Pickleball Leagues Colorado Springs, CO

This is a city that knows how to move. From early-morning hikes to post-work hangs, Colorado Springs is full of people who like staying active without taking themselves too seriously. Our pickleball leagues fit right into that rhythm.

You sign up solo, we place you with players around your level, and you show up once a week for fun, organized games in a relaxed setting. Expect good rallies and a group of familiar faces that make each week easier and more fun to commit to.

Upcoming Pickleball Leagues in Colorado Springs

Where We Play

Our Colorado Springs leagues run at indoor pickleball venues designed for good games and smooth league nights.

📍 Springs Pickle - West

780 Vondelpark Dr., Colorado Springs, CO 80907

The venue has indoor courts, a pro shop with paddles and gear, and rental equipment available if you do not have your own. They also offer free intro-to-pickleball classes to bring new players into the game and keep the community growing.

Why People Love Playing in Our Colorado Springs Leagues

We’ve struck the right balance between organized play and low-pressure fun, making each season simple to join and even easier to enjoy.


✔ A comfortable place to learn or return

New players feel supported with on-site intro lessons, and returning rec players feel right at home.


✔ A community vibe without any awkwardness

Rotating partners makes it easy to meet people naturally, without forced socializing. If you’re new to the area, or just looking to make new friends, this league is perfect for you.


✔ Active, engaging games

Our games are a great way to move and stay active — so fun, you forget it’s a workout.


✔ A weekly ritual that fits real life

Most players join because our leagues are simple, consistent, and easy to build into their routine. Can’t make it to game day? No problem — our system enables you to find a sub with just one click.

What To Expect Each Week

  • Regular Season Play

    Most seasons run 6–8 weeks. Details, dates, and times are listed on each league page.

  • Our Ladder Format

    Each week, you’ll play with a new group for one hour at your skill level. Mix and match teammates and opponents each game!

  • Easy Scheduling

    If you need to miss a week, no problem! 📅 Just use our weekly RSVP to let us know. Need a sub? Just click through our system to request one.

  • Weekly scoring

    Submit your points after each league week, and we’ll update your ranking so matchups stay fun and fair. 

  • All Skill Levels Welcome

    Our ladder format means leagues can accommodate all skill levels. All are welcome, whether you’ve never played or are more advanced!

  • Social and Happy Hours

    Every Colorado Springs league has its own happy hours and socials throughout the league 🍻

FAQs - Colorado Springs Pickleball Leagues

Do I need to already have a partner or team to sign up?

Nope! Most people sign up solo. Our leagues are designed for individual sign-ups, and partners rotate throughout the night, so you get to play with different people.

You are welcome to sign up with a friend, but you will still be placed into the league as an individual. The format mixes things up on purpose 🙂
How competitive are the leagues?

Only if you want it to be. Our goal is fun first, with plenty of rallies, laughs, and good games along the way. If you have a competitive streak, you will end up playing with others who bring that same energy. If not, no worries, there is plenty of room for relaxed, social play too.
What if I am brand new or have only played a few times?

Totally fine. Beginners are a big part of our community.

Our leagues are built for players at every stage of their pickleball journey. We ease new players in, explain how everything works, and let the ladder format help you find the right level naturally. If you are brand new, you will get plenty of chances to play and practice without feeling overwhelmed.
What is your cancellation or refund policy if my plans change?

League spots are limited, so we typically do not offer refunds once a season starts. That said, life happens.

If you need to miss a week, you can RSVP ahead of time so you are not scheduled. In many cases, you can also arrange for a substitute.
What makes Silly Pickles different from open play or drop-in games?

The biggest difference is that everything is organized for you. You are not waiting on the sidelines, guessing who you are playing with, or jumping into wildly mismatched games. Each week is organized, partners rotate, and players are grouped by level. It is still social and relaxed, just without the chaos.
How does the ladder format work?  

Each week, you are grouped with three other players around your current level and play short games with rotating partners. There is no single “make or break” match.

At the end of the night, scores are used simply to help us adjust groups for the following week. Some weeks you might move, some weeks you might not, and that is completely normal. The goal is not climbing as fast as possible, but finding the level where games feel fun, competitive, and comfortable.
What ages can play?

If you’re 18 or older and looking for an excuse to be active and social, this is it.