Triathlon Calendar near Westport 2025-2026

Aug

23-24

Sa - Su

Tobay Triathlon

Oyster Bay | 21 mi from Westport

Triathlon

The Tobay Triathlon, held at Theodore Roosevelt Memorial Park in Oyster Bay, NY, features a challenging course through the Town of Oyster Bay and neighboring areas. The event starts with a calm 1/2 mi..

Sep

6

Saturday

TYathlon Sprint Triathlon

Mahopac | 25 mi from Westport

Triathlon

The TYathlon Sprint Triathlon & 5K takes place in Mahopac, New York, around the scenic Lake Mahopac. This event features a sprint triathlon, a family-friendly 5K run suitable for strollers, and a spri..

Sep

7

Sunday

myTeam Triumph Triathlon

Westport

Triathlon

The myTeam Triumph Westport Triathlon, held at Compo Beach in Westport, CT, is a family-friendly event open to participants aged 8 and up. The race features a 0.5-mile swim, a 5.5-mile bike ride, and..

Sep

20-21

Sa - Su

TOUGHMAN Westchester Triathlon

Rye | 20 mi from Westport

Triathlon

The 2025 TOUGHMAN Westchester Triathlon takes place in Rye, New York, at Rye Playland. This multi-event race weekend features a variety of competitions including the Olympic Triathlon, Olympic Aquabik..

May

17

Sunday

BoFish Triathlon

Trumbull | 11 mi from Westport

Triathlon

The BoFish Triathlon, held annually in Trumbull, Connecticut, is a well-established event now in its seventh year. This triathlon offers participants a competitive and scenic course, attracting athlet..