Gloucester
Walking Events Calendar near Gloucester 2026-2027
Monthly updates for Gloucester
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Explore the top walking events near Gloucester for 2026-2027! We've gathered 44 great walks in the area. Check out our detailed list below to find your next local walk.
April 2027
Walkers can take part in a 5K walk starting at 137 Monument St, Haverhill MA on the Hill Thrill road race course. The 5K route is described as great for seasoned runners, avid walkers, or anyone in between and runs alongside the running races.
May 2027
Walkers can choose a 5K or 1 Mile route on trails in Wompatuck State Park, Hingham, starting from the DCR Wompatuck State Park Visitors Center. There is a short 5+ minute walk from the Visitors Center to the trail start; dogs are not allowed..
Walkers can choose a 1 Loop Walk or a 1 Mile Walk at Franklin Park Playstead in Boston, MA. The course is 99% grass and dirt through the Frederick Law Olmstead Emerald Necklace park system and runs alongside the event races.