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NOV 26

Branford Thanksgiving 5K

Branford, CT
Start your Thanksgiving with a 5K! The 5K begins and finishes at Walsh Intermediate School. The course is flat & fast traveling through Branford’s scenic Route 146 and Pine Orchard Golf Course. The event features pre- and post-race party! Before you begin your Thanksgiving Day meal, enjoy kids activities, music, chowder and more.  Kids Race: 9am, 5K: 9:10am, NEW  2 Mile Walk: 9:12am The event benefits the Branford Rotary Club and the Soundview Family YMCA.
5K
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NOV 26

Rowayton Turkey Trot

Norwalk, CT
A Thanksgiving tradition featuring 5 km and 1 mile courses running through beautiful Rowayton CT. Race Day Instructions Race Location/ Start: The race starts at 9 AM in front of the Rowayton Community Center, 33 Highland Ave. With another record turnout this year we advise everyone to be there at least 15 minutes early. Parking: Parking is at Graham Capital, across the street from the Community Center at 40 Highland Ave.,or Rowayton Elementary, just down the hill from the Community Center Map Here Start Procedure: Please do not crowd the start. Once again, we will have chip transponders at the start that should pick up your time when you cross the start, so you get an official start to finish ("chip") time. So no need to rush to the start once the horn is blown. Also, those in the 1-Mile should line up at the back of the pack to allow the 5K runners sufficient room to begin their run. Race Day Registration: All race day registration is being done electronically. Please register here on your computer or phone. There is no guarantee of same-day bib pickup (see below) but you can run without a bib if you are registered, however you will not receive a time. Race Day Bib Pick Up: We do not guarantee race day packet pickup. The earlier you get there the more likely you are to get your bib. Bib pickup opens at 7:45 AM. If you have registered, you are free to run without a bib, however you will not receive a time. 1 Mile runners do not need bibs, but there are vanity #1 bibs if wanted. We strongly suggest picking up your bib during one of our early check-in sessions. You can of course pick up bibs for friends and family as well. Early Bib Pick Up: We strongly encourage you to avoid the race day crush by checking in early. We will hold three sessions, Saturday November 21st, 10 AM to noon at the Rowayton Community Center and on Tuesday and Wednesday the 24th and 25th, from 3 to 6 PM at Connecticut Running Company, Brook Street, Darien.
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NOV 26

Boys & Girls Club of Ridgefield 45th Annual Turkey Trot

Ridgefield, CT
The Boys & Girls Club Annual Thanksgiving Day 5K Turkey Trot and Fun Run is a Ridgefield Thanksgiving tradition. Join us in celebrating our 45th Annual Turkey Trot! We are extremely proud to say we have been part of Ridgefield's Thanksgiving tradition for 44 years. It truly would not be Thanksgiving in Ridgefield without the Boys & Girls Club Turkey Trot, and we wouldn't have it any other way! Bib Pick Up is held at the Boys & Girls Club on Monday, Tuesday and Wednesday of Thanksgiving Week, from 12PM-6PM on Monday, and 10AM-6PM on Tuesday and Wednesday. Can't get there before Thanksgiving? No Problem! Bib Pick Up on Thanksgiving Morning starts at 7AM.
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NOV 26

2026 Web Hill Turkey Trot

West Hartford, CT
6th Annual Webster Hill Turkey Trot Join us on Thanksgiving morning for the 6th Annual Webster Hill Turkey Trot! Run, jog, walk, bike, or bring the stroller — everyone is welcome. This is a fun, untimed event with all race proceeds benefiting the Webster Hill PTO. Registration Adults 14+: $25Kids 5–13: $15Under 5: FREE Swag & Medals Swag is available to paid participants only, while supplies last! All kids receive a finisher medal, including children under 5.
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NOV 26

Lenny and Joe's Madison Turkey Trot

Madison, CT
The 48th annual Lenny & Joe's Madison Turkey Trot, organized and run by the Madison Jaycees, will be held on Thanksgiving Day, Thursday, November 26, 2026 at 10 am! Once again, the 5 mile race and 2 mile walk are in the heart of Madison, CT. Starting and ending on the historic Madison Town Green, both the run and walk courses feature scenic views of Long Island Sound and some of Madison's most picturesque shoreline neighborhoods. For a course map, please visit www.madisonjc.com. Again this year....ONLINE registration is open until the start of race! Long sleeve t-shirts are guaranteed to the first 2,500 pre-registered runners and walkers. Participants will also enjoy a festive post-race party and refreshments. Separate run and walk courses. The 5-mile run is USATF Course Certified and uses RFID chips. Prizes for the run will be awarded to the top 3 overall finishers, male and female, based on official start time. Prizes will be awarded to each of the following age groups, male and female, based on chip time: 12 and under, 13-15, 16-19, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69...100+, as appropriate. Packet pick-up will be held at Lenny & Joe's in Madison, 1301 Boston Post Rd, on Tuesday Nov. 24th and Wednesday Nov. 25th from 11 am-6 pm. Stop by for your race bib, timing device and t-shirt and avoid the lines on race day! Packet pick-up is allowed for other racers in your group. Check-in is also available the morning of the race. Bring your registration QR code found in your confirmation email for a quick process. Registration fees are $20 for walkers and $30 for runners. Registration fees will increase at 12:00 am on Thursday, November 19th to $25 for walkers and $40 for runners. The Madison Jaycees is an organization that is dedicated to helping individuals, families and charitable organizations along the CT shoreline. Our events, the Dave Parcells Madison Triathlon, Spring Splash, Benefit Golf Tournament and the Lenny and Joe's Turkey Trot, raise funds used to assist when there is a need. We thank you for your participation in this event and look forward to seeing you on Thanksgiving morning! Parking: There are several lots near the Madison Green including the Senior Center, Boston Post Rd in downtown Madison and Stop and Shop. There are some private lots that graciously allow parking including The First Congregational Church, St. Margaret Church, The Lutheran Church of Madison, OLM Preparatory Academy and the Madison Golf Club. Please be considerate of the landscape and property and refrain from parking on grass and other non-marked parking spaces. Event details and schedule: Pre-race packet pick-up: Tuesday Nov. 24th and Wednesday Nov. 25th from 11 am-6 pm at Lenny and Joe's in Madison, CT. Race Day: 5 mile run starts at 10:00 am, followed by the 2 mile walk at 10:05 am. Strollers and leashed pets are allowed on the walk course. No strollers or pets are allowed on the run course. Awards and refreshments served immediately following the 5 mile race. Best Costume awards given at the end of the race.
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NOV 26

