Schedule & Upcoming Matches

Thank you for another amazing season, we look forward to seeing you in the coming 2027 Season!

2026 Season of Celebration Match Schedule

Week 1

The Anniversary Cup

Friday, January 30

3PM Match Start | 1:30PM Gates Open

Sunday, February 1

1 PM Match Start | 11:30AM Gates Open

90s Theme – Dress in your 90s Best!

A prize will be awarded to the guest whose outfit best matches the event theme

Friday After Match Music – DJ Luis

4:30 PM – 6:00 PM

Week 2

Chukker Challenge

Friday, February 6

3PM Match Start | 1:30PM Gates Open

Sunday, February 8

1 PM Match Start | 11:30AM Gates Open

Friday After Match Music – Chase Tucker

4:30 PM – 6:00 PM

Week 3

Sweethearts Classic

Friday, February 13

3PM Match Start | 1:30PM Gates Open

Sunday, February 15

1 PM Match Start | 11:30AM Gates Open

Sweethearts Theme – Dress as your favorite duo!

A prize will be awarded to the guest whose outfit best matches the event theme

Friday After Match Music – Lauren Carder Fox

4:30 PM – 6:00 PM

Week 4

Hoof & Halter Tournament

Friday, February 20

3PM Match Start | 1:30PM Gates Open

Sunday, February 22

1 PM Match Start | 11:30AM Gates Open

Friday After Match Music – Sandra & Alex LeKid

4:30 PM – 6:00 PM

Week 5

Fross & Fross Wealth Management Cup

Friday, February 27

3PM Match Start | 1:30PM Gates Open

Sunday, March 1

1 PM Match Start | 11:30AM Gates Open

Friday After Match Music – Birdbuds Duo

4:30 PM – 6:00 PM

Week 6

Lefty Lyall Tournament

Friday, March 6

3PM Match Start | 1:30PM Gates Open

Sunday, March 8

1 PM Match Start | 11:30AM Gates Open

Week 7

Properties of The Villages Polooza

Friday, March 13

3PM Match Start | 1:30PM Gates Open

Sunday, March 15

1 PM Match Start | 11:30AM Gates Open

Lucky Charm Theme – Dress to the greens!

A prize will be awarded to the guest whose outfit best matches the event theme

Week 8

The Spring Cup

Friday, March 20

3PM Match Start | 1:30PM Gates Open

Sunday, March 22

1 PM Match Start | 11:30AM Gates Open

Week 9

Pony Up Polo Booster Cup

Friday, March 27

3PM Match Start | 1:30PM Gates Open

Sunday, March 29

1 PM Match Start | 11:30AM Gates Open

Week 10

USPA Regional President’s Cup

Friday, April 3

3PM Match Start | 1:30PM Gates Open

Sunday, April 5

1 PM Match Start | 11:30AM Gates Open

Easter Egg-Stravaganza Theme – Dress in your Easter Best!

A prize will be awarded to the guest whose outfit best matches the event theme

Week 11

USPA Regional President’s Cup Qualifier & Final

Friday, April 10

3PM Match Start | 1:30PM Gates Open

Sunday, April 12

1 PM Match Start | 11:30AM Gates Open

Week 12

The Morse Cup

Friday, April 17

3PM Match Start | 1:30PM Gates Open

Sunday, April 19

1 PM Match Start | 11:30AM Gates Open

Week 13

The Canter Cup

Friday, April 24

3PM Match Start | 1:30PM Gates Open

Sunday, April 26

1 PM Match Start | 11:30AM Gates Open

Week 14

Arden’s Fine Jeweler’s Tournament

Friday, May 1

3PM Match Start | 1:30PM Gates Open

Sunday, May 3

1 PM Match Start | 11:30AM Gates Open

International Weekend – Celebrating the cultures that shaped the world of Polo!

2026 Season of Celebration Results

05/03/2026

Arden’s Fine Jeweler’s Tournament
Winner: State Farm, Connie Wise – Agent

WATCH
04/26/2026

The Canter Cup
Winner: Alternative Health

WATCH
04/19/2026

The Morse Cup
Winner: State Farm, Connie Wise – Agent

WATCH
04/12/2026

USPA Regional President’s Cup Qualifier & Final
Winner: Seacoast Bank

WATCH
04/05/2026

USPA Regional President’s Cup
Winner: TBD

WATCH
03/29/2026

Pony Up Polo Booster Cup
Winner: Seacoast Bank

WATCH
03/22/2026

The Spring Cup
Winner: Fross & Fross

WATCH
03/15/2026

Properties of The Villages Polooza
Winner: Alternative Health

WATCH
03/08/2026

Lefty Lyall Tournament
Winner: Seacoast Bank

WATCH
03/01/2026

Fross & Fross Wealth Management Cup
Winner: Fross & Fross

WATCH
02/22/2026

Hoof & Halter Tournament
Winner: Arden’s Fine Jewelers

WATCH
02/15/2026

Sweethearts Classic
Winner: State Farm, Connie Wise – Agent

WATCH
02/08/2026

Chukker Challenge
Winner: Arden’s Fine Jewelers

WATCH