13 events in Lower Connecticut River Valley Planning Region, Connecticut

From big races to Saturday morning group runs—find running, cycling, triathlon, and swimming events and connect with the local endurance sports community.

• Cedar Lake Triathlon Series #1 [facebook.com] [Register at raceroster.com]
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  Thu, May 28, 2026 at 6:10 PM

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  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.

  8k Duathlon Run Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cedar Lake Triathlon Series #2 [facebook.com] [Register at raceroster.com]
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  Thu, Jun 11, 2026 at 6:15 PM

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  Cedar Lake Triathlon Summer 2026 Season - Race #2

  This is the second 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 #2

  This is the second 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.

  Duathlon Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cedar Lake Triathlon Series #3 [facebook.com] [Register at raceroster.com]
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  Thu, Jun 25, 2026 at 6:15 PM

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  Cedar Lake Triathlon Summer 2026 Season - Race #3

  This is the third 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 #3

  This is the third 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.

  Duathlon Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Chester Rotary's 48th Four on the Fourth [chesterrotary.org] [Register at runsignup.com]
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  Sat, Jul 04, 2026 at 9:00 AM

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  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.

  4 Miles Run

  78 Main Street, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cedar Lake Triathlon Series #4 [facebook.com] [Register at raceroster.com]
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  Thu, Jul 09, 2026 at 6:15 PM

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  Cedar Lake Triathlon Summer 2026 Season - Race #4

  This is the fourth 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 #4

  This is the fourth 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.

  Duathlon Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cedar Lake Triathlon Series #5 [facebook.com] [Register at raceroster.com]
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  Thu, Jul 23, 2026 at 6:15 PM

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  Cedar Lake Triathlon Summer 2026 Season - Race #5

  This is the fifth 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 #5

  This is the fifth 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.

  Duathlon Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cedar Lake Triathlon Series #6 [facebook.com] [Register at raceroster.com]
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  Thu, Aug 06, 2026 at 6:05 PM

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  Cedar Lake Triathlon Summer 2026 Season - Race #6

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

  For 2026,...

  Cedar Lake Triathlon Summer 2026 Season - Race #6

  This is the final race 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.

  Duathlon Triathlon

  74 Cedar Lake Road, Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Cockaponsett Trails to a Cure [runsignup.com]
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  Sun, Sep 20, 2026 at 9:00 AM

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  Choose between a 4 or 9 mile trail race in the Cockaponsett State Forest in Chester, CT.

  The 4 miler is the first part of the 9 mile course. The course consists of roots, rocks, muddy sections and...

  Choose between a 4 or 9 mile trail race in the Cockaponsett State Forest in Chester, CT.

  The 4 miler is the first part of the 9 mile course. The course consists of roots, rocks, muddy sections and several hills. The first 1/2 mile is on a road which helps spread the runners out prior to the start of the trails. Water stations are at miles 2, 4, 6 and 7.

  NO RACE DAY REGISTRATION. Bib pick up opens at 8 am. Race starts at 9 am. Please note if you have out of state plates, the park requires you to pay a parking fee.

  FREE registration to runners 75 or older.

  Trails to a Cure is part of the Blue Blazed Trail Race series.

  All proceeds benefit PanCAN in memory of Steve Hancock.

  Not a runner but want to support the race? Volunteers are needed to assist with check in process, aid stations and sweeping the course. If interested, please email [email protected].

  4 Miles 9 Miles Run Trail

  Lower Connecticut River Valley Planning Region, Connecticut, 06412, United States
  OpenStreetMap Google Maps
• Lyman Orchards Pie Run [runsignup.com]
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  Sat, Oct 31, 2026 at 8:15 AM

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  Join us for the 4th annual Lyman Orchards Pie Run which offers 5K and 5 mile distance options through our hilly orchards and the Middlefield community!

  Proceeds benefit local Veterans and the Boxes...

  Join us for the 4th annual Lyman Orchards Pie Run which offers 5K and 5 mile distance options through our hilly orchards and the Middlefield community!

  Proceeds benefit local Veterans and the Boxes to Boots Organization!

  Event Schedule

  • 7:15 am race check in begins

  • 8:15 am kids fun run start

  • 8:30 am 5K and 5 mile race start

  • Post race refreshments available at the finish.

  Entry Fees - Includes race shirt and Lyman's Pie** (Shirt guaranteed to all registered prior to 10/18; Subject to availability after)

  • 5K

  • $30 before Oct 3

  • $40 before Oct 25, thereafter $45

  • 5 Mile

  • $40 before Oct 3

  • $50 before Oct 25, thereafter $55

  • Kids Fun Run

  • Free - but registration is still required, please. (Race shirt and pie not included)

  Note: Entry processing fees are included in the amounts displayed.

  Awards

  • Top 3 overall male and female winners

  • Top male and female in each age group

  • 14 and under

  • 15 - 19 yrs

  • 20 - 29 yrs

  • 30 - 39 yrs

  • 40 - 49 yrs

  • 50 - 59 yrs

  • 60 - 69 yrs

  • 70+ yrs

  Interested in Volunteering or Sponsoring this year's race?

  Contact: [email protected]

  3.1 Miles 5 Miles Fun Run Run

  Lower Connecticut River Valley Planning Region, Connecticut, 06455, United States
  OpenStreetMap Google Maps

Local Clubs & Organizations