Sports & Fitness in Portland, ME
Upcoming sports & fitness events.
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Thu, Aug 27 · 11:00 AM
Random Acts of Kindness Spree in Kennebunkport
Dock Square Coffee House
$25.31 +
Thu, Aug 27 · 5:30 PM
Greater Portland NEMBA Chill Ride - Weeks/Moodys Trails
150 Weeks Rd
Free
Sat, Aug 29 · 7:00 PM
Portland Hearts of Pine vs. Fort Wayne FC
Fitzpatrick Stadium
$329 +
Mon, Aug 31 · 6:00 PM
Piping Plovers Run Club
Eastern Trail entrance on Clark Street in Saco
Free
Tue, Sep 1 · 6:30 PM
Après Tuesday Trivia : Disney Classics
Après
Free
Sat, Sep 5 · 9:45 AM
Fjallraven Freeport Trail Challenge 2026 Kick Off
Fjällräven Outlet - Freeport
Free
Sun, Sep 6 · 6:00 PM
Portland Hearts of Pine vs. Westchester SC
Fitzpatrick Stadium
$329 +
Tue, Sep 8 · 6:30 PM
Après Tuesday Trivia : General Knowledge
Après
Free
Sat, Sep 12 · 10:00 AM
Melanin's Up: PGM Paddle board and camp with Indigo Oysters
Winslow Memorial Park
$15 +
Sat, Sep 12 · 1:00 PM
Pickleball for Wishes
Bounce Pickle Biddeford
$17.85 +
Sun, Sep 13 · 8:00 AM
HYROX AT THE YARD '26
East Yard Crossfit
$55.20 +
Sun, Sep 13 · 6:00 PM
Portland Hearts of Pine vs. AV Alta FC
Fitzpatrick Stadium
$204 +
Mon, Sep 14 · 5:30 PM
GPNEMBA Women’s Ride - Weeks/Moodys
Lavoie Bike Park
Free
Sat, Sep 19 · 7:00 AM
4th Annual Maine Youth Leadership Golf Classic
Toddy Brook Golf Course
Free
Thu, Sep 24 · 5:00 PM
Skate Lab Fall: Back to Basics! Sep 24-Oct 29, 2026
Happy Wheels Skate Center
$120 +
Fri, Sep 25 · 6:00 PM
Portland Rugby Booze Cruise
Casco Bay Lines
$39.19 +
Sat, Sep 26 · 5:00 PM
Portland Hearts of Pine vs. Sarasota Paradise
Fitzpatrick Stadium
$270 +
Sun, Sep 27 · 10:30 AM
5k Fun Run at Maine Beer Company | 2026 New England Brewery Running Series
525 US-1
$41.83 +
Sat, Oct 10 · 10:00 AM
Bike & Brew on the Eastern Trail with Allagash Brewing - Fall Edition
The Allagash Bungalow Scarborough
$0 +
Free
Sat, Oct 10 · 5:00 PM
Portland Hearts of Pine vs. Athletic Club Boise
Fitzpatrick Stadium
Free
Fri, Oct 16 · 6:30 PM
Hot Wheels Monster Trucks Live Glow-N-Fire
Cross Insurance Arena
$47 +
Sat, Oct 17 · 10:30 AM
Presumpscot River Revival Race
Dundee Park
$0 +
Sat, Oct 17 · 11:30 AM
Hot Wheels Monster Trucks Live Glow-N-Fire
Cross Insurance Arena
$47 +
Sat, Oct 17 · 2:00 PM
Camp Susan Curtis Pickleball Tournament
Foreside Fit - Tennis, Pickleball & Fitness
$108.55 +