City of Winter Garden, FL

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A charming little city with a juicy past

Active 50+ Programs

Recreation Department

310 North Dillard St.
Winter Garden, FL 34787
Phone: 407.656.4155
Fax: 407.656.6504

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Cancellation Line



Jackie Mathis, Recreation Supervisor
Phone: 407.656.4111 ext. 5435

Eric Fischer, Recreation Supervisor
Phone: 407.656.4111 ext. 5434

Sebrenia Brown-Jones, Recreation Specialist
Phone: 407.656.4111 ext. 5438

Matt Bennett, Recreation Specialist
Phone: 407.656.4111 ext. 4301

Ramona Miles, Administrative Assistant
Phone: 407.656.4111 ext. 5436

Carol Lippold, Senior Citizen Program Specialist
Phone: 407.656.4111 ext. 5439

Kamilla Udit, Facility Coordinator
Phone: 407.656.4111 ext. 5441


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News You Can Use

Winter Garden Magazine




Active 50 + Day Trips
Transportation in accordance to ADA regulation is available upon request. In order to provide accommodations please have your request ready upon registration, 10 business days prior to scheduled trip date. Trip Fees are subject to change dependent upon venue and number of participants. All registrations are final one full week prior to the trip.

You can pose in front of replicas of Mount Rushmore, the Lincoln Memorial and alongside wax models of past presidents and their first ladies. You will also be able to view the miniature of the White House, including the West wing, which is back from a national tour. Right next door is the Citrus Tower where you will ride to the top and get a majestic view of the rolling hills of Florida and hundreds of spring-fed lakes in the surrounding 8-county area. Afterwards, take a stroll through Ms. Lilly’s gift shop for a unique shopping experience. Lunch is Dutch treat.

Date:   Tuesday, May 9
Time:   10 am – 3 pm
Fee:    $25 City Resident / $27 Nonresident

The Winter Garden Parks & Recreation presents lunch and a matinee at the Historic Garden Theater. Come join us for this fun filled afternoon with friends. Meet at the fountain/Gazebo on Plant Street at 11:45 am. Group lunch is Dutch treat at 12 pm, at a local restaurant, with the performance immediately following at 2 pm. Program cost includes theater ticket only. No transportation is available.

Into the Woods
Follow a baker and his wife as they journey into the woods striving to lift a witch’s curse. Along the way they encounter other fairytale characters, each of whom possesses something necessary to reverse the curse. This play explores the consequences of wishes and the responsibility that comes with getting what you want.
Date:   Sunday, May 21
Fee:    $26 City Resident / $28 Nonresident

A nostalgic, outrageous, rollicking, laugh-out-loud Marx Brothers musical comedy that takes you into Margaret DuMont/Mrs. Rittenhouse's oh-so-dignified weekend party as it is upended by Groucho/Captain Spaulding and other dubious guests. Lunacy ensues, dignities are compromised, and romance reigns in a nonstop "profusion of puns, gags, and hysteria with only an occasional pause (or maybe, gasp) for breath." Lunch is Dutch treat.

Date:   Sunday, June 18
Time:   12:15 pm – 5:30 pm
Fee:    $36 City Resident / $38 Nonresident

This museum houses both permanent and traveling exhibits to communicate the history and lessons of the Holocaust. At the time we visit, there will be an exhibit of The Tuskegee Airmen--first group of African-American fighter pilots in WW2. Lunch is Dutch treat.

Date:   Thursday, July 13
Time:   9:30 am – 3:30 pm
Fee:    $15 City Resident / $17 Nonresident

Make your own yummy chocolate treat at this one of a kind chocolate factory! Lunch is Dutch treat. Fee includes transportation, factory admission and first pound of chocolate. Any additional chocolates may be purchased on your own.

Date:   Thursday, August 10
Time:   10:30 am – 4:00 pm
Fee:    $32 City Resident / $34 Nonresident


Active 50 + Programs
All Active 50+ programs are held at the Jessie Brock Community Center, 310 North Dillard Street, unless otherwise noted.

Insurance reduction and driver refresher course! Up to 10% discount after completion of course depending on your insurance provider. Advanced registration required as classes could be cancelled due to low enrollment.

Dates: Monday, June 19 & Tuesday, June 20 from 5 – 8 pm both days
Monday, August 21 & Tuesday, August 22 from 9 am – 12 pm both days
Fee: $15 AARP Members / $20 Non-AARP Members

It’s time to party! If anyone deserves a birthday party, it's a senior citizen who has lived a rich, full life. Everyone is invited to attend and enjoy the celebration. It does not have to be your birth month to attend.

Date: Friday, August 18
Time: 1:30 – 2:30 pm
Fee: Free!

A fun and entertaining dice game for all to play! No skill required! Participants are encouraged to bring a snack to share.

