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Date:
Sat, May 23, 2026 at 10:00 AM
Location:
5 Minortown Rd
Woodbury, Connecticut
06798
United States
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Links:
runsignup.com
Tags:
5k Run Walk

As many of you may already know, a valued member of our Nonnewaug school community, Jon Cheung, was recently diagnosed with Leukemia. Just as he always has done in the classroom, on the sports fields, and in life, Jon is giving his all in this fight and the whole community is behind him. Our chapter of the Math Honor Society, of which Jon is a member want to show support and help raise funds to assist with the medical costs that his recover process involves so that him and his family can focus their attention on his health. To that end, we have planned a charity 5K walk/jog/run on Nonnewaug's campus for the 23rd of May. We hope you will show your support by signing up and enjoying a fun race with music, games, food, and more. If you have any questions, please email rrobillard@ctreg14.org or text 860-605-3730.

More races nearby

  • 4th Annual Sail to the Finish 2M Run [runsignup.com]

    Sat, May 02, 2026 at 1:00 PM

    Description

    The race is to benefit the Quassapaug Sailing Center, a nonprofit organization designed to provide sailing instruction and encourage and promote good fellowship between persons actively interested in...

    The race is to benefit the Quassapaug Sailing Center, a nonprofit organization designed to provide sailing instruction and encourage and promote good fellowship between persons actively interested in sailing and water sports. Sails to trails summer camp is operated every summer to encourage sailing and outdoor activities for children. Scholarships are offered for children in need.

    Race is an out and back road course starting at the Quassapaug Sailing Center. First mile is downhill, then you run back up the hill (no complaining- it’s not that steep!). No Dogs allowed!

    Parking is limited- carpooling is encouraged. Race entries will be limited due to space limitations (likely that the race will sell out- sign up early!).

    Awards: Overall Male and female finishers & top three in age groups 19 & under, 20-29, 30-39, 40-49, 50-59, 60-69 & 70 & up.

    Race day is international Harry Potter day - come with your best costume and try to win an award.

    5.2 km from Woodbury
    30 W Lake Rd, Woodbury, Connecticut, 06762, United States
    OpenStreetMap Google Maps

    2 Miles Run Trail

  • 11th Annual Flanders Field & Forest 5K Trail Run/Walk [runsignup.com]

    Fri, Jun 05, 2026 at 6:00 PM

    Description

    Flanders is excited for its 11th Anniversary Field & Forest 5K Trail Run/Walk on its property in Woodbury, CT. The 5K run/walk is a fun event, which exposes community members to the Flanders Van...

    Flanders is excited for its 11th Anniversary Field & Forest 5K Trail Run/Walk on its property in Woodbury, CT. The 5K run/walk is a fun event, which exposes community members to the Flanders Van Vleck Farm & Nature Sanctuary. It promotes health and fitness, capitalizes on the growing interest in trail running/walking, and raises funds to support Flanders' mission to provide opportunities to appreciate nature’s wonders and preserve land, inspiring lifelong learning about our natural world.

    Walk/run through the woods and fields of Flanders, officially timed by Fast Track Timing. Celebration after the run includes live music, food trucks, and more!

    Register by May 5th to receive a FREE race shirt!

    2026 Flanders Field & Forest 5K Trail Course Map

    This event is rain or shine; however, Flanders reserves the right to cancel in the event of lightning. We apologize, due to the terrain this event cannot accommodate strollers or pets on the course. Registration fees are non-refundable.

    2026 Flanders 5K Race Day Important Information/Instructions

    3.4 km from Woodbury
    Woodbury, Connecticut, 06798, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run Trail Walk

  • Pat Griskus Olympic, Du, Sprint Triathlon [patgriskustri.com] [Register at runsignup.com]

    Sat, Jun 20, 2026 at 7:00 AM

    Description

    Welcome! I’m your Race Director, Tom Wilkas. We are pleased to bring you both the original Pat Griskus Sprint Triathlon, which started in 1987, and the Olympic distance race, which was conceived in...

    Welcome! I’m your Race Director, Tom Wilkas. We are pleased to bring you both the original Pat Griskus Sprint Triathlon, which started in 1987, and the Olympic distance race, which was conceived in 2002. Since then, we have also added a duathlon and a second sprint triathlon run concurrently with the Olympic triathlon.

    Key folks include: Dave Heller, Robin Griskus, Laura Griskus, Marty Cashin, Mike Maximenko, Dave Kunces, Kim Tessier, Jeff Sheldon, Tom Hill, Jim O’Rourke, Chris Hibbs, Sandra Heller, Kristin Heller, Meghan Curley, Tim Cipriano, Tim Ruh, Karen Mcwhirt, Rob Scott, Eric Pattison and Others. Pat Griskus was an amazing guy and credited with paving the way for the many amputee athletes to follow.

    Both races are USAT Sanctioned and are held at Quassy Amusement Park on Route 64 in Middlebury, CT. The Sprint distance starts with a half-mile swim in spring-fed Lake Quassapaug, enjoy the challenging 10.5 mile bike around the lake, and the out-and-back 3.1 mile run. There is a First Timers division for those tackling their first Triathlon ever, with medals for all first time finishers. With close to 100 first-timers each year, this race has become a favorite for first time triathletes!

    The Olympic distance race features a clean and clear one mile lake swim in Lake Quassapaug, enjoy a 25 mile challenging one loop bike course through classic New England farm country, and a 6.2 mile run on shaded back roads.

