Instructional Videos

Coach Athena | Improve Your Pickleball Dinks

Athena Trouillot shows us the proper way to dink, dinking strategy and some great drills to improve your dinking accuracy.

Pickleball: Third Shot Drops

Third Shot Drops are a key moment in advanced pickleball. But have you ever noticed that top players often hit them while standing on just one leg? Why might they use this “flamingo” technique?

How To Get To The Net FAST! (Even From Behind The Baseline)

Want to know how to get to the no matter where you are on the court. Here’s how to get up to the net FAST even if you’re hitting from behind the baseline…

How To Get To The Net After A Bad 3rd Shot Drop

Everyone hits bad 3rd shot drops…even the Pros! If you want to be a high level player you have to learn to recover from it. Here’s how…

#1 Pickleball Strategy To Attacking From Below Net Height With Riley Newman

When it comes to attacking from the net, many players force the issue and will attack too soon on either a ball they are’t really set up for well or will have a bad contact point on or both.

3rd Shot Success with Dave Weinbach

o you struggle with your 3rd shot? If you do or if you’d simply like your 3rd shot to be better then this is the lesson for you. In this video US Open Champion and National Champion Dave Weinbach will share with us some great tips and advise on how to hit a reliable and effective 3rd shot drop.

5 Tips for PERFECT Pickleball Serve Technique

Serve not as consistent or powerful as you want it to be? One of these 5 pickleball serving tips is probably the reason. Fix these and you’ll nail it every time…

Field is full.

Registration for this tournament has been closed. If you would like to be added to the waitlist, please email [email protected].

Women’s League Registration

Days: Tuesday Nights throughout the season

Entry Fee: $100 per player

Format: Sign-up through the website by Mondays at 3pm any week you want to play. Then by Tuesday at noon, your group and start time for that week is released. Gain points throughout the season to improve your ranking for the end-of-the-season league championship.

Weekly Sign Up

Sign up by Mondays at 3PM to play on Thursday each week.

If you haven’t registered for the Ladder league and are interested in joining, visit the league page for more info.

Catherine Parenteau CCoP Clinic

Date: May 28th/29th

Entry Fee: $165 per player

Format: All skill levels are welcome! Players will be grouped together by level.

Please note that we will assign your day and start time for the clinic based on number of entries.

Labor Day Classic

Date:Monday, September 6th beginning at 9:30am

Entry Fee: $25 per player

Format:This is a mixed-gender event. Partners are paired together to allow for the fairest teams. Game length and number of matches are subject to the number of participants. Depending on number of entries, we may have two flights.

Midsummer Mixed Showdown

Date:Saturday, July 24th beginning at 9:30 am

Entry Fee: $25 per player

Includes: Lunch Provided.

Format:This is a mixed-gender event. Partners are paired together to allow for the fairest teams. Game length and number of matches are subject to the number of participants. Depending on number of entries, we may have two flights.

Men’s Pickle Mountain Showcase

Date: Saturday, June 26th beginning at 1pm

Entry Fee: $25 per player

Includes: Food included.

Format: Partners are paired together using their weekly league averages. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance. Limited field allowed, first come first serve.

Women’s Pickle Mountain Showcase

Date: Saturday, June 26th beginning at 9:30am

Entry Fee: $25 per player

Includes: Food included.

Format: Partners are paired together using their weekly league averages. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance. Limited field allowed, first come first serve.

Women’s Labor Day Classic

Date: Monday, September 6th beginning at 1:00pm

Entry Fee: $25 per player

Includes: Catered Lunch from the Club & Beer

Format: Partners are paired together using their weekly league averages. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance.

Men’s Labor Day Classic

Date: Monday, September 6th beginning at 9:30am

Entry Fee: $25 per player

Includes: Catered Lunch from the Club & Beer

Format: Partners are paired together using their weekly league averages. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance.

Mixed Sunday Pickle

Want to play mixed pickle Sunday afternoons at 3pm throughout the summer? Simply enter your email here to join the list. If you would like your significant other to be on the email list as well add their email here too.

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New to Pickle?

Have questions or simply want to learn more about Pickleball at the Country Club of Pittsfield? Fill out the form below and we will be happy to get back to you as soon as we can!

Weekly Sign Up

Sign up by Mondays at 3PM to play on Tuesday each week.

If you haven’t registered for Women’s league and are interested in joining, visit the league page for more info.

Crisper Classic

Date: Saturday, January 16th beginning at 2pm

Entry Fee: $25 per player

Includes: Food & Beer provided

Format: Partners are paired together using the league weekly average. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance.

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Ladies’ Lob for Tots

Date: Sunday, December 13th beginning at 11am

Entry Fee: A toy to donate to Toys for Tots

Includes: Balls donated by the Tuesday night league.

Format: Partners are paired together to allow the most fair teams. Game length and number of matches are subject to number of participants.

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Contract Times

To reserve a contract time you must submit the four names of your regular group as well as two subs. You may only be listed as a regular in two contract times max.

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Friday Night Cage Match

Day: Friday Nights throughout the Season

Format: Format changes each week depending on number of participants. Meant to be open play for any skill level. Guests are welcome and will be billed $25 through the club for you.

No Fields Found.

Men’s Lob for Tots

Date: Saturday, December 12th beginning at 9am

Entry Fee: A toy to donate to Toys for Tots

Includes: Balls donated by the Tuesday night league.

Format: Partners are paired together using the league weekly average. The number 1 ranked player will play with the lowest, etc. Game length and number of matches are subject to number of participants in attendance.

No Fields Found.

Champions Cup

Date: Saturday, February 20th beginning at 9am

Entry Fee: $50 per player

Includes: Team “Uniform”, Catered Lunch from the Club & Beer

Format: The top 16 league ranked players are invited to play in this premier event at the Club. The Club Champions from the previous year will be captains of the teams for the current year. They will draft, and come up with pairings for this exciting Ryder Cup style event.

No Fields Found.