2026 Spring Sports Registration Open!
2026 Spring Sports Registration Open!
Dreaming of Outdoor Sports? Registration now open for Flag Football, Softball, Kickball, Outdoor Soccer, & more! Check out the leagues below and put a deposit down for your squad! Leagues fill up fast and we want to get you outside exercising this Spring!
Sunday 6 v 6 Coed Outdoor Flag Football: Starts April 12th
Wednesday 6 v 6 Coed Outdoor Flag Football: Starts June 10th
- 6 week regular season plus playoff tournament - (7-8 games guaranteed)
- Games on high quality turf fields (Deering High School)
- Team shirts with color of choice
- Experience referees & league coordinator onsite
- Great exercise & social atmosphere!
Wednesday Coed Outdoor Kickball: Starts May 6th (Payson Park)
Thursday Coed Outdoor Kickball: Starts May 7th (Payson Park)
- Team shirts with color of choice
- 6 week season plus playoff tournament (7 Games guaranteed)
- Onsite league manager & referees
- Updated standings & full length playoff tournament
- Fun and Exercise!
Sunday Coed Outdoor Softball: Starts May 3rd
- 7 game season plus playoff tournament
- Play afternoons @ Payson Park & Kiley Softball Fields
Monday Coed Outdoor Softball: Starts May 4th
Tuesday Coed Outdoor Softball: Starts May 5th
Wednesday Coed Outdoor Softball: Starts May 6th
Thursday Coed Outdoor Softball: Starts May 7th
- 8 game seasons plus playoff tournament (9-10 games guaranteed)
- Top rate league management & communication
- Prompt schedule & standings updates
- Game balls included
- Assigned quality umpires
Check out NEW Tuesday INDOOR Golf @ Big Swing!
Registration Details:
| Status Update: | Open |
| Cap: | 20 Teams |
| Full Team Fee: | $380 |
| Free Agent Interest: | Contact: This email address is being protected from spambots. You need JavaScript enabled to view it. |
| Time Slots: | 5:30-7:30 PM or 7:30-9:30 PM (rotating) |
What's Included:
- 5 week regular season & 1 week match play tournament (6 weeks total)
- Updated statistics & standings
- 2 hour simulator session each week
- Bar & Grill onsite
- Prizes for winning teams
Basic Rules:
- 2 person teams (3rd player alternate can be on roster)
- 2 teams play on one simulator each week for points
- Regular Season - 2 person scramble (Points System similar to outdoor league)
- Points format - Eagle (5), Birdie (2), Par (1), Bogey (0)
- Playoffs - 4 team brackets = 2 weeks of match play
- 3 drives per player each nine
- Players must be 21+
Check out WINTER Bowling Leagues @ Broadway Bowl!
Casco Bay Sports Bowling Leagues are a great way to hang out with friends, Co-Workers, & Family during the Winter months! Check out TWO options in South Portland at the recently renovated Broadway Bowl!
Monday Coed Bowling @ Broadway: Starts January 26th
Thursday Coed Bowling @ Broadway: Starts January 8th
- 6 week season plus playoff tournament (7 weeks guaranteed)
- Great food & Drinks onsite!
- Play in South Portland @ Broadway Bowl!
Thursday Pickleball League @ The Wicked Pickle starts on 9/25!
Thursday Indoor Pickleball (NEW): September 25th!
Registration Details (Click Here)
| Status Update: |
OPEN to new teams and free agents! |
| League Capacity: | 19 Teams |
| Levels of Play: | A,B, or C divisions based on experience |
| New Team Fee: | $350 |
| Free Agent Registration: | $175 - We can pair you up! |
| Match Times: | 6:00 or 7:30 PM |
Note: This league will have 90 minute time slots 6 Games per week!
What's Included:
- 6 week season including playoff tournament!
- 90 minute sessions (5-6 games/night)
- Updated stats and standings
- Indoor balls & net setups (players bring rackets)
Basic Rules:
- 2-4 person teams (4 players can be on roster)
- Players 3 and 4 can rotate in between games
- Men's, Women's, & Coed Teams = one division
- Games to 11 points straight in regular season- win by 2 in playoffs
- Serve to score
- Honesty policy on lines
- Players must be 21+
2025 Fall Softball Registration Open!
Upcoming FALL SOFTBALL Start Dates
Sunday Coed Outdoor Softball: Starts August 10th
- 6 Game Season plus playoff tournament (7-8 games guaranteed)
- Efficient regular season & make up game scheduling
- Game balls provided
- No games on holiday weekend
Monday Coed Outdoor Softball: Starts August 11th
Tuesday Coed Outdoor Softball: Starts August 12th
Wednesday Coed Outdoor Softball: Starts August 13th
Thursday Coed Outdoor Softball: Starts August 14th
- 6 Game Season plus playoff tournament (7-8 games guaranteed)
- Efficient regular season & make up game scheduling
- Game balls provided
- No games on holiday weekend
Get the squad together for Thursday Coed Kickball!
