Town of New Windsor Recreation Department
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Spring 2025 Free Introductory Pickleball Lesson 

In conjunction with a Town resident, Don McCrossen – a USA Pickleball Ambassador and a Certified Pickleball Instructor - The Town is offering free introductory Pickleball lessons.

Dates: Monday May 12 through Saturday May 17.

Times: two morning sessions: 9:00am – 10:30am and 10:30am – 12:00pm; in addition, there will be three evening sessions: Tuesday, May 13, Thursday, May 15 and Saturday, 17 from 6:00pm – 7:30pm. Please note – a participant can only sign up for one free session on the app, "TeamReach." Details on your receipt will allow you to choose your free session time.

This 90-minute, Introductory Pickleball Lesson, will cover a variety of topics, including but not limited to: the basic rules, safety, attire, footwear and equipment - in addition by employing the “Learn 2 Play By Playing” approach, we cover serving, return of serve, rallying, scoring and serving rotation as well as an in-process question and answer format. This Lesson offers a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.

This introductory lesson will provide you with both a basic understanding of the game as well as the firsthand experience of actual play which in turn will serve to instill initial confidence to step on any pickleball court to have fun as you start on your Pickleball journey.

***SIGN UP BELOW FOR THE FREE SESSION AND RECEIVE YOUR SCHEDULING INSTRUCTIONS ON YOUR RECEIPT***



Adult 2025 Spring Pickleball  5-Week Lesson Program 

As a follow-on to the series of Free Introductory Pickleball Lessons, the Recreation Department is offering a more comprehensive 5-Week Pickleball Lesson Program in a 5-Week, three distinct sessions – the first starting on Tuesday, May 27, 10:30AM; the second on Thursday, May 29, 6:00PM and the third on Saturday, May 31, 10:30AM. Enrollment is limited so please register as soon as possible to take advantage of this unique offering.

This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.

This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.

The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.

The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.

This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows:

Session I - will meet every Tuesday at 10:30AM starting May 27 through June 24.
Session II - will meet every Thursday at 6:00PM starting May 29 through June 26.
Session III – will meet every Saturday at 10:30AM starting June May 31 through June 28.

2025

Register Activity Ages Grades Days Date/Time Fees
 
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Spring 2025 Free Introductory Pickleball Lesson 
18y - 100y N/A MTuWThFSa  05/12/2025 - 05/17/2025
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San Giacomo Park 		$0.00 Res, $0.00 Non-Res
Register here to be eligible for your free class and receive instructions on your receipt. A participant can only sign up for ONE FREE SESSION on TeamReach.
 
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Spring 2025 Pickleball 5-Week Lesson Program Session #1 
18y - 100y N/A Tu  05/27/2025 - 06/24/2025
10:30 AM - 12:00 PM
San Giacomo Park 		$95.00 Res, $115.00 Non-Res
 
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Spring 2025 Pickleball 5-Week Lesson Program Session #2 
18y - 100y N/A Th  05/29/2025 - 06/26/2025
06:00 PM - 07:30 PM
San Giacomo Park 		$95.00 Res, $115.00 Non-Res
 
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Spring 2025 Pickleball 5-Week Lesson Program Session #3 
18y - 100y N/A Sa  05/31/2025 - 06/28/2025
10:30 AM - 12:00 PM
San Giacomo Park 		$95.00 Res, $115.00 Non-Res
* Adjustments and discounts will be applied during checkout if applicable. *

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