15th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT
Thanksgiving Day O'BRiley 5K Turkey Trot in Historic Collinsville Each year, the O'BRiley Turkey Trot donates its proceeds to a national charity as well as a local charity, each of which supports causes that have touched the lives of people in our community. This year, we are proud to be raising money for Connecticut Children's and the Canton Food Bank. 100% of the proceeds, after covering the cost of T-shirts and race supplies, will be donated to Connecticut Children's and the Canton Food Bank. You can learn more about the incredible work Connecticut Children's is doing here: www.connecticutchildrens.org. Bib and T-shirt pickup will be available on race morning right outside the Crown & Hammer. There is a $5 per person discount when registering 3 or more participants! T-shirt registration is open through November 5, 2026.
5K
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NOV 27

Darien Depot Overstuffed Turkey Trot 5k and 1 Mile Fun Run

Darien, CT
Join Us for Our Annual Turkey Day 5K & 1 Mile Walk/Run!  After Thanksgiving, come burn off those extra calories with family and friends along the beautiful Darien High School cross-country trail! Last year's event featured over 600 runners, and we're expecting an even bigger crowd this year, including over 800 event attendees. Music and food are part of this tradition.  All proceeds benefit The Depot, Darien's Youth Center. 🏃‍♂️  Event Details: Date: Friday, November 27, 2026Location: Darien High School Cross Country TrailRace Options: Timed 1 Mile Walk/Run at 10am or 5K Walk/Run at 1030am Race Registration opens 10/01/2026 - save the date! Early Bib Pickup: Monday, 11/23/2026, from 12-2pm & Tuesday, 11/24/2026 from 830-1030am and 5-7pm at The Depot (25 Heights Road) Same Day Bib Pickup: Race day starting at 9 AM 🏃‍♂️  Important Notes: Dogs are not permitted on the Darien High School campus. Inclement Weather Date: Saturday, November 28, 2026 (only a
5K
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NOV 28

Roxbury Road Race Series #36

Roxbury, CT
6.4 Miles- South St, Falls Road/Minor Bridge Lollipop Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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NOV 28

Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot

Greenwich, CT
16th ANNUAL TURKEY TROT! 5K certified timed race and 1 Mile fun run/walk starting at Arch Street Teen Center and following scenic flat loop through Bruce Park - a Thanksgiving weekend tradition and the largest fundraiser for the Greenwich Alliance for Education which is celebrating 20 years of impact in 2026!Race direction by Greenwich Road Runners! Mini Trot!  A fun race for the little ones! Ages 3-5, "runs" along the chute across the finish line, t-shirts/no bibs, stickers awarded at the end, adults watch from the sidelines, no strollers/bikes/trikes, etc. Unable to join in person, make a tax-deductible donation to the Alliance, sponsor a racer and/or participate in our Virtual 5K (no t-shirt or medals). Race Day - Saturday, November 28, 2026Start times - Mini Trot: 9:00 AM, 1 Mile: 9:30 AM, 5K: 10:00 AM Pricing - 5k and 1 Mile:Adult: $40, increases to $50 on 11/1 ($55 on Race Day)Child (Ages 6-12): $20 (automatically applied at checkout once child's birthdate has been en
5K
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NOV 28

The ODO Gobbler Run & Ruck

South Glastonbury, CT
Open Doors Outdoors’ final event of the year – let’s also make it our biggest! Burn off those Thanksgiving feast calories with this off-road adventure through the beautiful farm lands of South Glastonbury beginning and ending at the Hops on the Hill Brewery. Ruck or run your choice of distances including 5k or 5-mile, then enjoy a fabulous finish line party with endless bowls of chili (meat and veggie options), s’mores and a freshly-brewed pint from Hops on the Hill Brewery (non-alcoholic beverages available too).Finishers receive a cool finisher's patch (ruck) or medal (run). Race is professionally timed and the top Male & Female Finishers in each event win a pair of Hoka shoes of their choice (up to $180 value) courtesy of Fleet Feet Glastonbury while 2nd & 3rd place win ODO swag.  Runners start at 10:00am; Ruckers at 10:05am and Kids Run at 11:15am Ruckers: Standard ruck weights are 20# for men and 10# for women. You do not need a special ruck pack - a weight vest or eve
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NOV 28

