday, April 4, 2020 at 10:30 AM – 2 PM
(407) 834-2400

13-15,2020

March

Community, Events, Food
Delight your senses at the second annual Orlando Wine Festival & Auction featuring award-winning wines, sumptuous meals prepared by celebrity chefs, and the opportunity to
Winder mere, Florida 34786
March 13-15, 2020
(407)951-5341

25

Jan

Community, Events, Food
Vegan Soul Food Orlando Join us for some good ole’ vegan soul food that will tantalize your taste buds. When you can eat vegan soul
The District Market At Mills 50 - 1221 North Mills Ave, Orlando, Florida 32803
Saturday, January 25, 2020 at 6 PM – 8 PM
(407) 601-3363

29

Feb

Community, Events, Food
Orlando Taco Festival 2020 The most anticipated food & entertainment festival of 2020 is returning to The Drive Shack (located on Lake Nona Boulevard in
Drive Shack Orlando - 7285 Corner Drive Orlando, FL 32827
Sat, Feb 29, 2020, 2:00 PM – Sun, Mar 1, 2020, 8:00 PM EST
(888) 827-8340

25

Jan

Events, Music
The Hullabaloo Sponsored by Thornton Park District!!! Part music festival, part beach bash, Hullabaloo will bring musical acts Sugar Ray and Eve 6 as well
Lake Eola Park - 512 E Washington St, Orlando, FL 32801
Saturday, January 25, 2020 at 2 PM – 10 PM
(407) 246-4484

14-16

February

Events, Nightlife
Orlando Ballet’s Cinderella 2020 Orlando Ballet will perform the classic fairytale, “Cinderella” at the Dr. Phillips Center for the Performing Arts February 14 through 16,
Dr. Phillips Center for the Performing Arts - 445 S. Magnolia Avenue Orlando, FL 32801
February 14-16, 2020
(844)513-2014

31

Jan

Events, Featured Event
Are you a local artist, designer, or creative individual in Central Florida? Do you love all thing having to do with thought-provoking creativity and imagination?
Art Gallery at Mills Park 1650 N Mills Ave · Orlando, FL
Friday, January 31, 2020 7:30 PM
(855) 336-3653

22

Jan

Events, Featured Event, Music, Nightlife
Grammy-nominated artist Will Hoge will be bringing his energetic show featuring new music and also chart-topping hits to play Dexter’s New Standard in Winter Park,
Dexter's New Standard - 1035 N Orlando Ave #101, Winter Park, FL 32789
Wednesday, January 22, 2020 at 7:30 PM
407 316 2278

6

Jan

Events, Music
Monday Night Jazz Jam at The New Standard. TOP Jazz Musicians and Vocalists… Some Internationally known! TOP Musicians and Vocalists… Some Internationally known! Joseph Jevanni-Music
The New Standard - 1035 N Orlando Ave, Ste 101, Winter Park, Florida 32789
Monday, January 6, 2020 at 7:30 PM – 10 PM
(407) 636-4995

9

Jan

Events, Music
Brooke Klonel is an upcoming singer/songwriter in the greater Orlando area. About The New Standard It is our mission to inspire you to tell your
The New Standard - 1035 N Orlando Ave, Ste 101 Winter Park, Florida 32789
Thursday, January 9, 2020 at 8:30 PM – 11:30 PM
(407) 636-4995

18

Jan

Events, Music
Jack Graham & Madeline Pots Present: Songs & Stories – “You can’t depend on your eyes when your imagination is outAdd New of focus.” Mark
Blue Bamboo Center For The Arts - 1905 Kentucky Ave, Winter Park, Florida 32789
Saturday, January 18, 2020 at 8 PM – 10:30 PM
(407) 636-9951

9

Jan

Community, Education, Events, Featured Event
Nerd Nite Orlando – SPACE NITE 2020. Join Nerd Nite Orlando on January 9th as we launch into the new decade with SPACE NITE 2020.
Purple Rock Scissors - 189 S Orange Ave, Ste 2020, Orlando, Florida 32801
Thursday, January 9, 2020 at 6 PM – 9 PM
orlando@nerdnite.com

1

Feb

Art, Events
Free Admission at The Orlando Museum of Art DESCRIPTION – Free Admission at The Orlando Museum of Art   Join us as we celebrate the
Orlando Museum of Art - 2416 N Mills Ave, Orlando, Florida 32803
Saturday, February 1, 2020 at 11 AM – 2 PM
(407) 896-4231

