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Walking Events Calendar near East Haven 2026-2027

Monthly updates for East Haven

Get new running races (and updates) in your inbox every month.

Explore the top walking events near East Haven for 2026-2027! We've gathered 76 great walks in the area. Check out our detailed list below to find your next local walk.

December 2026
Walkers can join the 3.1 Miles course alongside the running races, starting at 370 Bassett Road, North Haven, CT. Walkers receive a shirt, jingle bells, and a medal.
Walkers can complete the 5K out and back course starting at 10 Washington Parkway in Stratford along a flat scenic waterfront in the Lordship section. The family friendly route suits all abilities and collects new, unwrapped toy donations at bib..
Walkers can complete the 5K on forest trails at Roosevelt Forest, 700 Peters Lane, Stratford CT, following an off road wooded route that requires a little trail experience. The pavilion is the sole aid station; parking is limited and larger vehic..
January 2027
The event includes a 2 Miles walk in Milford, CT, held alongside the 5 Mile race. Route and terrain details will be announced later.
March 2027
Chip timed 5k on a two lap loop around Osprey's Dominion Vineyards in Peconic NY on cross country style terrain suitable for walkers. Walking is allowed; strollers are permitted but not recommended due to uneven ground.
Walkers have up to 6 hours on the 2.3 miles loop at Roosevelt Forest, Stratford CT, on roots, rocks and rolling hills with a pavilion aid station, lap chip and food.
April 2027
Walkers complete the 5K (total 3.1 Miles) on campus sidewalks, starting and finishing at the Stony Brook Union Patio and following Circle Road and John S. Toll Drive
Walkers can choose 5K, 10K, or a 4 hour walk on runnable mixed trails at Lake Mohegan, 960 Morehouse Hwy, Fairfield CT, with water at start and finish for 10K and 4 hour.
May 2027
Walk a 5K through Greenport cherry blossoms from Greenport Fire Department, with free finish photos and personalized bibs if registered 3 weeks in advance.
Walkers can choose an untimed John May Mile fitness walk or the 5K across the Peconic Landing campus in Greenport, NY. Strollers, baby joggers, rollerblades, skates and pets are not permitted on the course.
Walkers may lap a single and double track 2.2 mile loop with roots, rocks, rolling hills and 131 ft gain; pavilion aid and porta potties at 700 Peters Ln Stratford CT.
Walkers can do a 5K course starting at Greenport High School on Front Street in Greenport, with on course water stations, restrooms and free finish line photos alongside the run.
Walkers follow a 5K course in Setauket NY; all 5K walkers receive a shirt and medal. Parking on Washington St, Harrison Ave and Walnut Beach; bib pickup one hour before and personalized bibs for registrations three weeks in advance.
June 2027
Walkers follow an out and back trail beginning and ending at King Road Fire House, crossing Broadway and two intersections, covering 5K with finish line photos and bib pickup.
Walkers follow a 5K course starting on John Street 1000 feet east of Miller Avenue, finishing at bottom of Southgate; bib pickup at Tesla Science Center prev day, race morning.
July 2027
Walkers can choose 5K or a 1 Mile course starting at Miller Avenue School in Shoreham, with a mapped route online and water and fruit at the finish. The 5K offers live results and free finish line photos, and personalized bibs if register..
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