Running races in Connecticut in May 2027

12 races in date order

Enfield Cinco K Mayo 5K Run/Walk
May 2027 · Enfield, CT · 5K

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Burlington to Collinsville Classic 10K
May 2027 · Burlington, CT · 10K
Point-to-point 10K from Burlington to Collinsville

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Spring Fling 600
May 2027 · Southington, CT · Spring Fling 600 · 6 Mile

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My Mother Made Me Do It 1-Miler
Sat 8 May 2027 · Prospect, CT · 1 Mile

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CT Race in the Park
May 2027 · New Britain, CT · 5K

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Bailey's Garden 5K
May 2027 · Lebanon, CT · 5K

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Newington Library 5K Challenge
May 2027 · Newington, CT · 5K

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Mystic Half Marathon & 10K
May 2027 · Mystic, CT · Half Marathon · 10K
Finishes at Mystic Aquarium past historic tall ships

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Soapstone Mountain Trail Races
May 2027 · Somers, CT · Half Marathon · 6 km

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Hamden Hills Half Marathon & Flat 5K
May 2027 · Hamden, CT · Half Marathon · 5K

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Jim Fixx Memorial Day Run
May 2027 · Greenwich, CT · 5K
Named for Jim Fixx, who helped spark America's running boom

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Woodstock Memorial Day 5K & 10K
Mon 31 May 2027 · Woodstock, CT · 10K · 5K

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← Connecticut Oct Nov Dec Jan 2027 Feb 2027 Mar 2027 Apr 2027 Jun 2027 Jul 2027 Aug 2027 Sep 2027 Oct 2027

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Every race here is published by its organiser; RunCalendar checks the date and the entry window against the organiser's own page and rebuilds this calendar every night. A confirmed date shows its day; a provisional one shows only its month. Last updated 22 October 2026.