Cape Cod’s Most Social Sport
Pickleball has taken Cape Cod by storm — and the Chequessett Club is at the center of it all. Whether you’re picking up a paddle for the first time or competing in team matches against other clubs, we have clinics, open play, social events, and junior programs running all summer long. All sessions are bookable online through CourtReserve.
6 Courts
Dedicated Pickleball · Members & Public
8+ Programs
Clinics, Open Play & Competitive
All Levels
First-timer to Tournament Player
All Members can book through the Pro shop or organize play through TeamReach — use code 9291 for the Chequessett Group. All weather-related cancellations and postponements are posted there.
Clinics & Private Lessons
Meet Sherry Scheer, the Club’s head professional.
An accomplished athletic educator and certified pickleball instructor, she brings national-level experience and a supportive, skill-focused approach to every lesson. After a successful tennis career, she fell in love with pickleball and now helps players of all levels build confidence, improve technique, and prepare for competition.
For private lessons, please contact Sherry @ 413-212-3333 Text preferred.
Community & Fun
From casual open play to Dinks & Drinks socials, pickleball at Chequessett is as much about great company as great play.
Clinics for Every Skill
Pickleball 101 for first-timers, Beginner and Intermediate clinics for developing players, and advanced Drill & Play for the competitive set.
Compete All Summer
Team Play events pit Chequessett against other Cape Cod clubs. Junior clinics bring the next generation of players onto the court.
Daily Pickleball Activities
Summer 2026 • Advanced registration required via CourtReserve
Clinics & Programs
Structured instruction for players looking to build and sharpen their game
Open & Social Play
Drop-in play, social events, and fun on the courts — open to all
Pickleball Events