Run Santa Run

New Milford, CT
The iconic introduction to the holiday season, always on the Saturday of Thanksgiving weekend, Run Santa Run brings in the holidays right! As it's also "Small Business Saturday" we are hoping to bring more people to the many small shops and restaurants of New Milford. Not only are we are raising dollar for local non-profits, but collecting toys for Toys for Tots in he kids fun run where the kids get to race Santa. Kids fun run is free, but we ask that each child bring a toy for those less fortunate. Come one come all to downtown New Milford, CT ... the Best Town in the USA!
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NOV 28

Durham Fall 4K Fun Run

Durham, CT
The Thanksgiving weekend family fun run returns for its third year with the support of Durham Park and Rec Department. Saturday, November 28, 2026Run starts at 10amRegistration/ Check-in starts at 9am Medals for all participants Hand-timing for those who need a posted time (that’s you Run 169!) Apple cider and donuts post-run.
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NOV 30

Niantic Jingle 5k

Niantic, CT
Dear Niantic Jingle 5K Friends- Join us as we celebrate the 13th Niantic Jingle 5K at McCooks Park in Niantic on Saturday, December 12th.  Registration begins at 8:30. The Walk/Run starts at 10am. We're looking forward to seeing everyone at one of the top road races in Connecticut once again! Come join us at the celebration of the holiday season! Run, walk, push a stroller! Alone or together with a team, help make a difference and raise funds for the Brian Dagle Foundation and Brian's Healing Hearts Center for Hope and Healing we are "anchored in hope and empowered to support, is dedicated to the healing of grieving adults as well as community education on suicide prevention and awareness."  This event wouldn’t be possible without the support of participants and donors like you. Last year we experienced record numbers with over 1400 runners and walkers of all fitness levels who joined us for this festive community event which is rated one of the Top 11 Connecticut Road
5K
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DEC 5

Santa Made Me Do It

Bethlehem, CT
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 Hal
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DEC 5

Norwich Winterfest 5K

Norwich, CT
https://www.hartfordmarathon.com/norwich-winterfest-5k/
5K
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DEC 5

2026 Jingle Bell Run - Connecticut

North Haven, CT
Get ready for this year’s Jingle Bell Run, the original festive race for charity brought to you by the Arthritis Foundation. Wear your favorite holiday gear, and let's jingle all the way toward a cure! Whether you're running, walking, or strolling, bring your friends, family, and coworkers along for the ride. Together, we're spreading joy and making strides towards a brighter future — saying "YES" to life, despite arthritis. Don't miss out on this special occasion to make a real difference while celebrating four decades of impact with the Jingle Bell Run. Let's lace up, hit the pavement, and jingle our way toward victory over arthritis!
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DEC 5

Tinsel Fun Run

Berlin, CT
42nd ANNUALTINSEL FUN RUNPresented by the New Britian YMCA and Berlin Parks and Recreation 2 Mile Run Saturday, December 5th 2026 @11am Berlin High School, 139 Patterson Way Entry fee: Online registration $35 until 10/31; $40 from 11/1-11/30, $45 from 12/1-raceday  Awards: 10 and Under, 11-13, 14-18, 19-25, 26-33, 34-41,42-49, 50-59, 60-69, 70+Awards will be given to the top 3 male and female in each category.Special award for top male and female Berlin residents. Costumes: Holiday costumes are encouraged! Come and run in your costume and register towin a gift card.  Individuals and/or groups will be chosen. Raffles: Everyone registered for the Run will be eligible for special raffle prizes after the race.You must be present to win. T-shirts: The first 75 people to register by October 31st will receive a free Tinsel Fun Run t-shirt on race day. All runners will be given a refreshment bag with post race treats For Additional Information or Questions Contact: Carrie at the Meride
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DEC 5

Make It Amazing: Marathon 20

Trumbull, CT
On December 5, 2026, I'll toe the line at the Rehoboth Seashore Marathon for the 20th time in my life — and for the first time, I'm asking for help to make it count twice. My daughter Mia was six years old when she passed away in March 2017, after a 364-day fight with childhood cancer. The three words she lived by — Make It Amazing — became our motto. I've run a marathon almost every year since 2008 — through starting as a husband, then a new father, then my mother's cancer diagnosis, through losing Mia, and through my own lung cancer diagnosis in December 2021. Marathon #20 isn't a new chapter. It's the next one. This time, I'm running for something bigger than a finish line: $20,000 for LivFree, so more families get what Mia gave ours — joy, in the middle of the hardest thing imaginable. Every mile between now and race day gets tracked here. Every dollar goes directly to LivFree. Follow the training and the story at @CarryTheRock on TikTok. Make It Ama
Marathon
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DEC 5