Thursday Coed Outdoor Kickball: May 1st!
Registration Details:
| Status Update: | Open |
| League Levels: | All ability levels |
| Note: Competitive & casual breakdown available based on registrations | |
| Total Team Fee: | $950 ($300 deposit required) |
| Team Balance: | Due first day of play or $50 late fee applied |
| Free Agent Fee: | $100 - Team placement available |
| Game Times: | 6:00, 6:45, or 7:30 PM |
Note: Games are played @ Payson B & Dyer Flats Field in Payson Park
What's Included:
- 10 team shirts with color of choice
- 6 week season plus playoff tournament (7 Games guaranteed)
- Onsite league manager
- Quality communication & efficient scheduling
- Updated standings & full length playoff tournament
- Fun and Exercise!
For online registration, click the Register Now button at the top of the page
Basic Rules:
- 10 vs 10 (6 male 4 female) - Rosters can have more!
- Game time: 9 innings or 1 hour
- Roll-down & Kickaway league
- Participants must be 21+
Join us this SPRING!
NEW Thursday Pickleball League @ The Wicked Pickle now available!
Thursday Indoor Pickleball (NEW): March 27th
Registration Details (Click Here)
| Status Update: |
OPEN to new teams and free agents! |
| League Capacity: | 19 Teams |
| Levels of Play: | A,B, or C divisions based on experience |
| New Team Fee: | $350 |
| Free Agent Registration: | $175 - We can pair you up! |
| Match Times: | 6:00 or 7:30 PM |
Note: This league will have 90 minute time slots 6 Games per week!
What's Included:
- 6 week season including playoff tournament!
- 90 minute sessions (5-6 games/night)
- Updated stats and standings
- Indoor balls & net setups (players bring rackets)
Basic Rules:
- 2-4 person teams (4 players can be on roster)
- Players 3 and 4 can rotate in between games
- Men's, Women's, & Coed Teams = one division
- Games to 11 points straight in regular season- win by 2 in playoffs
- Serve to score
- Honesty policy on lines
- Players must be 21+
Check out a NEW 5v5 Indoor Soccer League @ Oceanside Sports
NEW Indoor Soccer League Starts 2/19
Contact: This email address is being protected from spambots. You need JavaScript enabled to view it. for Details!
Register HERE
| Status Update: | Open! |
| League Level: | A or B Divisions based on registrations |
| New Team Fee: | $950 - ($300 deposit required) |
| Team Balance: | Due first day of play or $50 Late Fee applied |
| Free Agents: | This email address is being protected from spambots. You need JavaScript enabled to view it. |
| Game Times: | 8:00 or 9:00 PM (10:00 PM only if necessary) |
| Fields Used: | Oceanside Sports (Exit 32 - Biddeford) |
Note: This league plays at the NEW Oceanside Sports Facility in Arundel (25 minutes from Portland)
What's Included:
- 6 game regular season plus playoff tournament (7 Weeks Guaranteed)
- 8-10 team shirts, with color of choice
- Certified Referees & onsite league coordinator
- Top rate league communication & scheduling
- Fun and great exercise!
For online registration, click the Register Now button at the top of the page
Basic Rules:
- 5 vs 5 (with at least 1 women)
- 2- 25 minute halves running time, stop time when applicable
- 7' x 12' goals
- Players must be 21+
- Sportsmanship policy strictly enforced
- No metal cleats and shin guards recommended
Winter Bowling Leagues @ Broadway Bowl start in January!
Casco Bay Sports Bowling Leagues are a great way to hang out with friends, Co-Workers, & Family during the Winter months! Check out TWO options in South Portland at the recently renovated Broadway Bowl!
Monday Coed Bowling @ Broadway: Starts January 6th
Thursday Coed Bowling @ Broadway: Starts January 16th
- 6 week season plus playoff tournament (7 weeks guaranteed)
- Great food & Drinks onsite!
- Play in South Portland @ Broadway Bowl!
NEW Indoor Pickleball Leagues @ The Portland Sports Complex!
Check out INDOOR Pickleball this Winter at the NEW Courts @ Portland Sports Complex!
Monday Indoor Pickleball: Starts November 11th
Tuesday Indoor Pickleball: Starts December 3rd
Sunday Indoor Pickleball: Starts December 8th (5:00 PM Start)
- Play at the NEW Courts at Portland Sports Complex!
- 6-7 week season including playoff tournament!
- 6 games/night (90 minute round robins)
- Updated stats and standings
- Indoor balls & net setups (players bring rackets)