Pickleball Leagues in Oshkosh, WI

About PIckleball Leagues

At Pickle & Bags, we believe in the power of community and competition. That’s why we offer a variety of pickleball leagues throughout the year, each designed to cater to different skill levels and social preferences. Whether you’re a beginner looking for a fun, relaxed environment to learn the game, an intermediate player seeking to sharpen your skills, or someone who simply enjoys starting their day with a friendly match, we have a league for you. Join us and experience the camaraderie, competition, and sheer joy of pickleball!

Poster promoting the Drink and Drink Social League, featuring vibrant graphics and event details for participants

Dink & Drink Social League – Beginner Pickleball League

This CO-ED league is perfect for those new to pickleball who want a bit of competition and a lot of fun! It’s a great way to learn the game and meet new people. Recommend levels: 3.25 and below

Costs:
* Bronze/Non-member: $90
* Silver: $60
* Gold: $30

Thursdays: 7:30-9:30 PM

Spots are limited, so be sure to sign up early to secure your place!

Promotional graphic for Pickle and Bags Rally-Up League with schedule and contact information.

Rally-Up Intermediate League

The Pickle and Bags Rally-Up League is perfect for intermediate players around levels 3.25 to 4.0 who want to enjoy a fun and social environment while sharpening their skills. This league offers the excitement of friendly competition, allowing you to track your progress as you move up or down based on your results

Costs:
* Bronze/Non-member: $90
* Silver: $60
* Gold: $30

Thursdays: 3:30-5:30 PM
Thursdays: 5:30-7:30 PM
Tuesday: 7:30-9:30 PM

Rise & Rally Morning League

Start your mornings off right with fun, friends, and pickleball! This co-ed league is designed for beginner to intermediate players (3.25-4.0) who want to enjoy a relaxed but competitive atmosphere while meeting new people and growing our pickleball community.

Costs:
* Bronze/Non-member: $90
* Silver: $60
* Gold: $30

Tuesday: 8:45-10:30 AM

Promotional flyer for Women's Premier Pickleball League with pink paddles and informational text.

Women’s Premier Round Robin

The Pickle and Bags Women’s Premier League is designed for advanced women players (4.0+) seeking high-level, competitive play in a round-robin format. Each week, you’ll compete alongside and against new players, creating fresh matchups, strong competition, and a fun environment that pushes your game to the next level.

Costs:
* Bronze/Non-member: $105
* Silver: $75
* Gold: $45

Tuesdays: 5:30–7:30 PM

Promotional graphic for Showdown Monday Night advanced pickleball league at 6 PM.

Monday Night Showdown

Calling all advanced players (4.0-4.5)! The Monday Night Showdown is your chance to face top-level competition, refine your skills, and push your game to the next level. If you thrive on intense, high-stakes play, this league is for you. Bring your A-game and fight for the top spot!

Costs:
* Bronze/Non-member: $90
* Silver: $60
* Gold: $30

Monday 6:00-8:00pm

how to opt-in to pickleball leagues

Participating in our leagues is simple and flexible! Each week, log in to your CourtReserve account, and you’ll find the opt-in option right on the homepage. Opt-in weekly to secure your spot and enjoy fun, friendly competition. Have questions? We’re here to help!