2026 NIA Jingle Bell Run - 38th Annual

Trumbull, CT
Join us on Saturday, Dec 5th as the Nichols Improvement Association presents the 38th edition of our holiday classic. The NIA Jingle Bell Run takes place on a scenic, rolling hill 5K course through the heart of the Nichols community. Walkers are encouraged to participate as well. For our younger runners, we will have our JBR Fun Run prior to the 5k! Our costume contest and a special visit from Santa will elevate the holiday festivities! Get inspired by viewing our 2025 JBR photo album! Our 5k course map https://onthegomap.com/s/kbukgpo4 Our 1.2 mile health walk map http://www.gmap-pedometer.com/?r=7429270 EVENT FEES: Jingle Bell Run 5K (19 YRS & OLDER) $32 before 11/8, $36 11/8-11/23, $38 11/24-12/6 Jingle Bell Run 5K (18 & YOUNGER) $23 before 11/8, $26 11/8-11/23, $28 11/24-12/6 NOTE: NO COUPON CODES CAN BE USED FOR THIS AGE GROUP. NIA JBR 1.25mi Health Walk (UNTIMED) $28 before 11/24, $33 11/24-12/6 NIA JBR Jr. 1/3mi Kids Fun Run FREE! (Recommended for 9yrs & under please) All 5k & Health Walk participants registered by 11:59pm pm Nov 22nd are guaranteed to receive a commemorative shirt. JBR Jr participants will receive a complimentary race bib and a medal. BIB & SHIRT PICKUP SCHEDULE: NIA Starkweather House - 1773 Huntington Turnpike (across from the Nichols United Methodist Church) Thursday 12/3 5:00pm - 8:30pm Friday 12/4 3:30pm - 8:30pm Saturday 12/5 7:30am - 9:30am YES, you can pick up for other people! We encourage this to save time and reduce lines! EVENT PARKING: Parking will be available in the NIA field behind the gazebo at 1773 Huntington Tpke. Limited parking will also be available behind the Trinity Episcopal Church at 1734 Huntington Tpke. Volunteers will be on site to direct you towards both parking areas. RACE DAY SCHEDULE: Nichols United Methodist Church - 35 Shelton Road PLEASE COME DRESSED TO RUN - There are no indoor changing facilities! 8:45am - JBR Junior participants - meet at the 5k finish line & walk up to the Nichols Fire Station with volunteers. 9:00am - JBR Junior assemble in front of firehouse (1/10 mi north of the church) 9:05am - JBR Junior starts (we recommend Ages 9 & under- parents can accompany the kids) 9:15am - NEW! Warm Up with Refine Fitness! 9:20am - All 5k Runners & 2 mi Walkers assemble at the same start line for announcements & Anthem 9:30am - 5K & health walk start together at the same time/place. Runners with Strollers & Dogs must go towards back of the pack please. 9:45am - Post-race snacks & fluids at the Jingle Mingle! 10:15am - Awards presentation at the radio tent for the TOP THREE MALE AND FEMALE CHAMPIONS, plus costume contest winners. All age group awards (listed below) will be distributed from the tent near the finish line as soon as our timer gives us the results! AWARDS: All participants in the TIMED 5k are eligible to win. Awards top overall male & female finishers will be announced soon! Awards for 5k male & female age group categories are: - 1st Place: Santa Bobblehead & Marathon Sports gift card - 2nd & 3rd Place: Medals AGE CATEGORIES – 9 & under – 10-13 – 14-18 – 19-29 – 30-39 – 40-49 – 50-59 – 60-69 – 70-79 – 80+ BEST COSTUME AWARD DETAILS TO COME! SPONSORSHIPS: Race sponsors are always welcome! There are multiple ways to support our great event! Become a sponsor by visiting our online signup form, or email us sponsorships@niatrumbull.org to discuss becoming a sponsor. Become a Family sponsor and get your name on the JBR shirt! The 1 Bell sponsor level is a great way to show you support of the NIA, plus your family name will be printed on our commemorative shirt. The Nichols Improvement Association is volunteer-run 501c3 nonprofit organization. Proceeds from the Jingle Bell Run go back into supporting our community events, maintaining our historic property – including our Moore ball fields, the NIA playground and Starkweather House.
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DEC 5

Woodburrr (no Y) 1-Miler

Woodbury, CT
... because it will be brrrr cold in December! Hand-timed 1 mile on the trail/grass This will be a no-frills event, but we will have water, snacks, and a porta-potty. Consider this a donation - everything will benefit Dragon Master Initiative, which is revolutionizing cancer research and treatment. Learn more at https://www.dragonmaster.org/ Race will take place rain or shine (will consider rescheduling for significant snow/ice). No refunds. Registration capped. WHERE: Hollow Park - 43 Hollow Rd, Woodbury, CT 06798 WHEN: 8am (only one start - no second wave) - this race is timed to support those who wish to get to other races such as North Haven (~45 minutes away, 9:30am start), Trumbull (~45 minutes away, 9:30am start), Bethlehem (~20 minutes away, 10am start) and Berlin (~45 minutes away, 11am start)!
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DEC 5

Joel Barlow 5K Reindeer Run

Redding, CT
The Class of 2029 invites you to the THIRD ANNUAL Reindeer Run. You can run it or you can walk it but you gotta have fun! Festive attire encouraged. Run to take place on the Joel Barlow cross-country course. All proceeds benefit the Joel Barlow Class of 2029. Check-in begins at 10:00 a.m.; race starts at 11:00. The race will be hand-timed and results posted after the race.
5K
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DEC 6

