Winter Park has a solid and growing pickleball scene just northeast of Orlando, with 20+ courts spread across public parks, a community center, and a dedicated recreation facility. Florida’s year-round warmth means outdoor play is always on the table, though summer heat pushes most regulars to early morning sessions.
Here’s where to find the major courts in Winter Park.
Outdoor Courts
Cady Way Park
- Address: 2535 Cady Way, Winter Park, FL 32792
- Website: Cady Way Park
- Courts: 6 dedicated outdoor courts
- Surface: Hard court
- Hours: 7 AM – 10 PM daily
- Lights: Yes
- Cost: Free
- Amenities: Parking, restrooms, pool, playground, Cady Way Trail access
Winter Park’s most popular pickleball destination. Permanent nets and lines on all six courts, with strong morning and weekend turnout. Connected to the Cady Way Trail, so expect foot traffic. Get there early on weekends or plan to wait.
Martin Luther King Jr. Park
- Address: 1050 W Morse Blvd, Winter Park, FL 32789
- Website: MLK Jr. Park
- Courts: 4 dedicated outdoor courts
- Surface: Hard court
- Hours: Dawn to dusk
- Lights: No
- Cost: Free
- Amenities: Restrooms, parking, pavilion, playground, lake trail
Brand-new courts added as part of the MLK Jr. Park renovation project. Less crowded than Cady Way, with a scenic lakeside setting. Good option for casual doubles play or anyone looking for a quieter spot.
Phelps Park
- Address: 1206 N Phelps Ave, Winter Park, FL 32789
- Website: Phelps Park
- Courts: 2 dedicated outdoor courts
- Surface: Hard court
- Hours: 8 AM – 8 PM daily
- Lights: No
- Cost: Free
- Amenities: Playground, basketball courts, parking
A smaller neighborhood park with two permanent courts. First-come, first-served with no reservation system. Lower crowds make this a good option for beginners working on their game without pressure.
Indoor Courts
Goldenrod Recreation Center
- Address: 4863 N Goldenrod Rd, Winter Park, FL 32792
- Website: Goldenrod Rec Center
- Phone: (407) 254-9025
- Courts: 6 indoor courts with portable nets
- Surface: Wood
- Hours: Sun 1–3 PM, Mon & Fri 10:30 AM – 1:15 PM
- Membership: $100/year (ages 18–54), $75/year (55+/military)
- Drop-in: $10 per day
Orange County’s go-to indoor facility for Winter Park players. Gym-style setup on a wood floor with dedicated pickleball time slots. The $10 drop-in rate makes it accessible without a full membership commitment.
Winter Park Community Center
- Address: 721 W New England Ave, Winter Park, FL 32789
- Website: WP Community Center
- Phone: (407) 599-3275
- Courts: 2 indoor courts (gymnasium)
- Hours: Mon–Fri 7 AM – 9 PM, Sat 9 AM – 6 PM, Sun 10 AM – 5 PM
- Cost: Free for residents during scheduled play times
City-run facility with indoor pickleball on the gymnasium courts during scheduled hours. Check with the front desk for current pickleball time slots, as they rotate seasonally. Good backup when summer rain washes out outdoor plans.
Winter Park Pickleball Courts
| Court | Type | Courts | Cost | Hours |
|---|---|---|---|---|
| Cady Way | Outdoor | 6 | Free | 7a-10p |
| MLK Jr Park | Outdoor | 4 | Free | Dawn-Dusk |
| Phelps Park | Outdoor | 2 | Free | 8a-8p |
| Goldenrod Rec | Indoor | 6 | $10/day | 8a-8p |
| WP Comm Ctr | Indoor | 2 | Free | 7a-9p |
Local Resources
Clubs & Organizations
- GO Pickleball – – Central Florida’s largest pickleball group
- Winter Park Pickleball (Facebook) – local open play and events
Gear & Lessons
- Pickleball Orlando – Pickleball 101 and 102 classes, all skill levels
- Goldenrod Rec Center Programs – indoor play sessions and fitness programs
Nearby Cities
- Orlando Pickleball Courts – Quick Guide
- Lake Nona Pickleball Courts – Quick Guide
- Kissimmee Pickleball Courts – Quick Guide
References
- Total Courts: 20+ (public + indoor)
- Free Courts: 12 (Cady Way, MLK Jr., Phelps Park)
- Best Beginner Spot: Phelps Park – small, low-pressure, permanent nets
- Busiest Times: Weekend mornings (7–10 AM) and weekday evenings
- Lighted Courts: Cady Way Park (until 10 PM)
- City Parks Info: Winter Park Parks & Rec
FAQs
Can I just show up and play at Winter Park’s public courts?
Yes. All outdoor courts at Cady Way, MLK Jr. Park, and Phelps Park are free and first-come, first-served. There is no reservation system for public outdoor courts. Arrive early on weekends to avoid long waits, especially at Cady Way.
Which Winter Park courts have lights for evening play?
Cady Way Park is the only public facility with lighted pickleball courts, open until 10 PM daily. All other outdoor courts close at dusk or 8 PM. For evening play beyond Cady Way, Goldenrod Recreation Center offers indoor options.
What does it cost to play indoor pickleball in Winter Park?
Goldenrod Recreation Center charges $10 per drop-in session or $100 per year for a fitness membership. The Winter Park Community Center offers free indoor play for residents during scheduled times. Neither facility requires long-term contracts.
What’s the best court for families or complete beginners?
Phelps Park is ideal for beginners and families. The two-court setup stays less crowded than Cady Way, and the adjacent playground keeps kids busy. Cady Way is also family-friendly with its pool and trail access, but expect more competition for court time.