25

Jan

Art, Education, Events
An Overview of the Florida Highwaymen…from their humble beginnings to their art’s cultural phenomenon. Presented by Gary Monroe About The Exhibit Gary Monroe has received
Orlando Museum of Art - 2416 N Mills Ave, Orlando, Florida 32803
Saturday, January 25, 2020 at 1:30 PM – 2:30 PM
(407) 896-4231

18

Jan

Community, Events, Featured Event, Food
The Maitland Woman’s Club invites you to browse vendors offering vintage, antiques, collectibles, jewelry, art, crafts,  handmade items and more.  Light food and drink will
Venue on the Lake - 641 S Maitland Ave, Maitland, Florida 32751
Saturday, January 18, 2020 at 8 AM – 3 PM
(407) 647-2111

12

Jan

Events, Music
Bryan Hayes: Live at Casa Feliz. Come on out for a fantastic afternoon of music from Bryan Hayes! Hosted by Casa Feliz, come and explore
Casa Feliz Historic Home Museum - 656 Park Ave N, Winter Park, Florida 32789
Sunday, January 12, 2020 at 12 PM – 3 PM
(407) 628-8200

6

Jan

Events, Music
Monday Night Jazz Jam @ The New Standard. TOP Jazz Musicians and Vocalists… Some Internationally known! TOP Musicians and Vocalists… Some Internationally known! Joseph Jevanni-Music
The New Standard - 1035 N Orlando Ave, Ste 101, Winter Park, Florida 32789
Monday, January 6, 2020 at 7:30 PM – 10 PM
(407) 636-4995

11

Jan

Art, Events
“Soul Utterings: Creative works by Kianga Jinaki and John Mascoll” at Hannibal Square Heritage Center Now through January 11, 2020, Crealdé School of Art features
Hannibal Square Heritage Center - 642 W New England Ave, Winter Park, Florida 32789
Saturday, January 11, 2020 at 12 PM – 4 PM
(407) 539-2680

Jan

17

Art, Events
Visit the Albin Polasek Museum & Sculpture Gardens. Create your own version of Monet’s Water Lilies during this relaxed two-hour class. Step-by-step guidance will be
Albin Polasek Museum & Sculpture Gardens - 633 Osceola Ave, Winter Park, Florida 32789
Friday, January 17, 2020 at 7 PM – 9 PM
(407) 647-6294

22

Dec

Charity, Community, Events
Pet Supermarket Aloma – Want some PAW-liday cheer? Then stop on by and meet our kittens and cats who are ready for pictures with their
Pet Supermarket - 2061 Aloma Ave, Winter Park, Florida 32792
Sunday December 22, 2019 at 11 AM – 1:30 PM
(407) 657-2139

Nov 29-Jan 1

Community, Events, Featured Event
What : Wekiva Island’s Winter Wonderland When : Friday, November 29 to January 1, 2020 Where : Wekiva Island, 1014 Miami Springs Dr., Longwood, FL 32779 Have your
Wekiva Island - 1014 Miami Springs Dr., Longwood, FL 32779
Friday, November 29, 2019 - Wednesday, January 1, 2020
(407) 862-1500

31

Dec

Events, Nightlife, Parties
Is your resolution to get more active this year? We can help start you off with a bang! Aloma Bowl in Winter Park is rolling
Aloma Bowl - 2530 Aloma Ave, Winter Park, FL 32792
Tuesday, Dec 31st, 2019 @ 9 PM
(407) 671-8675

8

Dec

Events, Holiday, Nightlife
Santa Claus isn’t the only one coming to town. Santa Claus isn’t the only one coming to town. Krampusfest Orlando is coming.  In the Alpine
Market On South - 2603 E South St, Orlando, Florida 32803
Sunday, December 8, 2019 at 5 PM – 10 PM
(407) 613-5968

12

Dec

Events, Holiday, Nightlife
Thornton 2nd Thursday Wine & Art Walk Join us on November 14th for Orlando’s favorite reoccurring Art Night, the Thornton 2nd Thursday Wine & Art
Thornton Park District - 608 E Central Blvd, Orlando, Florida 32801
Thursday, December 12, 2019 at 6:30 PM – 9:30 PM
(407) 701-9382