CLA Blue Back Mitten Run

West Hartford, CT
https://www.hartfordmarathon.com/blue-back-mitten-run/
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DEC 6

Christopher Martin's Christmas Run for Children

New Haven, CT
Our 42nd annual Christopher Martin’s Christmas Run for Children is December 6th!! The flat 5K course runs from Christopher Martin’s Restaurant on Upper State Street to Downtown New Haven, Wooster Square neighborhood and back. NEW THIS YEAR All participants will receive a long sleeve tech shirt! Voted CT's best post-race party! As always, you can expect a great party with refreshments, live entertainment, awards ceremony and FREE BEER (for 21+). Festivities will be outside this year. Early Packet Pick-Up Location: Woodbridge Running Co., 7 Landin St. Woodbridge, CT. Friday, December 4: 12:00pm - 6:00pm. Saturday, December 5: 10:00am - 5:00pm.  Christopher Martin’s Christmas Run for Children is an annual tradition for in the local running community that emphasizes the gift of giving during the holiday season. We hope to make Christmas a little brighter for children in the New Haven area by giving them a toy from friends and neighbors they have never met. Over the years, our race
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DEC 12

6th Annual Roseland Park Christmas Run 5K & Kids Fun Run

Woodstock, CT
🎄Join Us for the 6th Annual Roseland Park Christmas Run!🎅 Celebrate the spirit of the season with friends, family, and fellow runners at the 6th Annual Roseland Park Christmas Run! This cherished holiday tradition brings together runners and walkers of all ages for a joyful dash through the beautiful Woodstock, CT. Whether you're racing to set a new PR, jogging with a group, or strolling in costume with the kids, there's something magical here for everyone. 🅿️ Parking:📍 Roseland Park Golf Course Parking Lot (204 Roseland Park Rd, Woodstock, CT 06281) 🎄 Race Day Schedule:🕗 8:00 AM – Packet Pickup Begins (🚫 No same-day registration if we reach full capacity)🎅 9:00 AM – Rudolph Kids Fun Run (inside the park)🇺🇸 9:25 AM – National Anthem & Race Announcements🏃‍♂️ 9:30 AM – Jingle Bell 5K Start🏆 10:30 AM – Awards Ceremony (🎁 Must be present to receive your award) 🎉 Race
5K
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DEC 12

2025 Norwalk Jingle Bell 5K

Norwalk, CT
The City of Norwalk will be kicking off its 5th Annual 5K (3.1mile) festive / holiday run. We welcome runners of all levels to help kick off this new tradition to support the Norwalk Play and Learn Camps.  All net proceeds of this run will supplement our summer day camp activities, trips, entertainment and scholarships. Join Us! We have a great certified course right out of Calf Pasture Beach. Come as a group or come alone!  Please note:  Dogs are not allowed.   The 5K race kicks off at 9:00 am with finish line party starting thereafter.  Brief award ceremony at 10:15 am. Festive attire encouraged! PLEASE NOTE:  New registrations online only.  Online registration will remain open until 15 minutes prior to race time but you must register online through your own device (via QR code). We will not be taking new registrations in person.  Once you register on your device, proceed to the packet pickup area to get your bib.   *T-Shirts are in limited supply and not guaranteed for registrants w
5K
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DEC 13

Feeding 500 Holiday Hustle

Wilton, CT
Join Feeding 500 in supporting Open Doors in Norwalk! Prizes for the top 3 times in each gender category and free entry to multiple raffles.
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DEC 13

The Holiday Run & Walk For Toys

Stratford, CT
Last year was crazy! A snow storm the night before and we still had 67 people show up. Then we did a re-boot a week later and another 80 showed up. That's determination, and some might say crazy! But we will always be here for you!   JOIN US should you want to take a stroll/run, donate the toys, and stay for a warm beverage @ the Little Pub on Dec. 13th.   In 2024 & 2025 WE ALMOST SOLD OUT AT 250 - we have the room. Our permit number is based on your safety, parking, food, swag & enough adult beverages.   We will be collecting toys at bib pickup and at the event. THANKS IN ADVANCE FOR YOUR SUPPORT AND GENEROSITY! The toys should be new, unwrapped, and suitable for ages 1-16.   OUR NEW TOY RECIPIENT IS THE STERLING COMMUNITY CENTER IN STRATFORD.  The Sterling Community Center is an iconic and historic presence in our town. For more than 90 years, they have welcomed and served generations of children and adults creating impactful & inclusive programs and services
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DEC 19

Hartland Harvest Run

East Hartland, CT
The Race starts and ends at the Bethany Lutheran Bretheran Church, whose members have once again generously offered us use their space for this event. Race Day 7:30 AM   Race Day Registration and Packet Pick Up9:00 AM   5K Run                                                                                                                                                                                                                                                                                                                                                                                                  REGISTRATION PRE-REGISTRATION:  Individuals:  $25 until 7/31, $30 until 8/1, $35 on Race Day   T-Shirts guaranteed if registered by September 24th, 2026 (Must be present to receive) Awards Top Male and Female Finishers The top three in the following age groups: 12 and under, 13-18, 19-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+.
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DEC 19

