Westport
Triathlon Calendar near Westport 2026-2027
Monthly updates for Westport
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Explore the top triathlons near Westport for 2026-2027! We've gathered 11 exciting races in the area. Check out our detailed list below to find your next local race.
May 2026
Celebrate the season with a multi-sport tradition featuring a flat three-lap bike course and scenic runs. Enjoy post-race chocolate and sparkling cider after completing your choice of duathlon or time trial events.
Experience a personalized triathlon at Pinewood Lake featuring a 1 mile swim, 25 mile bike ride, and a 5 mile hilly run through Trumbull. All proceeds support local community youth programs in Bridgeport.
Sprint triathlon and concurrent sprint duathlon in Ridgefield, CT on May 31, 2026, featuring a 0.5-mile swim in Great Pond, a 13-mile bike, and a 5K finish; a duathlon and a triathlon relay option are also available.
June 2026
Experience a flat and traffic free sprint triathlon or duathlon at Seaside Park in Bridgeport. This eighth annual event features a swim in the Sound and 10 mile bike and 3.1 mile run loops for individuals and relay teams.
Experience the 25th Pat Griskus Olympic and 40th Sprint Triathlon at Lake Quassapaug. Compete in individual or relay events through scenic New England landscapes and shaded back roads in Middlebury.
Experience Long Islands historic Gold Coast at a triathlon featuring a redesigned bike course and the Northeasts only draft legal race for high school and collegiate athletes.
August 2026
Experience a scenic multisport weekend in Oyster Bay featuring harbor swims and hilly bike loops. With junior distances and adult relay options, there is a race for various preferences in Theodore Roosevelt Memorial Park.
September 2026
Experience a premier USA Triathlon sanctioned event at the historic Rye Playland. Featuring Olympic distances, collegiate championships, and youth races, this waterfront competition offers a professional racing environment for all athletes.
Experience a scenic super sprint triathlon in Sea Cliff featuring a Tappen Beach swim and a coastal bike course. With individual, relay, and AquaBike categories, this event is open to athletes of all ages and experience levels.
Experience a scenic point to point swim and flat bike and run courses at Compo Beach. This inclusive triathlon offers individual and relay categories for all ability levels in a beautiful coastal setting.
October 2026