A family-friendly 2-mile race supporting Oak Grove Montessori School, featuring fun swag, awards, and chip timing in South Windham, CT.

• Fun
• Competitive
• Festive
• For a Cause

Sat, Apr 4, 2026, 10:00 AM EDT·2 Miles·South Windham, CT

EasygoingRUN

Course · Hilly · Timed race

Run a rare quarter marathon on a scenic, paved course through West Hartford Reservoir #4, perfect for a unique challenge or spring training.

• Fun
• Scenic
• Competitive
• Quirky

Sat, Apr 11, 2026, 10:00 AM EDT·6.55 Miles·West Hartford, CT

Steady EffortRUN

Course · Road · Hilly · Timed race

A five-week spring running series designed for kids Pre-K through 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

A charming 5K run or walk in Branford, CT, featuring scenic pond views, a mixed-terrain course, and a chance to support local animal welfare.

• Scenic
• Competitive
• Quirky
• For a Cause

Sun, Apr 19, 2026, 9:00 AM EDT·5K·Branford, CT

EasygoingRUN

Course · Rolling · Timed race

A five-week running series in East Windsor, CT, fostering fitness and fun for kids Pre-K through 8th grade, with an inclusive Challenger Division.

• Fun
• Competitive

A five-week running series for kids Pre-K to 8th grade, fostering fun, fitness, and inclusive participation with age-appropriate races and awards.

• Fun
• Competitive

Run a 5K celebrating America's 250th anniversary in Thompson, fostering community spirit and local heritage with age group awards.

• Competitive
• Festive

Sat, Apr 25, 2026, 9:00 AM EDT·5K·North Grosvenordale, CT

EasygoingRUN

Course · Rolling · Timed race

Honor a hero and support vital community programs at this memorial 5K, featuring some of New England's largest cash prizes.

• Competitive
• For a Cause

Sat, Apr 25, 2026, 9:30 AM EDT·5K·New Haven, CT

EasygoingRUN

Course · Rolling · Timed race

Test your endurance on a beautiful 2.2-mile trail loop in Roosevelt Forest, pushing your limits in a supportive 9-hour ultra.

• Fun
• Scenic
• Competitive
• For a Cause

Join the Marlborough Lions Club for a festive Memorial Day Weekend 5K, offering a welcoming course and awards for age group finishers.

• Competitive
• Festive

Sun, May 24, 2026, 10:30 AM EDT·5K·Marlborough, CT

EasygoingRUN

Course · Timed race

Conquer a multi-day vertical endurance challenge in Connecticut's Litchfield Hills, pushing personal limits with a supportive mountain athlete "Tribe.".

• Scenic
• Competitive

Thu, Jun 4, 2026, 12:00 AM EDT·15 Miles, 28.75 Miles, 29 Miles, 43.75 Miles, 61.25 Miles, 100 Miles, 152.5 Miles·Mohawk Mtn Ski Area, Cornwall, CT

Push PotentialRUN

Course · Family-oriented

Run or walk the scenic SongStrong 5K to support child safety, enjoy coastal views, and celebrate with friends at a lively post-race party.

• Fun
• Scenic
• Competitive
• For a Cause

Sat, Jun 6, 2026, 8:30 AM EDT·700m, 5K·Guilford, CT

Steady EffortRUN

Course · Rolling · Family-oriented

Conquer 100 miles in 33 hours on challenging New England trails. This ultra is a true test of endurance and spirit for a limited field.

• Competitive

Run a scenic 5K along the New Haven waterfront, supporting "Our Nations Promise" and American heroes. Perfect for all levels.

• Fun
• Scenic
• Competitive
• For a Cause

Sun, Jul 5, 2026, 9:30 AM EDT·5K·New Haven, CT

EasygoingRUN

Course · Timed race