8 running events in Windham County, Vermont
From big races to Saturday morning group runs—find running events and connect with the local endurance sports community.
Windham County
8 events in Windham County-
Fri, Mar 20, 2026 at 8:30 AMSee full details
Stratton Mountain and East Street Archives join to celebrate the history, tradition and progression of a sport that got its start right here at Stratton, Vermont. HOMESICK is back for its fourth season on southern Vermont's highest peak from March 20-22, 2026. Three days of events with legends, pros, up-and-comers, and YOU. Sign up for one, sign up for them all, and send it all weekend with the best in class.
Spectate the on-snow events, get nostalgic and share stories in The Dawning Exhibit, send it at the Welcome Party, ride demo snowboards, get your East Street Archives book signed by the biggest names in the game, and après with live music and legends of the sport.
A valid lift ticket or season pass is required to ride all lifts or Gondola during HOMESICK.
Age Divisions
MEN & WOMEN
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16 & Under
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17 - 25
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26 - 39
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40 - 49
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50 & Over
Register now, spots are limited.
Each event will be broken up into Male/Female and age categories.
Registered riders will be able to purchase a discounted lift ticket this year AT REGISTRATION Check-In. A valid Lift Ticket or season pass is required for EACH day of competition.
Zebulon Rail Jam Under the Lights - Friday, March 20
Stratton Mountain School grad, XGames Gold Medalist and snowboarding superstar Zeb Powell will be back in 2026 to design and host the Planet Zebulon Rail Jam. Jib with the pros in this jam style format on the bottom of Suntanner. You won’t want to miss this event, brought to you by East Street Archives and Planet Zebulon. This event will start on Friday during the day, with Finals happening under the lights.
Powers Retro Pipe - Saturday, March 21
The Stratton Parks Crew will cut the Powers Retro Pipe on East Byrnes Side, scene of landmark events in the 80's and 90's. Olympic medalist Ross Powers is back for his fourth year of setting the tone for his signature halfpipe event. HOMESICK has seen dozens of legends return to the Stratton halfpipe along with local and regional rippers. HOMESICK 2026 is set to be another historic gathering of riders at Stratton in March. Be sure to register early, and who knows, you may find yourself at the top of the halfpipe getting ready to drop in with Ross, Shannon Dunn, Jeff Brushie, Shaun White, and Tina Basich, next to you.
OG Downhill - Sunday, March 22
Before there was a halfpipe, slopestyle or rail jams... snowboard events were all downhill. Here's your chance to strap in like it's 1983 - the year Stratton first welcomed snowboarding. This dual slalom race includes gates, rollers, and many turns on a red and blue course down Suntanner. Race your gear with a run on each course, sending it sideways on your board just like the snowboard contest pioneers did when and where it all began years ago.
You will need a valid season pass or lift ticket in addition to registering for the event.
Discounted tickets will be available at Guest Services on the day for registered competitors only. Guests can purchase the lift ticket for DAY THEY ARE COMPETING ONLY for 35.00 + tax. at inside ticket window.
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Sat, Mar 28, 2026 at 11:00 AMSee full details
It's time to Sink or Skim. Try not to take a dip during the Annual Pond Skim at Stratton on Saturday, March 28th. Participants will try to skim across the water's surface and make it out the other side just as dry as they entered. This event is just as fun to watch as it is to enter. Join us to see who sinks and who skims.
Come ready to skim the pond on your skis and snowboards, dressed in your favorite costume. We'll select multiple winners who will be judged on Best Costume, Best Crash, and Best Skim. Online Registration is open to the first 150 participants. Each Pond Skim participant will receive a 2026 Giveaway. Lift tickets for participants without a season pass will be sold for $45* plus tax at check-in on the day of the event.
All participants must wear helmets for their runs, or they will be turned away. Participants must go down individually; for safety, no double skis, pulling items, or ski poles are allowed. Breaking any of these rules will disqualify participants with no refunds.
Participants will be allowed to purchase a discounted ticket on the day of the event at the ticket window. All participants must have a valid season pass or lift ticket to participate.
