Orange
Walking Events Calendar near Orange 2026-2027
Monthly updates for Orange
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Explore the top walking events near Orange for 2026-2027! We've gathered 24 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
The event offers walking options 3K and 8K through downtown Shelburne Falls, MA, starting near 75 Bridge St. Registration is required and there is no at the door registration.
Walkers follow a family friendly 3.1 Miles course from South Street across from the Police and Fire Station through hilly and flat sections. Warm ups occur beforehand and parking is at Meetinghouse School and nearby lots.
The event includes a 1 Mile walk that begins at 30 Front Street in Belchertown alongside the 5K community races. Entry is $25 and shirts and medals are guaranteed for registrants until July 25.
The untimed 5k fun run hike at Northfield Mountain Recreation Area is on hilly trails with about 900 feet of climbing, aid at 2.1 miles, and no ranked results.
Walkers take a 5K not timed route based at 60 State Street, Belchertown MA as part of the SOAAR event. Registration is listed and the walking entry fee is $20.
September 2026
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 take the scenic Norwottuck Rail Trail from Downtown Amherst, MA to Downtown Northampton, MA over 8.1 miles, or join the relay with legs of 5 miles and 3.1 miles. The supported point to point course features live music along th..
Walkers cover a 2 Miles loop of the bike path from Nash's Mill Road in Greenfield, MA near the river. Entry is $25 until race day and $30 on race day.
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.
The event offers a 5K walk starting on Mountain Rd near the Skinner State Park gate with a water stop at the halfway point. The paved route has gentle downhills and a final mile climbing about 800 feet to summit views over the Connecticut River.
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.
Walk a 3.1 Miles 5K route at Smoke Crest Farm and animal sanctuary from 830 Springhill Rd, Barre MA, alongside a community health fair with resource booths and educational presentations. Pre registration is $15 and day of event is $20 for the 5K;..
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 can join the 5K Fun Walk at The GazBar Sports Grill, 1045 Central Street, Leominster, MA. Day of onsite registration is available, walkers receive event swag and food with registration, children under 10 are free with a registered adult a..
November 2026
Walkers can join a 5K road walk in Shutesbury starting at 23 West Pelham Road, winding along picturesque town roads and scenic countryside. The walk runs alongside the running races, suits all abilities, and has registration from $30.