Outsider Event Bundles

The more you race with Outsider Endurance, the more you save!

Half Crazy

Bookend your season with Outsider Endurance's two half-distance triathlons. This two-race discount package offers the greatest savings on these events. It includes the Patriot Half Triathlon, scheduled for June 14, 2025, in East Freetown, MA, and the The Outsider (Pilgrimman) Half Triathlon, taking place on September 6, 2025, in Plymouth, MA.

This bundle works for triathletes, aquabike & relay teams.

Sprint Series

Dive into the Outsider Endurance Championship Series with our exclusive Sprint Series bundle, designed to get you racing at a discounted rate! Sign up to experience the thrill of competing across three incredible events, each with its unique challenges and unforgettable atmosphere.

Here's what awaits you:

Whaling City Tri & Du – June 28, 2026
Embrace the iconic New Bedford waterfront as you swim, bike, and run through this lively summer race.
Gloucester Sprint - August 2, 2026 Back for our 2nd year on the iconic north shore! This race features a stunning swim, shorter 8.2 mile bike and breathtaking views on the run. Don't be fooled by this one, its a tough course.
Cranberry Trifest – August 23, 2026
Test your endurance and experience the scenic countryside of Lakeville, MA, with this fan-favorite event.
The Outsider (Pilgrimman) – September 12, 2026
Take on a true season finale at The Outsider, where racers push their limits in a beautiful fall setting.

By joining the Sprint Series bundle, you’ll save more as you race more, unlocking a journey that challenges and rewards you every step of the way.

Olympic Duo

Get ready to go the distance! Outsider Endurance’s Olympic-distance triathlons challenge your strength, endurance, and grit at some of the most scenic locations around. Whether you’re setting a new goal or pushing your limits, these events bring a big race experience and unforgettable atmosphere. Mark your calendar:

Cranberry Olympic Triathlon – Lakeville, MA
August 24, 2025
Known for its welcoming community and beautiful countryside, Cranberry Olympic Tri is a favorite! Swim in the calm waters of Loon Pond, race along the scenic bike course, and push yourself through tree-lined run for an event that keeps you coming back year after year.

The Outsider (Pilgrimman) Olympic Triathlon – Plymouth, MA
September 6, 2025
End your season on a high note with The Outsider Olympic Triathlon. This race in Myles Standish State Forest is scenic, closed & challenging a supportive race community, and the chance to close out the season stronger than ever.

Challenge yourself and race with us! Embrace the journey, push your limits, and make 2025 your best season yet.