Frosty Forest 5k

Stratford, CT
Frosty Goes 5k Off Road Santa says you could win this!!! Join us for the FROSTY 5K on December 19, Saturday, with a start time of 10 AM. This exciting frosty 5k run takes place at the Town of Stratford's own Roosevelt Forest, giving you a wonderful opportunity to 'get off the road' and onto the trails with nature. Who knows, maybe we can even spot Frosty running alongside us! Feel free to dress up in any holiday costume, but a little trail experience is required. You can choose to run, jog, hike, or walk the 5K and enjoy a new panorama while embracing the 'Holiday Spirit' as you move along. There will be awards for the top 3 females and top 3 men with the fastest finish! All participants who complete the course will receive a custom-designed finisher's medallion.   A portion of the proceeds will benefit charities such as the Roosevelt Forest Commission, Veteran's Museum, Stratford Library, and others. We also extend our gratitude to the 'paid' volunt
5K
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DEC 19

New Canaan Santa Run

New Canaan, CT
WE ARE KEEPING THE START OF THE 5k AND WALK AT 9:30am.  THIS HELPS US TO MAINTAIN SAFETY AND WORK WITH ANY WEATHER/TRACTION ISSUES ON OUR COURSE. WE WANT YOU SAFE AND WILL USE AN ALTERNATE  ROAD/driveway course if needed. (we have never had to!) THANK YOU FOR YOUR SUPPORT AND UNDERSTANDING.                                  We are excited to bring you the 13th Annual New Canaan Santa Run!                                     Join us on Saturday Dec 19, at Waveny Park in New Canaan CT   All ages and abilities are welcomed and encouraged to run or walk our 5K course or 1-mile course. Gather your family and friends to start your pre-Christmas weekend together in the pastoral setting of a truly scenic park.   Our Waveny Park courses start & finish at the historic 'Castle'. The park is home to spacious fields and groomed trails. You'll experience a true, peaceful setting with Nature on all sides!   Funds raised will help underwrite the $30,000 cost for our food packing event.
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DEC 25

The Scrooge Scramble 5K - Rails to Trails - Vernon

Vernon Rockville, CT
The 45th Annual Scrooge Scramble 5K Road Race - Presented by TruNorth Construction Place: 31 Church St - Vernon CT Course change to a Rails to trails event - more information soon Xmas Start 10:00 am - 2026) www.Cornerstone-Cares.org Shaded Rails to Trails in Vernon CT Meet at the Church Street Parking Lot in Vernon, CT - (31 Church Street - Vernon CT 06066) Street Address is 31 Church Street - Vernon CT Parking on Church Street (Trail Side) and Birch Street (Trail Side) Phoenix Street to the 1.5 Mile Marker (before Valley Falls Park) and back. USATF Certified 5K Race Course All proceeds go to benefit the Cornerstone's Shelters, Soup Kitchen, Food Cupboard, and Clothing Bank. Donation: Use the Donation button to donate any Amount you can to the benefit *** ALL ENTRY IS ONLINE IN 2026 To pay by check on race day - use coupon code "Scrooge" at checkout - This coupon for pay by check is only valid on Dec 25                                                              CHECK
5Ktrail
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DEC 31

Roxbury Road Race Series Season Pass

Roxbury, CT
Sign up for Season Pass, the season pass covers all 36 season races.    Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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DEC 31

myTEAM TRIUMPH CT Donation Page 2026

Westport, CT
myTEAM TRIUMPH (mTT) is a 501(c)(3) nonprofit organization that participates in endurance events as a team. Athletes with disabilities are our Captains, and they’re guided by their able-bodied Angels across each finish line — promoting inclusion and allowing everyone to experience the joy of racing together.
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JAN 1

Brookfield Lions Run for Sight 4-Miler

Brookfield, CT
RACE DAY REGISTRATION IS AVAILABLE ONSITE STARTING AT 9:30 A.M. Join us as we host the 39th Annual New Year's Day Run for Sight 4-Miler! All monies raised go to supporting the Connecticut Lions Eye Research Foundation and other local charities.  Free long sleeve custom race shirts for first 100 registrants.   OFFICIAL COURSE: The course starts in front of Brookfield High School, proceeds north on Long Meadow Hill Road, turns left on Hillandale Road, turns right on Farview Road, turns right on Ironworks Hill Road, and turns right on Long Meadow Hill Road for a flat and fast finish back at Brookfield High School. AWARDS: $100.00 cash awards for 1st Place Overall (M/F); $50.00 cash awards for 1st Place Masters (40+) (M/F); Age bracket awards for 1st, 2nd and 3rd Place (M/F); Break the course record and win an additional cash prize of $100.00! OFFICIAL COURSE RECORDS:    Male  John Raneri, 2020, 18:57                     Female   Sue Faber, 1989, 22:17 If you have any questions abo
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JAN 1