14

Dec

Events, Holiday
Winter Park Holiday Boat Parade Winter Park Holiday Boat Parade On December 14, 2019. A spirited fleet of decorated boats of all types –pontoon, ski,
Winter Park Rotary Club - 419 S. Interlachen Avenue, Winter Park, Florida 32789
Saturday, December 14, 2019 at 5:30 PM – 7:30 PM
(503) 807-8669

6

Dec

Community, Events, Holiday
Come celebrate with Baldwin Park for the annual Light up Baldwin Park event in conjunction with the Baldwin Park First Friday Festival. The event is
New Broad St, Orlando, Florida 32814
Friday, December 6, 2019 at 5:30 PM – 9:30 PM
(407) 801-9562

6

Dec

Community, Events, Holiday
Winter Park holiday events Winter Park holiday events traditionally kick off the holiday season at Winter on the Avenue. Be there as Park Avenue is
Winter Park Central Park - 251 Park Ave S, Winter Park, Florida 32789
Friday, December 6, 2019 at 5 PM – 10 PM
(407) 599-3334

13

Dec

Education, Events
This year’s TEDxWinterPark theme is Being Human. We will be examining all things that could define us as a species while looking at the most intriguing and interesting
The Art Gallery at Mills Park - 1650 North Mills Avenue Orlando, Florida
Friday, December 13, 2019 3:00pm - 7:00pm
Info@tedxwinterpark.com

27

Dec

Events, Music, Nightlife
Beautiful Music Jazz Quartet (bass, flute, guitar, and trumpet), 5 p.m.–8 p.m. The Beautiful Music Jazz Quartet has received The Knot Hall of Fame Award
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, December 27, 2019 at 5 PM
(407) 645-5311

24

Dec

Events, Holiday, Music
The Morse Museum – Winter Park Christmas Eve Open House, 9:30 a.m.–4 p.m. Live music by the Raintree Chamber Players, 1 p.m.–4 p.m. Friday Nights
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Sunday, December 24, 2019 at 9:30 AM
(407) 645-5311

20

Dec

Events, Holiday, Music, Nightlife
Beautiful Music (Three Flutes Only) at The Charles Hosmer Morse Museum, 5 p.m.–8 p.m. Evening tour of Louis Comfort Tiffany’s Laurelton Hall, 7 p.m.   Friday
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, December 20, 2019 at 5 PM
(407) 645-5311

13

Dec

Events, Holiday, Music, Nightlife
Beautiful Music Chamber Quartet (cello, flute, viola, and violin), 5 p.m.–8 p.m. Family tour of selected galleries, 5:15 p.m. Resin casting demonstration with artist Chris
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, December 13, 2019 at 5 PM
(407) 645-5311

14

Nov

Community, Events, Festivals, Food
Join us on November 14th for Orlando’s favorite reoccurring Art Night, the Thornton 2nd Thursday Wine & Art Walk! Over 20 places to stop for
Thornton Park District 608 E Central Blvd, Orlando, Florida 32801
Thursday, November 14, 2019 at 6:30 PM
(407) 701-9382

12

Nov

Community, Events, Fitness
Welcome to Community Yoga at East End Market once each week! Climb the stairs to the beautiful APEX to find a Firefly instructor to guide
East End Market - 3201 Corrine Dr, Orlando, Florida 32803
Tuesday, November 12, 2019 at 6:30 PM – 7:30 PM
(321) 236-3316

6

Dec

Events, Holiday, Music, Nightlife
Victoria Lynn Schultz is the harpist and pianist of choice for weddings and special events throughout Florida. Whether you choose traditional or contemporary styles, Victoria’s
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, December 6, 2019 at 5 PM
(407) 645-5311

5

Dec

Art, Events, Holiday, Nightlife
On Thursday, December 5, The Charles Hosmer Morse Museum of American Art and the City of Winter Park will present the 41st Annual Christmas in
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Thursday, December 5, 2019 at 6:15 PM – 8:30 PM
(407) 645-5311

29

Nov

Events, Holiday, Music, Nightlife
Live music by the Harpist Bizarre Quartet Introducing The Harpist Bizarre Quartet at The Morse Museum. Various musicians and musical groups enhance The Morse Museum
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, November 29, 2019 @ 5 PM
(407) 645-5311