    6 km from Woodbury
    2132 Middlebury Road, Middlebury, Connecticut, 06762, United States
    OpenStreetMap Google Maps

    14.1 Miles 25 Miles 31.2 Miles 32.2 Miles Duathlon Olympic Run Sprint Swim Triathlon

  • 2026 Pies & Pub TaTa Trot 5k [piesandpub.com] [Register at runsignup.com]

    Sat, Sep 26, 2026 at 9:00 AM

    Description

    Race Date: Saturday, September 27, 2025

    Location: Pies & Pub, One Store Road, Middlebury, CT

    Benefiting: American Cancer Society's Making Strides Against Breast Cancer

    Registration Fees:

    • Early...

    Race Date: Saturday, September 27, 2025

    Location: Pies & Pub, One Store Road, Middlebury, CT

    Benefiting: American Cancer Society's Making Strides Against Breast Cancer

    Registration Fees:

    • Early Bird (Before August 1): $35

    • Kids under 12 : $25

    • Standard (August 1 – September 26): $40

    • Day of Race (September 27): $40

    Perks for Participants:

    • Free Race T-Shirt: Register by August 31, 2025, to receive a complimentary t-shirt.

    • Free Pizza: All participants enjoy delicious pizza courtesy of Pies & Pub.

    • Free Beer: Participants aged 21 and over receive a complimentary beer.

    To ensure a smooth start, here's the key info on bib pickup, parking, and race day:

    Bib Pickup:

    • Tomorrow, Friday, September 26th: Swing by Pies & Pub (1 Store Road, Middlebury, CT) from 4:00 PM to 6:00 PM during our Hops For Hope Happy Hour—grab your bib, t-shirt (if registered in time), and get in the spirit early!

    • Race Day (Saturday, September 27th): Pickup available starting at 8:00 AM at Pies & Pub, right before the 10:00 AM start. We recommend arriving early to avoid any last-minute rushes.

    Race Day Parking:

    Help keep things flowing smoothly for everyone—here are the best spots:

    • Across the street at the Vyne Restaurant lot.

    • At Smokey the Bear behind Pies & Pub.

    • On the streets near Westover School.

    • For a great warm-up option: Park at Meadowview Park Playground and stroll along the greenway to the start line—it's a scenic way to get those legs ready!

    Please avoid parking at the Middlebury Plaza, as local businesses rely on those spaces for their customers. Parking could be difficult and limited if you arrive last minute, so please come early on September 27th and give yourself plenty of time to park and get to the race start at Pies & Pub by 10:00 AM.

    Perks & Gratitude:

    All participants will enjoy free pizza, and those 21+ can savor a complimentary beer—special thanks to Pies & Pub and Counter Weight for their generous donations! Speaking of support, we’re deeply grateful to all our sponsors. Special Thanks to Major Sponsor: Connecticut Investment Advisors. Your contributions make this event possible!

    Stay Updated:

    Visit piesandpub.com for any last-minute info, or check our Facebook page https://www.facebook.com/Piesandpintstatatrot/ after the race for results. We can’t wait to see you tomorrow and Saturday!

    Spread the Word:

    It’s not too late—tell your friends to join us! They can sign up at https://runsignup.com/Race/CT/Middlebury/PiesPubTaTaTrot5k and be part of this incredible community effort.

    Race Map: Check out the course details with this QR code or visit https://ridewithgps.com/routes/52793047.

    Let’s paint Middlebury pink and trot toward hope together!

    With gratitude and excitement,

    The Pies & Pub Ta-Ta Trot Team

    Supporting Making Strides Against Breast Cancer

    #TaTaTrot5K #MiddleburyStrong

    6.7 km from Woodbury
    1 Store Road, Middlebury, Connecticut, 06762, United States
    OpenStreetMap Google Maps

    5k Run

  • Santa Made Me Do It [runsignup.com]

    Sat, Dec 05, 2026 at 9:30 AM

    Description

    Santa Made Me Do It! is a 5K road race, 2 mile walk and 1/4-mile kids fun run on December 5, 2026 in Bethlehem, CT. This race is organized by The First Mile and will be held in conjunction with the...

    Santa Made Me Do It! is a 5K road race, 2 mile walk and 1/4-mile kids fun run on December 5, 2026 in Bethlehem, CT. This race is organized by The First Mile and will be held in conjunction with the Bethlehem Christmastown Festival.

    Location and parking

    The race starts in front of the Memorial Hall on the Bethlehem Town Green.

    Parking will be at the Bethlehem Fair Grounds, 384 Main St North, Bethlehem, CT. Shuttle buses will bring runners and spectators to the Town Green beginning at 8:30 AM. The shuttle buses will run continuously throughout the day, so runners and their families can stay after the race and check out the festival.

    There will NOT be parking available at the Green and the road will be closed to traffic. Runners may also be dropped off at the Green.

    Race Day Information

    The 5K race and 2 mile walk start together at 10 AM. There is a free kids' fun run at 9:30 AM.

    Packet pick-up and day-of-race registration starting at 8:30 AM on the Town Green in front of Memorial Hall.

    Awards: Overall Male/Female/Non-Binary 5K finishers. Top three in the 5K in the following age groups: 6 and under, 7-12, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+

    Registration

    Pre-Registration: $30 Race Day Registration: $35

    Kids 12 and Under: $15

    T-Shirts for everyone registered by midnight Sunday, November 29th, 2026 (Must be present to receive)

    Free Santa Made Me Do It 2026 Ornaments for the first 200 registered.

    5.2 km from Woodbury
    18 Main St South, Naugatuck Valley Planning Region, Connecticut, 06751, United States
    OpenStreetMap Google Maps

    5k Fun Run Run Walk

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