Middlebury
Triathlon Calendar near Middlebury 2026-2027
Monthly updates for Middlebury
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Explore the top triathlons near Middlebury for 2026-2027! We've gathered 8 exciting races in the area. Check out our detailed list below to find your next local race.
May 2026
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.
Experience a scenic multisport event through the countryside of Ridgefield Connecticut. Choose between a sprint triathlon featuring a swim in Great Pond or a duathlon involving two running stages and a rolling thirteen mile bike ride.
June 2026
Experience a flat and traffic free sprint triathlon or duathlon at Seaside Park in Bridgeport. This event features a swim in the Sound and a scenic two loop bike course followed by a beachside breakfast.
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.
July 2026
The Litchfield Hills Triathlon is an Olympic-distance event in New Hartford, CT. Athletes can choose the full triathlon, an AquaBike, or a team relay. The scenic course includes a swim in West Hill Lake and has no cut-off times.
Experience a sprint triathlon at the scenic Hopkins Vineyard in Connecticut. Competitors swim and bike around Lake Waramaug in this unique multi sport event featuring individual and relay categories.
August 2026
Celebrate the achievements of young athletes at the Race4Chase Triathlon Program Finale in Connecticut. This exclusive event for program participants showcases the swimming, biking, and running skills gained over the summer.
September 2026
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.