Nov 29-Dec 1

Art, Events, Holiday
Thanksgiving Weekend Open House. Enjoy free admission to The Morse Museum throughout the holiday weekend. Friday, 9:30 a.m.–8 p.m.; Saturday, 9:30 a.m.–4 p.m.; Sunday, 1
The Charles Hosmer Morse Museum of American Art - 445 N Park Ave Winter Park, Florida 32789
Friday, 9:30 a.m.–8 p.m.; Saturday, 9:30 a.m.–4 p.m.; Sunday, 1 p.m.–4 p.m.
(407) 645-5311

25

Oct

Events, Family
Get an early start on Halloween this year by meeting 8 of your favorite villains at this child-friendly event. Meet all eight villains, collect the
Celebration Gardens - 1871 Minnesota Avenue Winter Park, FL 32789
Friday October 25, 2019 at 5:30 PM
(407) 906-5220

5

Oct

Community, Events, Festivals
Enjoy a food festival, beer garden, live music, kids area, and great local shopping when Orlando Flea Mini Market pops up at the 20th Annual
Waterford Lakes Town Center - Orlando, Florida 413 Alafaya Trl N, Orlando, Florida 32828
Saturday, October 5, 2019 at 3 PM – 7 PM
(407) 737-2866

5-6

Oct

Community, Events
Searching for an exciting outdoor activity in Winter Park? The hunt is over! Download the Let’s Roam scavenger hunt app and start exploring today! Tourist,
761 Old England Avenue Winter Park, FL 32789
Saturday, October 5- Sunday, October 6
www.letsroam.com

3

Oct

Events, Nightlife
It’s time for another edition of our monthly comedy show! Come see some of Orlando’s best local comic talent! This event is FREE. Lineup: Joe
The Geek Easy - 114 S Semoran Blvd, Ste 6, Winter Park, Florida 32792
Thursday, October 3, 2019 at 7:30 PM – 10:30 PM
(321) 972-8207

29

Sept

Art, Community, Events
Join us for a docent-led tour of works on view at The Alfond Inn. Tours meet at 1 p.m. in the Inn’s conservatory. A significant
The Alfond Inn - 300 E New England Ave, Winter Park, Florida 32789
Sunday Tour @ The Alfond Inn
(407) 998-8090

Sept 27-Oct 5

Community, Events, Nightlife
“I think it’s scary to be alive—but also exhilarating and joyful,” says playwright Stephen Karam. His worldview sets the stage for The Humans, at once
Annie Russell Theatre - 1000 Holt Ave, # 2735, Winter Park, Florida 32789
Sept 27-Oct 5
(407) 646-2145

29

Sept

Community, Events, Music
Alboreá Dances is a multicultural Entertainment Dance Company, created and directed by Jenny and Ernesto Caballero, who have been dedicated to the world of dance
Casa Feliz Historic Home Museum - 656 Park Ave N, Winter Park, Florida 32789
Sunday, September 29 at 12 PM – 3 PM
(407) 628-8200

8-10

Nov

Art, Community, Events
Hosted by Performing Arts Matter and The Maitland Rotary Art Festival. Performing Arts Matter, provides the Maitland Rotary Art Festival with live musical performances throughout
Lake Lilly Park - 701 Lake Lily Drive, Maitland, Florida 32751
Nov 8 at 6 PM – Nov 10 at 4 PM
(407) 539-6200

26

Oct

Community, Events, Festivals
The Maitland Fall Festival will be from 2 to 5 p.m. Saturday, Oct. 26, at Lake Lily Park in Maitland with bounce houses, slides, carnival
Lake Lily Park - Lake Lily Drive
Saturday, October 26 at 2 PM
(407) 539-6200

4

Oct

Art, Events
Mayor Buddy Dyer invites you to an exciting evening celebrating the Mennello Museum of American Art‘s future — featuring a special presentation by Brooks +
Marilyn L. Mennello Sculpture Garden - 900 East Princeton Street Orlando, FL 32832
Friday, October 4, 2019 at 6:00 PM
(407)246-4278

28

Sept

Events, Fitness
The Parks & Recreation Department’s Family Fun Program presents Mommy and Me Yoga! This event is located at the beautiful Kraft Azalea Gardens and is
Kraft Azalea Garden - 1365 Alabama Drive Winter Park, FL 32789
Mommy and Me Yoga
(407) 599-3342

26

Sept

Community, Events
The Florida-Friendly Landscaping™ Program will help you make better decisions in your landscaping practices with tips to guide you in plant choice, irrigation practices, fertilizer
Center for Health & Wellbeing - 2005 Mizell Ave, Winter Park, Florida 32792
Thursday, September 26, 2019 at 10 AM
(407) 644-2492

