Ashford close

Walking Events Calendar near Ashford 2026-2027

Monthly updates for Ashford

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

Explore the top walking events near Ashford for 2026-2027! We've gathered 22 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Walkers can join a 5k run/walk starting and finishing on the paved path behind the Performance Pavilion in Bushnell Park, comprising three park loops with plenty of street parking.
August 2026
A not timed 5K fun walk starts at Natchaug campus, 196 Conantville Rd, Mansfield Center, winding through a charming neighborhood and returning to campus. Registration begins at 8:00 am for walkers.
Walkers can complete a 5K at Priam Vineyards in Colchester CT on a well groomed, well marked course through the 40 acre estate and neighboring roads; walkers start behind runners, must register and follow a one hour limit.
Walkers use the 5K course from Forest Park Monkey House at 299 Sumner Ave in Springfield, on park paths with vendor areas and a community atmosphere. Registration includes bib and race T shirt plus route and safety info, with parking fees $3 in s..
The event offers a 5K walk starting at Forest Park near 299 Sumner Ave, Springfield, on accessible park paths with vendors, food trucks and fitness presentations. Registration for the 5K is free and the walk takes place alongside the 5K run.
In person walkers can do the 5K of 3.1 Miles in Ellington CT. Course details are pending. Virtual walkers may complete 3.1 Miles, 6.2 Miles or 22.46 Miles anywhere, submit results by email and get packets by mail.
September 2026
Walkers follow a 5K city course from Kenefick Park (Plainfield St.) to 1500 Main St., passing Springfield streets during the parade weekend. Registration options and a commemorative shirt are offered; walkers start separately from runners.
Walkers can choose 2 Miles or 5K routes starting at Enfield Education Annex, 124 North Maple St, Enfield CT, with on site parking and a USATF certified 5K course.
The event includes a 5K walk at King Phillips Stockade in Springfield, gathering at the pavilion near the entrance at 70 Columbus Ave. Free parking on site and a family friendly post event gathering with boxed lunch options, music and lawn games.
Live Like Scott at Hampden Memorial Park in Hampden, MA offers a casual fun run or walk on park paths plus a hike option to Goat Rock with a memorial bench overlooking the valley. Walkers join family friendly activities and youth 10 and under are fre..
Walkers can use the 5K course at 82 Wheelock Ave, Millbury, featuring three short hills in the first half, a fast downhill and a flat finish. Start and finish are adjacent to parking and number pick up and registration, and pets on a leash and st..
Walkers can join the scenic 5K (3.15 Miles) lap around Alexander's Lake, starting and finishing at The Lake Tavern in Dayville on private roads. Race day registration, check in and bag and bib pick up are available, with a kids fun run alongside..
Walkers can take the 5K route starting and ending at Mortensen Riverfront Plaza along the Connecticut River on dirt, grass and paved trails.
Walkers can choose a 2.5K single loop or 5K double loop starting on the track at Shepherd Hill Regional High School, 68 Dudley Oxford Rd, Dudley MA. Course mixes road and grass; porta potties and bathrooms on site and parking.
October 2026
Walkers can choose the 5K (3.1 miles) or 10K (6.2 miles) course, starting and finishing in historic Foster Center. The route follows quiet country roads past historic sites, meadows and farmland and is dog and stroller friendly with free park..
Walkers can take part in a 5K walk starting at 4107 Main Street in Palmer, MA alongside the 5K run. The event supports Palmer High School students traveling to Washington, D.C., and the first 200 registrants receive a T shirt.
Walkers follow the 5K course of 3.1 Miles starting at Andover Elementary School, 35 School Rd, Andover CT, on a community route alongside the running race. Event includes bib pick up and a Halloween costume contest, with proceeds supporting local..
Untimed 2 Miles walk from Haddam Neck Fairgrounds East Hampton on mostly flat country roads with some hills; walkers check in on arrival, strollers welcome.
November 2026
Walkers can choose a 3 Miles live or virtual walk starting at 172 Lake Street, Coventry CT. The event runs alongside running and ruck options and donates 100% of proceeds to CT veteran organizations.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.