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Walking in Massachusetts found
View all ↓Walking in Massachusetts 2026 - 2027
The most comprehensive list of Massachusetts Walking Events in 2026 - 2027. Discover 100's of US Massachusetts Walking Events. Find your perfect race here!
Walking Massachusetts 2026 - 2027
🚀Boosted
Fall Fest: Run & Walk for the Esplanade
Boston, Massachusetts
Sun 25 Oct 26
Free - $35.00
🚀Boosted
2026 Trot With Ted 5K, 10K and Kids Fun Run
Fiskdale, Massachusetts
Sun 29 Nov 26
$28.00 - $33.30
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REACH's Fall Festival 5k
Waltham, Middlesex
Sat 17 Oct 26
$40.00
Fall Foliage & Cider Run/Walk
Amherst, Hampshire
Sat 17 Oct 26
$35.00
Magic for Maddie
Holyoke, Massachusetts
Sat 17 Oct 26
$28.45 - $39.05
United We Move
Fall River, Massachusetts
Sat 17 Oct 26
$44.90 - $55.50
Holy Name Parish-St. Vincent de Paul-Friends of the Poor Walk
West Roxbury, Massachusetts
Sun 18 Oct 26
Free
Meeting Street | The Schwartz School Superhero Walk, Roll & 5K Race
New Bedford, Massachusetts
Sun 18 Oct 26
Free - $48.70
Move for MDS 5K: Boston
Boston, Suffolk
Sun 18 Oct 26
$55.00
Hollis Hawk Hustle 5K & Community Walk
Braintree, Massachusetts
Sun 25 Oct 26
$16.90
Fall Fest: Run & Walk for the Esplanade
Boston, Massachusetts
Sun 25 Oct 26
Free - $35.00
29th Annual Lawrence Vietnam Memorial 5k Run or Walk
Lawrence, Massachusetts
Sun 25 Oct 26
$29.31
Canton Fall Classic
Canton, Massachusetts
Sun 25 Oct 26
$17.85 - $39.05
27th Annual Flutie 5K for Autism presented by Eastern Bank
Natick, Massachusetts
Sun 25 Oct 26
$11.60 - $43.40
GenesisHR Battlegreen Run 2026
Lexington, Massachusetts
Sun 01 Nov 26 - Sat 07 Nov 26
$49.64
Run for Ryan 5K and 1 Mile Walk
Wilbraham, Massachusetts
Sat 07 Nov 26
$32.80
5 Miles Home
Raynham, Massachusetts
Sun 08 Nov 26
$22.20 - $27.50
Ox Trot 5K
Sturbridge, Massachusetts
Sun 15 Nov 26
$18.00 - $28.00
Roadtown Turkey Trot 5k
Shutesbury, Massachusetts
Sat 21 Nov 26
$17.40 - $38.60
Rachel's Run
Tyngsboro, Massachusetts
Sat 21 Nov 26
$25.00 - $35.00
North Reading 5k Turkey Trot
North Reading, Massachusetts
Thu 26 Nov 26
$39.94
25th Philip J. Weihn Annual Turkey Chase 5K
Clinton, Massachusetts
Thu 26 Nov 26
$27.50
Give 'Em the Bird 5k Run / 2K Walk (12th Annual)
Easthampton, Massachusetts
Thu 26 Nov 26
$27.50 - $32.80
Greater Gardner Turkey Trot
Gardner, Massachusetts
Thu 26 Nov 26
$27.00
Southborough's 20th Annual Gobble Wobble
Southboro, Massachusetts
Thu 26 Nov 26
$27.50 - $38.10
Run Like Kat
Longmeadow, Massachusetts
Fri 27 Nov 26
$32.80
2026 Trot With Ted 5K, 10K and Kids Fun Run
Fiskdale, Massachusetts
Sun 29 Nov 26
$28.00 - $33.30
The Mount Hood Nutcracker Challenge
Melrose, Massachusetts
Sat 12 Dec 26
$28.00 - $39.60
The Team Hoyt Memorial - Featuring the Team Hoyt Taper
Hopkinton, Massachusetts
Sat 10 Apr 27
Free - $39.60
Vest Up 4 the Fallen
Boston, Massachusetts
Sun 30 May 27 - Mon 31 May 27
$69.90
Black Hat Brew 5k
Bridgewater, Massachusetts
Sun 06 Jun 27
$33.63
Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk
Holyoke, Massachusetts
Sat 12 Jun 27
$23.15 - $33.75
Freedom Four Miler
East Longmeadow, Massachusetts
Sun 04 Jul 27
$32.80 - $43.40
Westminster Cracker Festival 5K
Westminster, Massachusetts
Sat 17 Oct 26
$32.80
National Brain Tumor Society New England Walk
Dorchester, Massachusetts
Sun 18 Oct 26
Free
Crush Cancer 5K & Ginger’s Walk
Bridgewater, Massachusetts
Sun 25 Apr 27
$18.00 - $34.30
Showing 1-34 of 34 results