Sept 14 - Oct 31

Art, Events, Featured Event
Presented in partnership with the Florida Sculptors Guild, Tongue in Cheek invites visitors to leave behind the heavy and polarizing issues of today and venture
Albin Polasek Museum & Sculpture Gardens - 633 Osceola Ave, Winter Park, Florida 32789
Sept 14 - Oct 31
(407) 647-6294

16

Sept

Events, Music
Our showcases are free and provide a great opportunity to see the band perform before booking for your event! We play a variety of musical
Dexter's Restaurants of Orlando - 558 W New England Ave Ste 100, Winter Park, Florida 32789
Monday, September 16, 2019 at 8 PM
(407) 629-1150

13-15

Sept

Events, Nightlife
Revel in the bliss and misery of marriage as the six ill-fated queens of Henry VIII share their experiences of matrimony and acrimony in song,
Casa Feliz Historic Home Museum - 656 Park Ave N, Winter Park, Florida 32789
Friday, September 13- Sunday, September 15
(407) 628-8200

9

Oct

Events, Featured Event, Food, Nightlife
Orlando’s All-Inclusive Food, Wine & Music Fest Presented by Mercedes – Benz of Orlando Come join us for an amazing evening out in beautiful Winter Park
Winter Park Farmers Market - 200 West New England Avenue Winter Park, FL 32789
Wednesday, Oct 9, 2019 7:00 PM
(407) 599-3397

12-13

Oct

Art, Community, Events, Featured Event
Saturday, October 12, 2019 through Sunday, October 13, 2019 | 9:00 AM to 5:00 PM The Winter Park Autumn Art Festival is the only juried
Central Park - 150 W Morse Blvd Winter Park, FL 32789
Saturday, October 12, 2019 through Sunday, October 13, 2019
407-644-8281

28

Aug

Education, Events, Networking
One Million Cups (1MC) is a program of the Kauffman Foundation that takes place in communities around the world. Each week, 1MC offers two local
Rollins College – Crummer Building 1000 Holt Ave Winter Park, FL 32789
Wednesday, August 28, 2019 | 9:00 AM to 10:00 AM
(407) 646-2405

9-11

Aug

Events, Festivals
Anime Fest Orlando is a multi-day celebration of all things related to Japanese animation and pop-culture held at the Wyndham Orlando Resort. Its inception in
Wyndham Orlando Resort - 8001 International Dr, Orlando, FL 32819
August 9-11, 2019

16

Aug

Art, Events
Join us at Axiom Gallery for a night of introspection and art as D.C. based artist Megan Elizabeth shares about her artistic process. “The essential
AXIOM Gallery - 268 West New England Avenue, Winter Park, Florida 32789
Friday, August 16, 2019 at 6 PM – 7:30 PM
(407) 543-2550

6

Aug

Events, Movies, Nightlife
After the Wedding: Isabel (Michelle Williams) has dedicated her life to working with the children in an orphanage in Calcutta. Theresa (Julianne Moore) is the
Regal Cinemas Winter Park Village - 510 Orlando Avenue, Winter Park, Florida 32701
Tuesday, August 6, 2019 at 7 PM – 10 PM
(407) 628-0035

8

Aug

Community, Events, Movies, Nightlife
This film is a part of our Popcorn Flicks series, which takes place in Central Park, Winter Park once a month and it’s FREE and
Winter Park Central Park - 251 Park Ave S, Winter Park, Florida 32789
Thursday, August 8, 2019 at 8 PM – 11 PM
(407) 599-3334

10

Sept

Events, Music, Nightlife
Blue LaLa Entertainment Presents… VarieTEASE Spellbound Part one of the trilogy. Back by popular demand and for one last time before The Venue closes on
The Venue - 511 Virginia Dr, Orlando, Florida 32803
Tuesday, Sept 10th, 2019
(407) 412-6895

22-26

July

Community, Events, Family
Summer + Gardening = Summertime FUN. Young Naturalist Summer Camp – Winter Park, FL 2019 is hosting a week Summer Program for kids at Mead
Mead Botanical Garden - 1300 S Denning Dr, Winter Park
From Jul 22, 2019 to Jul 26, 2019
(407) 599-2800

