Millbrook
Walking Events Calendar near Millbrook 2026-2027
Monthly updates for Millbrook
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Millbrook for 2026-2027! We've gathered 23 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 part in a 5K health walk that starts at Holy Trinity Orthodox Church on Joe's Hill Rd in Danbury, CT, alongside the running races. Race day registration and check in are at the church and pre registered walkers may receive a T sh..
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 can choose a 1.5 Miles route or tackle the 5K course starting and finishing at Millbrook Vineyards & Winery, across mostly grass cross country terrain with some mildly challenging sections. Registration includes a post walk pour of wi..
The event offers a 5K walk starting at The Amber Room Colonnade in Danbury, with a scenic route across the Amber Room grounds. Walkers join alongside the running race and can enjoy a post race barbecue and refreshments on site.
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 take a scenic 5K on the Ashokan Reservoir Promenade, mostly flat with one uphill at the start and much of the route closed to traffic. Parking is at Brown's Station the Aerators; a water stop is provided and kids under 10 are free though..
At Macedonia Brook State Park walkers can choose 12K, 25K or 50K single track routes with climbs, technical descents and viewpoints. Aid stations have water and snacks but walkers must carry a cup or bottle due to a cupless policy.
Walkers can choose the 5K through scenic Cold Spring and Nelsonville or a 0.3 miles Family Fun Run on the lower blocks. The event is based at Cold Spring Riverfront Bandstand; walk up registration, free parking at Metro North Station.
Walkers can choose the 5K route beginning at Memorial Park, 2 Robert Cahill Dr in Beacon. The course is relatively flat but includes a hill near the start, and a virtual 5K option is available.
October 2026
Walkers complete the 5K course via two loops of the Lime Rock Park circuit in Lakeville CT. The venue provides public restrooms and a water station at start and finish, and wheelchairs and disabled push strollers are welcomed.
Walkers can take the 5K route through scenic Cornwall Green and the Cornwall Valley alongside runners and their dogs. Family friendly activities, live music and food accompany the event and proceeds benefit the Little Guild animal rescue.
Walkers are welcome on the 5K course that starts and finishes at the Morning Star building, 79 to 83 East Chester Street, Kingston. The neighborhood route has Clifton Avenue hills, passes Hutton Park and offers Catskills views.
Walkers can take the 5K course starting at 5 Van Wyck Lane in Wappingers Falls, NY. A 1K kids fun run runs alongside the running races and proceeds benefit Blood Cancer United.
November 2026
Walkers follow the hilly half marathon route in a timed 4 Miles loop starting at American Legion Post 27 in Litchfield. The walk is timed, uses the same course as the races and includes runner amenities and a finish beer.
At Tarrywile Park in Danbury walkers can choose 10K, Half Marathon, or Marathon on a looped, technical single track with close to 3K elevation and lakes and viewpoints. Aid stations are on course but walkers must carry their own cup or bo..
December 2026
The 2 Mile walk begins on the Bethlehem Town Green in front of Memorial Hall and follows the 5K course on rolling country roads, turning back at the one mile mark. Parking is at the Bethlehem Fair Grounds with shuttle buses to the Green, and the..