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Date:
Sat, Oct 17, 2026 at 9:00 AM
Location:
Essex, Connecticut
06442
United States
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Links:
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5k Fun Run Run Trail

The Ivoryton Pumpkin Chase is a 5K Road/Trail Race and a Kiddie Pumpkin Fun Run (age 7 and below) to benefit the Ivoryton Library and takes place in peak foliage season of southern New England. The course begins along North Main Street for approximately ½ mile before turning left down Falls River Drive. At the one mile mark, the course enters the Falls River Preserve for a 1.1 mile trail loop that meanders along the Falls River. The trail is double track for about ½ mile before it turns into hilly and rocky single track. Care must be taken on the trail due to the presence some jagged rocks and roots. Please be aware that the trail can be slippery in wet conditions.

Participants will receive a free t-shirt with registration before September 18. Registrations after September 18 and day of registrations will receive a t-shirt while supplies last.

Contact Ivoryton Library at [email protected] if you or your organization would like to be a sponsor and have your logo included on our t-shirts.

More races nearby

  • Cedar Lake Triathlon Series #1 [facebook.com] [Register at raceroster.com]

    Thu, May 28, 2026 at 6:10 PM

    Description

    Cedar Lake Triathlon Summer 2026 Season - Race #1

    This is the first of our 6 race summer series held every other Thursday night at Cedar Lake for local, grassroots racing at its best.

    For 2026, we...

    Cedar Lake Triathlon Summer 2026 Season - Race #1

    This is the first of our 6 race summer series held every other Thursday night at Cedar Lake for local, grassroots racing at its best.

    For 2026, we will offer two races:

    Individual and Relay Sprint Triathlon: Our individual and relay sprint triathlons consists of a 500(ish) yard lake swim, a 10 mile bike, and a 5k road run. They are perfect races for first timers who want to see what they can achieve, experienced triathletes looking to fine tune for a longer fall race, or anyone who just wants an active, family summer Thursday evening. We have awards for both the fast and the first (timers), and lots for those in between. Relay teams are welcome and celebrated. Wetsuits are encouraged when the water temperature is below 80 degrees, and strongly encouraged for at least the first two races. Aqua jogging is not permitted.

    Super Sprint Triathlon: Returning for its second season is our popular super sprint race: all of the triathlon experience just in a smaller package! The super sprint consists of a 200(ish) yard swim, a 5mile bike, and a 1 mile run. First timers love this race: you can start your Thursday as a regular human, finish it as a Triathlete, and let us share the joy of your success with special prizes (and a whole lot of positive energy!!). Younger races are welcome, but you have to be 13 to toe the line. And we love families. If your child is racing, you can race with them for free as long as you accompany them for the entire race. Swim, bike and run with your child; it's a priceless family experience.

    Gun Times:

    • Super Sprint: 6:10 p.m

    • Individual / Relay Sprint: 6:15 p.m.

    Preregistration: Racers must preregister. Register early to secure both a spot and a lower entry fee, which will increase on race day. Last season, the races sold out several times and once we hit our cap, we can't accept any more entries.

    Online registration will close at 5:00 p.m. on each race day. There will be no onsite registration this year.

    Race day check in starts at 5:00 p.m. and all registered racers must be checked in by 5:45 p.m.

    First Time? Come on down to Cedar Lake!! We love first timers and a significant part of our weekly field of racers are athletes getting their feet wet for the first time. In transition, you will see every type of bike racked and ready to race: from expensive carbon TT bikes headed for an Ironman to hybrid bikes and even the occasional beach cruiser. Not sure you can do a triathlon? Finding out is half the fun. Over 95% of our racers finish each week. We don't use cutoff times, except for later in the season as the sun starts to set earlier (typically the last race or two). Not sure exactly how it works? We have lots of friendly experienced volunteers and even a certified tri coach on site on race days to explain the mysteries of buoy turns, transition and equipment. Before you race, be sure that you can swim 20 pool lengths without stopping for the full sprint, or 10 pool lengths for the super sprint. Aqua jogging is not permitted.

    Come join us this summer!

    Inclement Weather: In the event of inclement weather on race day, the race organizers reserve the right to change the race to a duathlon, a 5K or cancel the race.

    8.5 km from Essex
    74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
    OpenStreetMap Google Maps

    8k Duathlon Run Triathlon

  • The River Run 5K and Kids Fun Run [runsignup.com]

    Sat, May 30, 2026 at 8:30 AM

    Description

    Experience the shoreline at its very best!

    This scenic 3.1-mile flat course winds through the historic charm of Old Saybrook, Connecticut, offering runners and walkers breathtaking views along the...

    Experience the shoreline at its very best!

    This scenic 3.1-mile flat course winds through the historic charm of Old Saybrook, Connecticut, offering runners and walkers breathtaking views along the Connecticut River and the picturesque marshes of North Cove Road. Feel the coastal breeze as you travel past one of the shoreline’s most beautiful waterfront stretches before crossing the finish line where it all began — at the historic site of the original Fort Saybrook.

    Whether you're racing for a personal best, walking with friends, or cheering on your little ones in the Kids Fun Run, this event is about more than miles — it’s about community.