22

July

Charity, Community, Events
We are having a school supply drive to get items for the kids at New Image Youth Center. Bring items into our office at 1290
Family First Wellness Center - 1290 Palmetto Ave, Winter Park, Florida 32789
Monday, July 22, 2019 at 10 AM
(407) 647-2220

17

Aug

Art, Events, Family
Join us for a day of hands-on activities, a kids tour, films, and more for the whole family inspired by current exhibitions on view. All
Cornell Fine Arts Museum - 1000 Holt Ave, Winter Park, Florida 32789
Saturday, August 17 at 1 PM
(407) 646-2526

20

July

Art, Community, Events, Family
Join us for a day of hands-on activities, a kids tour, films, and more for the whole family inspired by current exhibitions on view. All
Cornell Fine Arts Museum - 1000 Holt Ave, Winter Park, Florida 32789
Saturday, July 20 at 1 PM
(407) 646-2526

8

Sept

Events, Music, Nightlife
Opera Orlando launches its fourth season with the ever-popular Opera on Park: Summer Concert Series. This series showcases the essence of the art form: the
University Club of Winter Park - 841 N. Park Ave, 32789
Sunday, September 8 at 2 PM
(407) 512-1900

1

Sept

Events, Featured Event, Music, Nightlife
Opera Orlando launches its fourth season with the ever-popular Opera on Park: Summer Concert Series. This series showcases the essence of the art form: the
University Club of Winter Park - 841 N. Park Ave, 32789
Thursday, September 1 at 2 PM
(407) 512-1900

25

Aug

Events, Featured Event, Music, Nightlife
Opera Orlando launches its fourth season with the ever-popular Opera on Park: Summer Concert Series. This series showcases the essence of the art form: the
University Club of Winter Park - 841 N. Park Ave, 32789
Sunday, August 25 at 2 PM
(407) 512-1900

11-21

Sept

Events, Featured Event, Nightlife
From Orlando-based writers Elaine Pechacek and Katie Hammond, New Generation Theatrical presents SEASONS THE MUSICAL. SEASONS will play at the Dr. Phillips Center’s Alexis and
Dr. Phillips Center - 445 S Magnolia Ave, Orlando, FL 32801
Various Dates
407-704-6185

15

June

Events, Featured Event, Nightlife
It’s Saturday Nights @AdLib! High octane improv comedy on the edge. All long form, all alternative, all fun! No two shows are ever the same.
AdLib Theatre 200 N. Denning Drive, Suite 1, Winter Park, Florida 32789
Saturday, June 15, 2019 at 8 PM – 10 PM
(413) 407-0103

13

June

Events, Nightlife, Parties
Back by popular demand: Orlando’s premiere K-Pop event series with Tiny Waves! Join us THURSDAY June 13th to enjoy the best Korean boy bands, girl
The Geek Easy 114 S Semoran Blvd, Ste 6, Winter Park, Florida 32792
Thursday, June 13, 2019 at 9 PM – 2 AM
(321) 972-8207

28

June

Events, Music
This informal and intimate concert series at The Alfond Inn invites patrons to listen and learn from guest artists of the Bach Festival Society. Join
Bach Festival Society of Winter Park - 1000 Holt Ave, # 2763, Winter Park, Florida 32789
Friday, June 28, 2019 at 3 PM – 4 PM
(407) 646-2182

10

June

Events, Music
Hip-Hop Open Mic night. Everyone is welcomed. Every Monday at Austins Coffee. Hosted by Have Knotz Entertainment.
Austins Coffee - 929 W Fairbanks Ave, Winter Park, Florida 32789
Monday, June 10, 2019 at 9:30 PM – 2 AM
(407) 975-3364

20

June

Art, Events
Do you love cacti + succulents? Want to learn how to properly design a centerpiece using colorful cacti + succulents? Come and join us in
Piante Garden Design Studio - 129 West Fairbanks Avenue, Winter Park, Florida 32789
Thursday, June 20, 2019 at 7:30 PM – 9 PM
(407) 960-5725

28

June

Community, Events, Family, Featured Event, Fitness
Just in time for Summer, Box HIIT Fitness announces Kids Boxing Open Gym every Friday, enabling kids the ability to boost self-confidence through boxing and
Box HIIT Fitness Forma - 143 Atlantic Dr Suite A, Maitland, FL 32751
Friday, June 28 at 4 PM
(407) 853-5317