Frosty 5K

Guilford, CT
Celebrate the beginning of a New Year by participating in the 41st annual Frosty 5K New Year's Day race hosted by the Guilford Rotary Club. The course will take you past many iconic sights in this celebrated coastal New England town - the green, marina, and fairgrounds. Packet pick up day of race will be at the Nathanael B. Greene Community Center,  32 Church St, Guilford as will post race awards, and refreshments, including hot clam chowder! The race starts and finished on the Guilford Green. Registration will only be possible via this online platform and with it you will be able to register until 10:30 am on race day, January 1, 2027. But remember, the price increases after December 25th. Race Schedule: Register online at anytime until 10:30 am on race day, Jan 1, 2027.Packet pick up at The Market Place, 77 Whitfield St, Guilford on Thursday December 31, 2026 10 am - 3 pm.Race Day Register on-line before 10:30 am (NOTE: online registration only, accepted)On race day, please allow
5K
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JAN 1

Chilly Chili Run

Orange, CT
5K RUN - 2 mile FITNESS WALK
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JAN 9

Kelley's Pace Frostbite

Mystic, CT
One of the very few road races around in January.  Start your new year off right, and come join us for a fun race on the streets of Mystic!  The race starts and finishes in Olde Mistick Village.  There will be plenty of parking on race day.   Please note the race is capped at 350 participants, so don't delay in signing up!   Race weekend schedule: Early packet pickup:  Friday, January 8, from 4:00pm - 6:00pm, at Kelley's PaceRace day packet pickup:  Saturday, January 9, from 7:30am - 8:45am, at Kelley's PaceRace start:  Saturday, January 9, 9:00am sharp Stick around post-race for awards and breakfast sponsored by and held at the Jealous Monk! Entry fees (no additional fees apply): $33 until December 13th$38 from December 14th to January 8th$43 race day (online only, NO paper registrations) Note:  Under 18 pay $29 regardless on when signing up.
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JAN 10

HTC Winter Series Barkhamsted 8.5/17 mile Registration opens 11/23/2026

Barkhamsted, CT
This is a hand timed, club run through beautiful Barkhamsted, CT.  It starts at Matthies Grove Parking area, People's State Forest, 106 East River Road 06063.  The course consists of rolling hills that meander along the Farmington River, outbound on East River Rd, left on Rte 20 through Riverton center, and inbound on West River Road. The race is entirely on roads.  If you are finished after the first lap (8.5 miles) proceed to the finish table and provide your name to the timer.  If you're up for 17 miles  (corrected distance), continue on for another lap when you reach Mathies Grove again.  At the conclusion of the second lap, proceed to the finish and make sure to provide the timer with your name.  Timed results will be published here on Runsignup. ................WE NEED VOLUNTEERS...See link below. Registration is free, but please consider a donation, to cover the basic costs for this event and so that we can continue to provide fun, friendly, low key club events throughou
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JAN 10

Move With MADD: 5K Run & 2 Mile Walk

Fairfield, CT
Kick off the New Year with a fresh start at the 3rd Annual Move with MADD: 5K & 2 Mile walk at Fairfield University! Join Mothers Against Drunk Driving (MADD) for an energizing run that supports a great cause while jumpstarting your health and wellness goals in the new year! There’s no better way to inspire a healthier, happier you! After crossing the finish line, refuel with a delicious grab-and-go post-race snack—perfect for a quick recharge!
5K
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JAN 31

Winter Wonderland 5 Miler

Milford, CT
We are excited to announce the 46th annual Winter Wonderland 5 Miler Sunday, January 31, 2027 at 9:30 am!!!! Details to come in Fall 2026! The proceeds and donations of this event fund scholarships given to Milford High School Seniors, donations to local charities, and allow us to host the Kid's Track Summer Series! This is a free weekly track meet for kids hosted by the Milford Road Runners. The Milford Road Runners is a 501(c)(3) organization.
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FEB 14

IRIS Run for Refugees

New Haven, CT
Run/Walk in person: Join us on Super Bowl Sunday, February 14th, for a flat 5K run/walk through New Haven's East Rock neighborhood. Virtual option: If you can't join us in-person, run, walk, or bike a 5k in your neighborhood, on your treadmill, or wherever you like.  Go the extra mile for Refugees: Create an individual or team fundraiser to support IRIS' services to help immigrants with housing, healthcare, job placement, education, and more.  Sign up to help us welcome more newcomers in 2027!
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FEB 27

Kelley's Pace Hare Hop 5K

Mystic, CT
Come run with us!  Proceeds benefit Girls on the Run of Southeastern CT. Race weekend schedule: Early packet pickup:  Friday, February 26, from 4:00pm - 6:00pm, at Kelley's PaceRace day packet pickup:  Saturday, February 27, from 7:30am - 8:45am, at Kelley's PaceRace start:  Saturday, February 27, 9:00am sharp Entry fees (no additional fees apply): $32 until February 7$37 from February 8 to February 26$42 race day (online only, NO paper registrations) Note:  Under 18 pay $29 regardless on when signing up. The race starts and finishes in Olde Mistick Village.  There will be plenty of parking on race day.  Please note the race is capped at 300 participants, so don't delay in signing up!
5K
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FEB 28

42nd Annual Lake Waramaug Polar Bear Run

Warren, CT
Join us for an epic 7.8 mile loop of picturesque Lake Waramaug - this annual winter tradition attracts hundreds of area runners. Powered by a team of more than 75 volunteers, we're committed to delivering a fantastic experience for all participants and to raising both awareness and money for Guiding Eyes for the Blind. We've donated over $57,000 to date and we're running towards our next milestone of surpassing $100,000 in total donations.
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MAR 7

