Bristol
Walking Events Calendar near Bristol 2026-2027
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Explore the top walking events near Bristol for 2026-2027! We've gathered 48 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
Walkers can choose 3.1 Miles or 8 Miles routes starting on New Milford Town Green. The course follows scenic rural roads with rolling hills including Canterbury Hill, provides water stops, and welcomes walkers and dogs.
August 2026
Walkers can take the 2 Mile route through the Fitzgerald Cornfield at 112 Beecher Road, Woodbridge CT, with ample parking at the Cornfield lot, Beecher Road and Meetinghouse Lane. Refreshments, a verified time, awards and event t shirts are provi..
Walkers have a 2.85 Mile walk that starts and finishes in Coe Park, Torrington, CT, on the road race course. Entry fees are $30 preregistration, $40 after, and $10 for 18 and younger; the walk runs alongside the running races.
Walkers use a certified 5k (3.1 Miles) course starting at Pent Rd Recreational Complex in Beacon Falls. Entry fees are $25 for adults and $10 for 16 and under, and the walk takes place alongside the running races.
Walkers can join the 5K walk on a scenic, flat course starting at 6 Youngs Field Rd, New Milford CT, alongside the running races. The route includes a hydration station and post race refreshments, and registration is free.
September 2026
Walkers can join the certified 5K course at Fairfield Hills, 3 Primrose St, Newtown, CT, on event day. Entry is $30 plus three canned goods for the main walk and $5 plus three canned goods for the kids walk, held alongside the running races.
Walkers follow a flat, scenic 5K (3.11 miles) boardwalk course starting at Riva on the water, 183 Beach St, West Haven. The route is well marked with volunteers and police, includes one water table, and runs alongside the running races.
12K, 25K and 50K walks at Macedonia Brook State Park on single track forest trails with steep climbs and views; aid stations supply water, snacks; walkers carry own cup.
The Memorial Walk is a 2 mile route at Winding Trails in Farmington along Memory Lane, held alongside a Kids' Fun Run. Walkers can expect a family friendly route with activities and optional custom memorial signs.
A 2 Miles community walk from 1 Palace St in West Haven along the boardwalk with activity stations where walkers use a walk passport to earn raffle tickets. Check in provides a commemorative T Shirt for those registered by August 28 and prepackag..
Walkers can choose the 2 Miles Family Fitness Walk starting at 360 Amity Road on the JCC campus, with a course winding through Woodbridge residential neighborhoods. Free on site babysitting for children ages 2 to 8 is available during the races and..
The event offers a 5K scenic Middlebury route starting and finishing at Pies & Pub, 1 Store Road, Middlebury CT. The family friendly course is chip timed, provides free pizza for all finishers and free beer for 21 plus, with parking at Meadowview P..
Walkers can take the 1 Miles route at Edgewood Park in New Haven on a nicely shaded course ideal for September. Ages 1 to 12 walk free with registration, ages 13 to 18 pay $12 and adults $25, and free lunch is provided to participants.
Walkers can complete the 5K course starting at Multisports Academy, 109 Sanford St Unit G, Hamden CT, alongside the running race.