    The 5K Run/Walk and Kids Fun Run proudly supports Saint John School in Old Saybrook, CT. Proceeds help further Saint John’s mission to inspire individual growth, self-discipline, confidence, and Christian service — forming students who grow into respectful, compassionate citizens.

    Join us for a joyful morning of fresh air, fellowship, and shoreline beauty — and be part of something that strengthens both body and community.

    8.1 km from Essex
    Old Saybrook, Connecticut, 06475, United States
    OpenStreetMap Google Maps

    1 Miles 5k Fun Run Kids Run Walk

  • Chester Rotary's 48th Four on the Fourth [chesterrotary.org] [Register at runsignup.com]

    Sat, Jul 04, 2026 at 9:00 AM

    Description

    July 4- The 48th annual Four-on the-Fourth road race sponsored by the Chester Rotary Club will start at 9 AM Friday July 4

    Runners can register with RunSignup.com from March 1. The Adult fees are $35...

    July 4- The 48th annual Four-on the-Fourth road race sponsored by the Chester Rotary Club will start at 9 AM Friday July 4

    Runners can register with RunSignup.com from March 1. The Adult fees are $35 through May 26; $40 from May 27 through race day. Flat fee for Children age 16 and under is $15.

    The race loops through the village of Chester and is USATF sanctioned. Timing will be provided by Super Race Systems. Team and individual awards will be presented.

    The race is a major fund raiser for the Chester Rotary. All proceeds are distributed to local charities and non-profit organizations. For more information and race packet pick-up times visit www.chesterrotary.org as the date draws near.

    6 km from Essex
    78 Main Street, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
    OpenStreetMap Google Maps

    4 Miles Run

  • LYSB Midsummer Run [runsignup.com]

    Sat, Jul 25, 2026 at 8:00 AM

    Description

    Celebrate the Midsummer Festival in historic Old Lyme Village with this family friendly event benefitting the Lymes' Youth Service Bureau (LYSB).The Midsummer 5K Run features a scenic road race, a 5K...

    Celebrate the Midsummer Festival in historic Old Lyme Village with this family friendly event benefitting the Lymes' Youth Service Bureau (LYSB).The Midsummer 5K Run features a scenic road race, a 5K Run & Walk, and a Kids K. The race will begin at LYSB located at 59 Lyme Street and wind through the beautiful streets of the village. The race is held on the morning of the renowned Old Lyme Midsummer Festival, kicking off a weekend of cultural, artistic and community events at multiple sites throughout Old Lyme’s Historic District.

    Pricing for the 5K (run and walk) is $30 for adults, $15 for youth (18 and under). Registration for the "Kids K" fun run is $10. Chip timing will be provided by Fast Track Timing for 5K runners. Commemorative T-Shirts will be available for the first 200 registered participants. Finisher medals for all.

    The overall top three men and women will be recognized as well as the top age group winner in the men and women divisions. Divisions will be broken down as follows: Youth 14 and under, 15 to 19, 20 to 29, 30 to 39, 40 to 49, 50 to 59, 60-69, and 70 plus.

    Online registration closes at 11:59 p.m. on Friday, July 24th. On site registrations accepted up to race day.

    Tee-Shirts for the first 200 registered runners/walkers.

    Pre-Race Packet pick up on Friday, July 24, 9:00-5:00 p.m. at LYSB (59 Lyme Street, Old Lyme)

    RACE DAY: Saturday, July 25, 2026

    Schedule:

    6:45 am – Registration opens

    8:00 am – 5K Run & Walk

    9:00 am – Kids K

    PACKET PICK UP: Friday, July 24, 2026, 9:00 a.m. to 5:00 p.m. OR on Race Day starting at 6:45 a.m.

    Proceeds from the Midsummer 5K will support LYSB's programs for youth and families including mental wellness, drug & alcohol prevention, juvenile justice, positive youth development, and early childhood.

    For more info about LYSB and the 5K contact LYSB at 860-434-7208 www.lysb.org

    For more info about Old Lyme Midsummer Festival visit Midsummer Festival | exploreoldlyme.com

    10 km from Essex
    59 Lyme Street, Old Lyme, Connecticut, 06371, United States
    OpenStreetMap Google Maps

    1k 5k Fun Run Run Walk

  • 17th Annual Saybrook Point 5k Road Race 2026 [runsignup.com]

    Sat, Aug 22, 2026 at 8:30 AM

    Description

    The Old Saybrook - Westbrook Exchange Club and the Greater Old Saybrook Chamber partner together annually to raise money for The Exchange Clubs A.C.E. (Accepting the Challenge of Excellence) Award...

    The Old Saybrook - Westbrook Exchange Club and the Greater Old Saybrook Chamber partner together annually to raise money for The Exchange Clubs A.C.E. (Accepting the Challenge of Excellence) Award and the Greater Old Saybrook Chamber C. Wilfred Hunter Memorial Scholarship for deserving college bound seniors from Old Saybrook and Westbrook High Schools. Packs can be picked up on Friday, August 21nd at Marathon Sports in Old Saybrook between 4pm-6pm or the morning of the race, starting at 7:30am. Online registration only! Price will increase to $33 for day of registration.

    8.1 km from Essex
    Old Saybrook, Connecticut, 06475, United States
    OpenStreetMap Google Maps

    5k Run

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