99.1 PLR *Shamrock and Roll 5K*

New Haven, CT
The flat 5K course runs travels starts and finishes in front of the historic New Haven Rock and Roll venue Toad’s Place. Celebrate St. Patrick’s Day after the race at Toad’s Place with an exciting awards ceremony, costume contest, live music, food, beverages and beer for 21+! Limited to 1500 runners.  The race benefits The Diaper Bank of Connecticut, please consider making a donation during the registration process! We will also be collecting diapers at packet pickup and on race day!
5K
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MAR 13

Catch A Leprechaun 5K

Essex, CT
Celebrate St Patrick's Day and try to Catch A Leprechaun in support of the Region 4 Education Foundation. The race route follows a 5K course around the town of Essex Registration & Race Schedule Registration is available on-line only, even on race day,Race day check in opens  8:30 am 5K Start - 10:00 am Entry Fees Advance registration - $33 before March 10, thereafter $38Region 4 students and staff - $18 before March 10, thereafter $23 Note: Entry fees include on-line processing fee. Custom Short Sleeve T-Shirts provided to registrations received before February 10, 2026. Thereafter, race shirts will be subject to availability on race day. Awards First male / female overall winnersTop three male / female in age groups: 12 and Under13-1819-2930-3940-4950-5960-6970+
5K
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MAR 20

HTC Winter Series Simsbury End of Winter 5 mile run

Simsbury, CT
NEW COURSE--This run starts and finishes at the Simsbury Farms Park in Simsbury CT. This public facility is located in the west end of Simsbury in a residential area. The course begins and ends in the parking lot and is all roads through local neighborhoods with minimal traffic. All roads will be open. The many small "rolling hills" have a total elevation of 159ft. It will be well marked with course monitors at key intersections. This is a free event but consider a donation so that we can cover costs of these grass root events for you! Sign up here to reserve your spot, we can take up to 50 people, please email the RD if you have questions.  As always, results will be posted here on RSU in the afternoon.
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MAR 20

Leprechaun Leap at Walnut Beach

Milford, CT
Take the Leap at Walnut Beach! Join the brave, warm-hearted souls who will Leap for Literacy. Leapers from around the area are invited to run, jump or dive into the chilly waters at Walnut Beach to help raise money to support Literacy Volunteers of Southern Connecticut. Registration Fee: $20 for adults and $10 for students, includes a giveaway for each Leaper. Walk-ins are welcome, but we can't guarantee a giveaway. Literacy Volunteers of Southern Connecticut is a 501(c)(3) non-profit organization.
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MAR 26

LivFree 24 Hour Hockey Marathon - Connecticut

Fairfield, CT
What is the LivSports 24 Hour Adult Hockey Marathon benefiting LivFree? Here’s how it all works - the event is a continuous game with 60 to 90 skaters playing on two teams in 3 rotating groups based on ability, with a running score from opening puck drop to the final horn. Each player raises $1500 for the cause. LivFree is a pediatric cancer non-profit organization that provides children and their families with moments of joy to take a break from struggle and enjoy some family time together. Whether it's tickets to a game, a Broadway show, or a night out, LivFree is here to help the whole family.  When will this take place, and how does it work? The event starts at 5pm on Friday, March 26th, 2027, and the final horn will sound at 5pm Saturday, March 27th. Teams will be broken up into 3 groups (A, B, and C) based on ability, and each skater will get a minimum of 7 hours of ice time. The standard swag for each player will be a custom jersey, synthetic hockey socks, an event hoodie, m
Marathon
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MAR 28

Jose's Jog

Wolcott, CT
Join us for a new Winter Series Event(yes we know March 29th is past Winter). Jose's Jog is a timed run on a mostly crushed stone path that travels 3.5ish miles around the Scovill Reservoir in Wolcott CT. The date is Sunday March 29, 2026. The course is gently flowing trail loop with easy footing and largely flat with only a few gentle hills starting and finishing from the Woodtick Recreation Area. An aid station will have water located roughly at the 2 mile mark. Snacks will be available at the finish. This is a no charge event. It's a great time of year with cool temperatures and hopefully no snow. Registrations are limited to 50 entrants due to town permits so we expect it to fill rapidly.  Results will be posted on-line the following Monday morning.         More information in the coming weeks.
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APR 10

Hartford Track Club Quarter Marathon

West Hartford, CT
Welcome to the HTC Quarter Marathon.   The quarter marathon distance is rare for weekend races. The Hartford Track Club Quarter Marathon will be held at the West Hartford Reservoir #4 on a well-marked paved course winding through the park.  Runners run two 3.275 mile loops to complete the 6.55 mile quarter marathon distance. Awards will be given to the top three runners in each age group category. This race is great training for those major spring events or just fun to try a unique distance. There is a limit of 150 runners.    NOTE---DAY OF REGISTRATION: If the 150 maximum has not been reached by 4/11/2026, we will allow race day registration. Cost will be $40.00. Race registration includes: Entry into the 2026 race.Post-race treats. Professional chip timingAwards for the top 3 overall male, female in five(5) year age groups.Note-processing fee is included the registration fee.
Marathon
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