Roxbury
Walking Events Calendar near Roxbury 2026-2027
Monthly updates for Roxbury
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Explore the top walking events near Roxbury for 2026-2027! We've gathered 15 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
September 2026
Walkers can join the 5K (3.1 miles) Springfield Dam Run at the Army Corps of Engineers property on 98 Reservoir Road in Springfield VT. The course follows trails and dirt road with slight elevation gain, fast downhills and views of Mt. Ascutney.
Walkers follow the 1 mile inflatable fun course at Butterfield Park, 84 E. River St., Orange MA. The event is a family friendly fundraiser for Fisher Hill School sixth graders, with pre registration and day of registration fees of $15 and $20.
Walkers can choose the 5K course starting at Mascenic Regional High School, 175 Turnpike Road, New Ipswich NH. The walk is offered alongside the running races as part of the MRHS Homecoming community celebration.
Walkers can use the 5K course starting and ending at Moon Hill Brewing Co., Parker Street, Gardner, MA alongside Oktoberfest activities. First beer provided with registration is served after the course and awards honor the top 3 M/W/N walkers.
October 2026
Walkers can enjoy a 5K scenic course starting at New Ipswich Congregational Church in New Ipswich NH with peak fall foliage along the route. Registration for the walk is free and walkers who register at least two weeks early receive a free T shirt.
Walkers follow the 5K course starting on Main St in Warner, via town roads onto the Rail Trail. The route includes a steep forest climb, a dirt road and a paved return, with free parking at Riverside Park a 5 minute walk from the start.
Walkers may choose the 5K route or the kids' 1 Miles fun course, both based at Boys & Girls Club of Souhegan Valley, 56 Mont Vernon Street, Milford NH. Routes take place during the Pumpkin Festival weekend and benefit the club.
November 2026