4 walking events in Windsor County, Vermont
From big races to Saturday morning group runs—find walking events and connect with the local endurance sports community.
Windsor County
4 events in Windsor County-
Sun, May 17, 2026 at 10:30 AMSee full details
Race Around the Lake 2026
Sunday, May 17
Silver Lake State Park
Events
5K Run/Walk
10K Run
Early Registration Fees (through May 9)
5k Adults: $40
10k Adults: $50
12 & under: $25 (age-based pricing kicks in automatically!)
Race routes circle Silver Lake on town roads, dirt roads and single-track wooded trails with intermittent views of the lake.
Sign up by April 30 to receive our Race Around the Lake T-shirt with your registration!
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10K Race begins at 10:30am
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5K Race begins at 11am
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Post-race activities include a Chef's Table lunch, awards and live music along the lakefront
Awards will be given to the top 3 finishers in each race, plus the top finishers in age categories.
Schedule of Events
9:00 – Registration/Check-in begins
10:30 – 10k Start
11:00 – 5k Start
11:30-12:30 – Post-Race Activities: Chef’s Table, Live Music
12 noon – Awards
Virtual 5k or 10k
Adults: $25
12 & under: $15 (age-based pricing kicks in automatically!)
Virtual participants: race on your own wherever and whenever you wish, and still support BarnArts and our youth programming! Share your photos with us! Sign-up by April 30 to get a race T-shirt!
Thank you for supporting BarnArts!
All funds raised directly support our Youth Programming and make this summer's Summer Youth Theater camp possible! Race funds allow us to provide scholarship support for all Summer Youth Families in need.
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Sat, Jun 27, 2026 at 8:30 AMSee full details
The Lace Up for Laura 5k walk/run fundraiser and Kids' Fun Run is a way to come together the last Saturday in June each year in celebration of Laura Cody McNaughton's life and her vision to bring health and wellness to all before she died in a tragic car accident on June 28, 2018. All proceeds support local high school scholarships, and thanks to our amazing participants and sponsors, we’ve awarded $50,000 in local scholarships so far! It is intended to be a fun activity families can participate in together with runners and walkers of all abilities.
The event will consist of two races held on Saturday, June 27, 2026 in Weathersfield, VT:
---->8:30am- Approximately 1/3 mile Kids' (12 and under) Fun Run with COLOR RUN stations, BUBBLE stations, and a MEDAL for all. Plus all participants will receive a complimentary commemorative LACE UP DUCK for the Springfield Area Parent Child Center Duck Run happening in Springfield at their Family Block Party and Duck Run at 4PM! Ducks will have a chance to win cash and prizes at their event. A great day for local families!
---->9:00am- 3.1 mile (5km) race for all ages and abilities with professional timing, music, water stations, and uplifting energy
The starting line for both races will be located near the intersection of Plains Road and Reservoir Road. The 3.1 mile race will be an out and back race on the scenic dirt road known for its lack of change in elevation. Proceeds from the 5K will benefit the Laura Cody McNaughton Memorial fund and its annual scholarship which will be awarded to a graduating senior who exemplifies Laura’s leadership and giving spirit, and is pursuing further education and training in a field where these principles may be put into practice.
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Sat, Jul 04, 2026 at 9:00 AMSee full details
Join us for the inaugural Ottauquechee River Trail (ORT) Firecracker 5K on Saturday, July 4th, 2026. Part of Woodstock’s 250th Celebration honoring the signing of the Declaration of Independence, the Firecracker 5K also will raise funds to support the ongoing maintenance of the Ottauquechee River Trail.
The Firecracker 5K is family-friendly, and the route is mostly flat, easy to walk or run, and surrounded by lots of great nature! The Walk/Run will start at 9AM at the ORT kiosk in Woodstock’s 0 Maxham Meadow Way and follow the Ottauquechee River as it runs along beautiful hay fields, a vernal pool, and Woodstock’s 150-year-old rail bed.
Sign up early! Registration is limited. Parking is available but limited, either at East End Park or Sunset Farms, so please plan to carpool, ride a bike, or walk to the event if possible. Beverages and snacks will be available after the race.
Bring the whole family, except your dog! Unfortunately, dogs are not allowed to join the participant during the event.
The Firecracker 5K is not to be missed!! Mark your calendar and tell your family and friends!
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Thu, Nov 26, 2026 at 10:00 AMSee full details
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 the Woodstock Elementary School. WE WILL HAVE LIVE MUSIC "JOHN SNYDER'S BAND!" BE SURE TO REGISTER BETWEEN 8:00 a.m. AND 9:30 a.m. SO THE RACE CAN BEGIN ON TIME!
Thank you for registering for this enjoyable family event to support Zack's Place. On Thanksgiving Day, whether you are in Woodstock, the surrounding towns, Vermont, other states, or beyond, we are hoping to see your pictures or even see you in town walking or running the Zack's Place 5K Turkey Trot to support programs at Zack's Place.
We have a couple of changes. Due to some canine issues last year, we are unable to host your dog or pets in this event. Please do not bring your pets to the Turkey Trot. Also, parking was somewhat difficult last year, and this year we will be providing you with parking suggestions below.
The Zack's Place Turkey Trot, a 5K run and walk held on Thanksgiving Day, was established in 2007 and has become a dependable annual fundraiser ever since. In 2007, almost 200 people participated. In 2024, over 1,600 people participated and raised $119,000. All of the proceeds of the race are dedicated to our operational costs.
In years past participants would line up and register for the race a band entertains them on a flatbed truck. Refreshments are offered. The race begins in front of the Woodstock Elementary School at 10:00 AM, with the more skilled runners in front and the rest following. The run meanders through the historic Village of Woodstock, then towards Billings Farm, around Mountain Avenue, and back around The Town Green, ending at the starting line. An award ceremony with refreshments and a band follows the race, where medals are presented.
Families run together as college students and relatives gather for the Thanksgiving celebration. Grandparents and young children in carriages participate as walkers. It has become a tradition for many in the Woodstock area; however, we also have "satellite participants" who cannot be in Woodstock but run with family wherever they are: Hawaii, Italy, New York City, etc. This is indeed a day of thanks where individuals help support our enrichment center and simultaneously give thanks for their gifts.
Suggested parking:
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Mill Building 21710- 41F Maxham Meadow Way Woodstock, VT 05091
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Sunset Farms 21710 Maxham Meadow Way, Woodstock, VT 05091
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East End Park 217-03 Maxham Meadow Way, Woodstock, VT 05091
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OHC/Masonic Temple 30 Pleasant Street, Woodstock, VT 05091
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Billings Farm and Museum 69 Old River Road, Woodstock, VT 05091
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Woodstock Rec. Ctr. 54 River Street, Woodstock, VT 05091
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Woodstock Country Club 78 South Street, Woodstock, VT 05091
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Village of Woodstock Street Parking: Elm Street, Central Street and Pleasant Streets only
No parking around the Woodstock Village Green*
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