The New England Tournament Series II at Boston Pickle Club - Second Leg
Boston Pickle Club · Windsor, CT
Registration openEntry$40$ Prize money
Prize Money Pickleball Tournaments in Connecticut
6 pickleball tournaments with prize money are coming up in Connecticut, the next on October 30, 2026. Most are in Suffield, Windsor and East Hartford. Dates, venues, fees and registration status are below.
Listings updated
At a glance
- Next tournament
- October 30, 2026
- Scheduled through
- December 18, 2026
- Entry fees
- $20–$65
- Venues
- 4
- Registration open
- 6 events
- Prize money
- 6 events
Upcoming
Fall Frenzy
Suffield Pickleball · Suffield, CT
Registration openEntry$25$ Prize money
The 3rd Annual Connecticut Dinksgiving Showdown
Dill Dinkers Simsbury · Simsbury, CT
Registration openEntryBracket fees$ Prize money
New England Legends Classic at Suffield Pickleball
Suffield Pickleball · Suffield, CT
Registration openEntry$25$ Prize money
The Hartford Open @ East Hartford Pickleball Club
East Hartford Pickleball Club · East Hartford, CT
Registration openEntry$65$ Prize money
The New England Tournament Series II at Boston Pickle Club - Fourth Leg
Boston Pickle Club · Windsor, CT
Registration openEntry$20$ Prize money
Prize money in other states
Common questions
How many pickleball tournaments with prize money are coming up in Connecticut?
PickleMapper lists 6 upcoming pickleball tournaments with prize money in Connecticut. The next is The New England Tournament Series II at Boston Pickle Club - Second Leg, starting October 30, 2026 in Windsor. Registration is open for 6 of them.
What counts as a prize money tournament?
A prize money tournament pays cash to top finishers in some or all brackets. PickleMapper lists an event here when its organizer marked it as offering prize money; the amounts and which brackets pay are on each tournament's page.
How much does it cost to enter?
Listed entry fees in Connecticut run from $20 to $65. Some events add a per-bracket fee; each tournament page shows the full breakdown.
Which cities have the most?
Suffield, Windsor, East Hartford and Simsbury host the most pickleball tournaments with prize money in Connecticut right now.