Found 84 races near Windham County, VT

🎉 Join Your Local Running Community!

Connect with runners, find training partners, and celebrate every finish together

OCT
3

Bolton Landing, NY
• 60.5 miles
$30 -$50
Join the Lake George Land Conservancy for the 10th Annual Amy’s Adventure Race for the Lake, set to take place on Saturday, October 3, 2026! Back by popular demand, we will be offering a 4.5 mile...
4m 10m
OCT
3

New Ipswich, NH
• 45.7 miles
$25
All proceeds raised will benefit Society of St. Vincent de Paul to help feed local families in need. Runners who register at least 2 weeks early will receive a premium long sleeve wicking shirt....
5K
56
OCT
4

Holden, MA
• 62.6 miles
$25 -$30
12th Annual Davis Hill Dragon DashWe cordially invite you to participate in the 2026 Dragon Dash 5k Road Race. This event will raise money to benefit the Davis Hill School PTA which supports...
5K
52
OCT
4

Keene, NH
• 42.5 miles
$35 -$40
The Keene Family YMCA’s Fall Foliage Trail Races offer runners a great opportunity to explore some of Keene’s best trails, while supporting the charitable work of the Y. This unique race starts...
5K 10K
43
OCT
10

New Ipswich, NH
• 43.4 miles
An endurance challenge that traverses the Commonwealth of Massachusetts following the Appalachian Midstate Trail during the peak of Autumn. The idea the for Midstate Massive Ultra Trail (MMUT)...
22
OCT
10

Warner, NH
• 15.5 miles
$25 -$40
Please join us for the Warner Fall Foliage Festival, 5K! This 5K run/walk takes place on the beautiful roads of Warner, NH and is held each year as part of the Warner Fall Foliage Festival...
5K
14
OCT
11

Leominster, MA
• 59.0 miles
$35 -$45
REGISTRATION IS NOW OPEN! 🏃‍♀️🍻We are excited to announce that Disco Lemonade is joining the 2026 Rock the GazBar 5K — a fun-filled day of running, walking, music, food, raffles, and giving back...
5K
12
OCT
12

Stratton, VT
• 11.9 miles
$75
0ver $1,600 prizes The North Face Race to the Summit  is on Monday, October 14th, at 9:30am • Distance - 2.18 miles • Vertical climb: 2003 feet • Pre-register -$75.00 • Race Day registration -...
13
OCT
17

Orange, MA
• 36.4 miles
$15
📅 Saturday, October 17, 2026 🕧 9:00am 📍 Ralph Mahar Regional High School - 507 South Main St. Orange, Ma 01364 ✨Looking to give back to the community? Here is your chance! Join Mahar Cancer Fund,...
5K
3
OCT
24

Troy, NY
• 50.6 miles
$25
Now you can run from anywhere - select Virtual Race in your option to sign up! Student Discounts, regardless of where you are! The Run to Remember 5k--brought to the Troy community by the Jack...
5K
71
OCT
25

Keene, NH
• 29.5 miles
$35 -$40
                                                     Sunday 25 October at 9am Yo-Yo-Yo!!   This is a race for all of you Yo-Yo's out there! Why Yo-Yo? Because that's exactly what you're going to...
15
NOV
1

Amherst, MA
• 43.5 miles
https://www.hartfordmarathon.com/western-mass-10/
5K
16
NOV
7

Keene, NH
• 32.8 miles
$16 -$45
Join us on Saturday, November 7th as the 12th Annual Monadnock Developmental Services Run~Walk~Smile once again joins forces with the Flutie 5K for Autism in Keene, NH! Come out and run, walk,...
1m 5K 10K
6
NOV
7

Bennington, VT
• 24.2 miles
$15 -$40
                                           Please note: Registration prices increase September 30, 2026. Join United Counseling Service (UCS) for our 9th Annual UCS Superhero 5K and Kids' Dash on...
5K
5
NOV
21

Shutesbury, MA
• 40.8 miles
$15 -$40
  On a crisp autumn morning, runners and walkers of all ages and abilities will gather at the heart of Shutesbury for an invigorating 5K road race. The course will wind through the picturesque...
5K
35
NOV
26

Keene, NH
• 23.4 miles
$30 -$35
The chip-timed 4-Mile Wobble Gobble Run on Thanksgiving is a festive family event that welcomes runners and walkers of all ages to "wobble" their way through a mostly paved/sidewalk course in...
4m
32
NOV
26

Cambridge, NY
• 34.2 miles
$25
Join us on Thanksgiving morning for the 5th annual Cambridge Thanksgiving Turkey Trot 5k.  This will be a morning of fun, community fellowship, and exercise! This fast and scenic course will...
5K
18
NOV
26

Stratton Mountain, VT
• 11.9 miles
$50 -$60
Date: Thanksgiving Day, Thursday, November 26,2026. Start time: The race begins at 9am.  THERE IS NO DAY OF RACE REGISTRATION THIS YEAR. Location: Race starts and ends at Main Courtyard, Stratton...
5K
25
NOV
26

Holden, MA
• 64.1 miles
$25 -$40
2026 Holden Turkey TrotSponsored by Herlihy Insurance Thanksgiving Morning Thursday, November 26th Seven Saws Brewery in Holden  112 Industrial Dr, Holden, MA 01520   Start time is 8am Sharp...
41
NOV
26

Woodstock, VT
• 44.7 miles
$35
Hi Everyone, Please note that you can pick up race packets on the 26th of November between 3-5:00P at Woodstock Elementary School, 15 South St., Woodstock, VT 05091 Registration on race day is at...
5K
52