*Price is subject to change
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Sun, Apr 26, 2026 at 10:00 AM
LET"S RUN FOR DOVER! The Dover School Club would love to have seasoned runners, casual joggers or brisk walkers join us in a fun community 5k race.
Let's make the best of Mud Season by racing through piles of snow and mud puddles around the base area of Mount Snow.
Lace up and join us April 26, 2026 at 10:00am at the Carinthia Base Parking Lot!
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Mon, May 25, 2026 at 9:00 AMSee full details
Race will start at 830am !!Come run, or walk, this Memorial Day 5K with your pup, your kids, or just yourself! This family-friendly road race is a 5k. We will give your pup a t-shirt to participate in and a matching shirt for yourself!
The first 150 participants will get a T-shirt. This is a fun race with fun prizes for your pup. No First, Second, or Third Place awards will be given as this 5K is just for fun to start off the summer!
A portion of the proceeds will be donated to Windham County Humane Society.
The race is capped at 200 participants. Day of registration is $55 only if any spots remain.
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Sun, Jul 05, 2026 at 8:30 AMSee full details
Date: July 5, 2026
Start time: 9:00am in the Courtyard
Advance registration $45. Day of Registration $60.00. If spots remain, day of registration will close promptly at 8:15AM, NO Exceptions.
Advance registration closes on July 4 at 7pm
Check-in & Day of Registration: Courtyard - 7:30am to 8:15am.
The first 100 Race participants receive a t-shirt.
Awards Ceremony: 10:30am in the finish area.
Prizes awarded as follows:
Overall Male & Female finishers each get a $100.00 Stratton Gift Card
First to the finish line, Male and Female, in each of the following age groups:
AGES: 14 and under years, 15-19 years, 20-29 years, 30-39 years, 40-52 years, 53-65 years, 66 and over years
1st prize - $50 Stratton Gift Card
2nd prize -$25 Stratton Gift Card
3rd prize - Stratton Swag
See you at the starting line!
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Sat, Sep 19, 2026 at 10:00 AMSee full details
1Lt Mark Dooley Race of Remembrance is a 5k race/walk in honor of 1LT Mark Dooley's service to our country, state and community. This race is a community event sponsored by our local businesses and the Wilmington Police Department. All proceeds from this event are used to support Mark's memory by giving back to the community. One such community endeavor is the 1LT Mark Dooley Scholarship awarded to a Twin Valley High School Senior. Race timing will be by Granite State Race Services. The 1Lt Mark Dooley Legacy Fund Inc. is a registered non-profit 501(c)(3).
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Mon, Oct 12, 2026 at 9:30 AMSee full details
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 - $99.00 (race day registration in The North Face Store from 8-830am. Registration will close at 830 am NO EXCEPTIONS!!) • If Spots remain. Participants receive North Face t-shirt • Participants may ride gondola to bottom after race. Awards will be in courtyard at1130am sharp!!
Prizes : Overall Male & Female
Overall Male and Female for Race will win IKON BASE PASS - This is non transferrable and has NO CASH VALUE
Award for Age groups to fastest time:1,2 3rd male and female. ** IF you have won the overall you are not eligible for awards in your age category****
Age Groups M/F
13and under
14-19
20-29
30-39
40-49
50-59
60+
1st M/F in each division 100.00 Stratton gift card
2nd place 50.00 Stratton Gift Card
3rd Place 25.00 Stratton Gift Card
. If there are less than 10 people in your division we reserve the right to combine age groups
If you win overall you are not eligible for individual prize
The Race to Summit is timed by Bullit Timing Services. For live up to date results at your fingertips, download their free APP at the APP Store or view the live leader board and results here! 0 people in your division we reserve the right to combine age groups Granite State will post event times as well.
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Thu, Nov 26, 2026 at 9:00 AMSee full details
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 Mountain Resort.
Registration: $50 per person.
There are no refunds. The event is subject to change. Race will happen rain or shine.
Check in: Courtyard - we will give away prizes as people cross the finish line.
Fun Awards: Youngest & Oldest participant; Best costume
We will be giving away fun prizes that are Thanksgiving themed!
The Gobble Gobble Wobble is not officially timed but we will record the top 3. The first 200 participants will receive a TSHIRT