Date: 4th Monday and 1st Wednesday of each month
Time: 1:00 – 4:00 pm
Fee: $3 per person
Place: Jessie Brock Community Center, May 3 and 22
Tanner Hall, 29 West Garden Avenue, June, July and August 2

Start experiencing the many benefits of yoga. This instructor led chair yoga exercise video is safe and gentle and includes low impact stretching, strengthening and breathing routines.

Date Mondays
Time: 9 – 10 am
Fee:  Free!
Place: Jessie Brock Community Center, May 1 – May 22
Tanner Hall, 29 West Garden Avenue, June 5 – July 31

Get moving in this recreational, self-guided chair exercise class! Participants are encouraged to use light hand weights to build strength. Use of weights is not required and is at your own risk.

Date: Tuesdays & Thursdays
Time: 9 – 10 am
Fee: Free!
Place: Jessie Brock Community Center, May 2 – June 1
Tanner Hall, 29 West Garden Avenue, June 6 – August 3

Think you're too old to color… think again! Seniors coloring is all the rage and it’s a great, fun way to combat stress, promote mindfulness, allow creativity and activate different areas of the brain. Join us to experience this relaxing pastime in the company of your peers. Anyone can do it, you don’t need experience so don’t worry if you’ve never done it before, but be ready to color away and lift your mood! Bring your favorite coloring book or pages and colored pencils, or use the supplies we have available.

Date: 1st & 3rd Thursdays of each month
Time: 11:30 am – 12:30 pm
Fee: Free!

Join our Bridge Club for an afternoon full of fun and cards!

Date: Thursdays
Time: 1 – 4:30 pm
Fee: $3 per person
Place:   Tanner Hall, 29 West Garden Avenue

Learn new games, or bring your favorite board or card game, and enjoy an afternoon with friends. Every week someone is playing Dominoes, Hand and Foot, Liverpool Rummy, Euchre, Rummikub or other various games! Participants are encouraged to bring a snack to share.

Date: 2nd, 3rd, 4th & 5th Wednesday each month
Time: 1 – 4:30 pm
Fee: Free!
Place: Jessie Brock Community Center, May 10 – June 1
Tanner Hall, 29 West Garden Avenue, June 13 – July 26

Enjoy writing? Regardless of your ambitions or goals you will find stimulating fellowship and writing encouragement. Learn different styles of writing and share ideas to develop plots, characters and scenes to bring stories to life.

Date: 1st & 3rd Monday of each month
Time: 2 - 4 pm
Fee: Free!

It is a dance that is choreographed with sequences of steps that are repeated and a group of people dance in one or more lines, all facing the same direction and performing the steps at the same time. Good exercise and great fun. Music pace is modified for the Active 50+.

Date: Tuesdays
Time: Level 1 – 12:30 – 1:30 pm
  Level 2 – 1:30 – 2:30 pm
Fee: $2 City resident / $3 Nonresident

Join friends to read the top 10 and the classics.

Date: 2nd Saturday of each month
Time: 10 am – 12 pm
Fee: Free!

What do you think when you hear the word “hospice”? You might be thinking this is “a last resort” for your loved one. Nothing could be further from the truth. Come and hear from the experts on how involving hospice early means there’s more quality time for patients to spend with the people they love; and time to reflect during this peaceful, meaningful time of their life. Bridget Monroe, from Cornerstone Hospice, will be here to educate us on what hospice care is all about.

Date: Friday, July 21
Time: 11:30 am – 1:30 pm
Place: Tanner Hall, 29 W. Garden Avenue

Mahjongg is a game that originated in China. Join in on this game of skill, strategy, and calculation and make new friends. Have never played before, but have wanted to learn, an experienced player will teach you the basics on how to play.

Date: Tuesdays
Time: 1:00 pm
Fee: Free!

Travel each month to a new restaurant for a casual lunch and critique the overall dining experience. Trip cost includes transportation only. Lunch is Dutch treat. Advanced registration required.

Date: Last Friday of each month
Time: 10:30 am
Fee: $8 City Resident / $10 Non-Resident

Does life have you all tied up in knots? Join us for a chance to unwind. Come chat, knit, crochet, embroider, etc., and laugh with those who understand your desire to take a long piece of thread fiber and create a beloved "work of heart." Beginners are welcomed.

Date: Wednesdays
Time: 10:00 am – 12:00 pm
Fee: Free!

Bring a friend and discover current and classic authors. New members and titles are always welcome.

Date: 2nd Monday of each month
Time: 2 – 5 pm
Fee: Free!

Do you still have a passion for bowling but do not have the time, energy or strength to make it to the lanes? Teams of two are forming now for a new Wii bowling eight week league. Teams will choose their weekly bowling time and partner at the first meeting and pay their fee for the 10 week session.

Date: Start-up meeting Friday, May 12
Teams bowl May 15 – July 24
Time: 1:30 pm for start-up meeting
Fee: $1 per person, per week (10-week session)

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