Peaks, Pedals, and Pints

The challenging, highly rewarding Litchfield Hills Triathlon allows athletes to enjoy the scenic beauty of New Hartford, CT, and the surrounding area in this Olympic distance event.

Olympic Triathlon & AquaBike

Start with a 1500m swim in the crystal clear waters of famous West Hill Lake, among the cleanest freshwater lakes in Connecticut, followed by a 40K bike course with stunning mountain vistas and finish with a 10K run on rural back roads.

Paratriathletes and relay teams are welcome.

THERE ARE NO CUT-OFF TIMES FOR THIS EVENT

Join us Saturday, 7/11/2026 for our Fifth Annual Smile Like Jack Family Fun Run/Walk. We will have food, beverages (21+ options too), amazing raffles, music, and lots of smiling faces!

Early check-in will be held Friday 7/10/2026, from 4-7 PM at the Knox Trail Inn, for those who wish to get their bibs the evening before.

Day of registration and check-in begins promptly at 7:00 AM, while the race kickoff is at 9 AM.

Prices:

Competitive Race (Chipped Timed) 5k/10k

$40

Family Fun Run/Walk (Not Timed)

$35

We hope to see you there!

Cutoff for T-shirts will be June 1st. This event is rain or shine!

JACK'S STORY

The Smile Like Jack Memorial Fund was established in memory of Jack William O’Brien, a loving son and brother, caring friend, and hard working young man that touched the lives of many with his contagious smile. Jack tragically passed away in a snowmobile accident on March 3rd, 2022. In his 20 short years, he had accomplished many things and leaves behind a legacy that is in a caliber of its own. Jack lived life to the fullest. He was always working exceptionally hard to accomplish his set of goals while also living the outdoorsman lifestyle: fishing, hunting, and riding. Our goal is that the Smile Like Jack Memorial Fund will bring other individuals (with similar passions) the opportunity to live their legacy just as Jack would - working immensely hard in the trades and living life to the fullest in the great outdoors.

For additional information on The Smile Like Jack Memorial Fund, and for live updates, please visit our website: https://smilelikejack.com

Our 5 Mile Race is one of Connecticut's oldest running events - this will be our 53rd year. Please thank this years sponsors for making it all possible: O&G Industries, Torrington Savings Bank, O&G Industries, Michaels Jewelers, Brooks Todd & McNeil, Advanced Physical Therapy, Eastside Electric, Borghesi Building and Engineering, Mount Claire Water Company, Hartford Health Care - Charlotte Hungerford Hospital, Lines and Letters, Kids Play, Trinity Ambulance and the Torrington Park and Recreation Department

Event details and schedule

The 1 Mile Fun Run starts at 9:30am.

The 5 Mile Run starts at 10:00am.

The course is mostly flat with a few very small hills (Former USATF Certified Course #CT0008DR).

Free Tee Shirts to the first 100 registrants only - no other tee shirts are available.

Run with us and we'll do our best to see that you have an enjoyable time.

Donations benefit the Torrington Trails Network which is working on various walking, jogging, biking path in the area, the Charlotte Hungerford Hospital Pink Rose Fund (supporting breast cancer patients), and other local charities.

2026 Hogsback Half Marathon Information:

Start Time: 8:30 a.m. on September 26, 2025.

Amenities:

• Rural course on lightly travelled country roads along the Farmington River;

• Amazing race shirts;

• 6 aid stations -- all stations have fluids two will also be stocked with gels;

• Great post-race food;

• Custom finisher medals;

• Electronic bib tag timing;

• Awards for overall and 5-year age groups.

• Fun raffle prizes.

Course: Fast USATF certified course with a 100 foot net elevation decrease. You'll run on country roads through the towns of Riverton, Pleasant Valley, Hartland and Colebrook, Connecticut.

Awards: Top 3 overall male and female runners and 3 deep in 5 year age divisions (18 and under, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69 and 70 +) for male, female and non-binary.

Proceeds: All proceeds from the race benefit Running for Rescues. Running for Rescues is a 501(c)(3) non-profit organization dedicated to saving the lives of shelter animals. Running for Rescues supports small, grassroots organizations on the front lines - people pulling animals out of shelters before they are put to sleep. The cost associated with their efforts can be staggering! Running for Rescues funds shots, spay/neuter, transport, boarding, or food while the animal is being fostered and gives animals the opportunity to find a forever home.

Event details and schedule

Packet pickup begins at 7 a.m. on race day (September 26, 2026).

General Start at 8:30 a.m.

Post-Race Celebration Begins at 10:00 a.m.

Awards Ceremony & Raffles at 11:00 a.m.

No race day registration.