The Big Dill: Worcester JCC Pickleball Classic
Jackie Wallen & Dave Wynja
Details
The Big Dill
Worcester JCC Pickleball Classic
Rain Date: Sunday, Oct. 25, 2026
Grab your partner and join us for the inaugural Big Dill, the Worcester JCC's community pickleball fundraiser!
Whether you're picking up a paddle for the first time or you're ready to battle for the championship, there's a division for every skill level. Spend the day enjoying friendly competition, great community, and plenty of pickleball—all while supporting Worcester JCC youth scholarships.
Choose Your Division
$100 per team | 2 players per team | 12 teams per division
Choose the division that best matches your team's experience level:
Sweet Pickles (Beginner)
Learning, laughing, and rallying.
Perfect for players who are new to pickleball or just getting comfortable with the game.
Spicy Dills (Intermediate)
Ready for some friendly competition.
Designed for recreational players with experience who enjoy competitive matches.
Full Sours (Advanced)
Bring your A-game.
For experienced players looking for fast-paced, high-level competition.
Tournament Schedule
| Time | Activity |
|---|---|
| 8:30–9:00 AM | Beginner Check-in & Warm-up |
| 9:00–11:00 AM | Sweet Pickles Tournament |
| 11:00–11:30 AM | Awards • Court Reset |
| 11:30 AM–1:30 PM | Spicy Dills Tournament |
| 1:30–2:00 PM | Break • Advanced Check-in |
| 2:00–4:00 PM | Full Sours Championship |
| 4:00 PM | Awards Ceremony |
How the Tournament Works
Each division will feature 12 teams, divided into two pools of six. Teams will compete in round-robin pool play, with every team playing five games against the other teams in their pool.
Pool Play
- 12 teams per division
- Two pools of six teams
- 5 guaranteed pool-play games per team
- Games are played across six courts simultaneously
- Games will be played to 11 points with a 12-minute time limit
Playoffs
After pool play, the top two teams from each pool will advance to the semifinals.
Semifinal 1: Pool A #1 vs. Pool B #2
Semifinal 2: Pool B #1 vs. Pool A #2
The semifinal winners will meet in the Championship Match to determine the division champion.
With pool play and playoffs, each division will feature a full day of competitive play while keeping matches moving on schedule.
FAQs:
- Do I need a partner?
Yes! Each registration is for one team consisting of two players.
- Can Men and Women play together?
Absolutely! Teams may consist of any combination of players.
- How many games will my team play?
Every team is guaranteed at least 5 pool-play games. The top teams will then advance to the semifinals and championship.
- What should I bring?
- Paddle
- Athletic shoes
- Water bottle
- Positive attitude
- Will food be available?
We will be providing hydration throughout the day as well as snacks!
- Where does my registration fee go?
Every registration directly supports Worcester JCC youth scholarships, helping ensure that children and families have access to camp, early childhood education, sports, aquatics, and other life-enriching programs regardless of financial circumstances.