5K races near New Milford

The Apple Harvest Road Races take place on a fall morning in Southington, organized by the Southington Community YMCA. The main races begin near Columbus Boulevard and the YMCA. The event offers multiple options for participants: a 5-mile race, a 5K, a middle school 5K, a 2-mile health walk, a Y CUP 1-mile race for fourth and fifth graders, and Little Fritter Fun Runs for younger children. The 5-mile race starts from the top of Columbus Boulevard, followed by the 5K from the same location. The health walk commences in front of the YMCA. Y CUP runners enter the course at the 2.1-mile mark of the 5K, and the Little Fritter races commence after the 5-mile and 5K races conclude. Awards are presented across numerous age groups for the 5K and 5-mile events. Local recognition is important, with distinct memorial trophies awarded to the top Southington finishers, including the Dave Gworek Trophy for the 5-mile race and the Tony Manning Trophy for the 5K.

Race For Catherine is a family-friendly 5K fundraiser for the Catherine Violet Hubbard Animal Sanctuary, centered on the "5K for Kindness" theme. It is a certified, timed run/walk suitable for serious runners, casual walkers, families, and those participating remotely via the virtual option. The event commemorates Catherine Violet Hubbard, a 6-year-old animal lover who perished in the Sandy Hook School tragedy, maintaining that focus throughout the race day. The course is a simple 5K, offering timing for runners focused on results and a walk-friendly environment for all others. A Kids For Kindness Dash provides a separate event for children aged 3 to 9. Rescued animal ambassadors initiate the race and greet finishers at Victory Village, with adoptable pets also present. Registration includes a breakfast buffet, race shirt, finisher medal, drawstring bag, and sponsor gifts. The RaceJoy app allows friends and family who are not present to track, join, or complete the race from a distance.

The Gemstone Sparkle Sprint 5K is a fall trail race in Wilton, Connecticut, starting from Quiet Lake Lane. It is a nonprofit running event with a 5K option for runners and walkers, plus a shorter accessible Sparkle Stroller run/walk of 0.75 miles. The event is hosted with Prospector Theater, CT Run Co., and Brooks, and it supports the Prospectors’ work creating meaningful jobs for people with disabilities. The race is returning for its third edition, and the setup points to a family-friendly morning with food, spectators, sponsorship options, and room for both trail runners and people who want a shorter accessible route.

Mohawk Mountain Race is a fall trail race at Mohawk Mountain Ski Resort in Connecticut, offering distances from 5K through marathon. The mountain, typically used for skiing and snowboarding, features routes that climb and descend on steep resort trails rather than rolling through a flat park. Even the 5K route includes 1,332 feet of elevation gain, the 10K doubles that loop for 2,664 feet, and the marathon covers 6,338 feet across two half-marathon loops. The shorter races remain on the ski mountain grounds, while the half marathon extends into Mohawk State Forest, totaling 3,169 feet of climbing. The half marathon is also part of Connecticut’s Blue Blazed Trail Running Series, which features races on or partly on the Blue-Blazed Hiking Trails and promotes awareness of the Connecticut Forest & Park Association’s trail maintenance efforts. Steep Endurance sponsors the event, targeting runners seeking a challenging trail day with consistent climbs, sharp descents, forest sections, and mountain fall foliage.

The Little Guild Run & Wag 5K is an annual 5 km race held in Cornwall, Connecticut, starting at 27 Pine Street. The name highlights its unique feature: a running event that includes dogs alongside human participants competing for time. The Little Guild organizes this race, which follows a straightforward format: a local 5K designed for runners and their canine partners. Now in its thirteenth edition, it continues to be a recurring community event in Cornwall, known for its distinct animal-friendly focus.

Ryan's Run offers participants a choice: the Superhero 5K, the Villain 10K, or the free Kids Fun Run. Hosted by the Eastern Dutchess Road Runners Club in Pawling, New York, the children's race begins at 9:30 a.m., followed by the 5K and 10K at 10:00 a.m. The primary route is a 5K circuit within the Town and Village of Pawling; the Superhero 5K covers one circuit, and the Villain 10K covers two. The children's race follows a brief out-and-back path in the park. A comic-book theme adds to the enjoyment, with participants encouraged to wear costumes as heroes or villains. All funds raised support the Ryan McElroy Foundation.

The Salisbury Beast 5K is a fall run/walk in Salisbury, Connecticut, offering 5K and 10K distances. It takes place on a Sunday morning, beginning at Salisbury Town Hall on Main Street. The 5K course measures 5.0 km and features significant elevation changes, as noted in the race materials. The event accommodates both competitive runners and local participants enjoying a community race.

The Ridgefield Road Fest begins at the Boys & Girls Club of Ridgefield in Ridgefield, Connecticut, offering three road-race options: a half marathon, a 7-miler, and a 5K. This October running event features distances of 21.1 km, 11.3 km, and 5.0 km. The course provides runners a choice between a half-marathon effort, a middle-distance road race, or a shorter 5K. The Iris Fund benefits from the 5K, and the series is celebrating its 50th anniversary, adding local history to the event.

The Great Pumpkin Classic is a Saturday morning race in Morton offering a 10K and a 2-mile fun run/walk. The 2-mile begins at 7:15am, followed by the 10K at 7:30am to prevent congestion at the split and finish line. The shorter event is untimed and accommodates strollers and wheelchairs; roller blades and dogs are prohibited in both races. The course is flat, passing through town towards Morton's outskirts, and returns 10K participants to a Jefferson Street finish within the Pumpkin Festival. Nestle Libby's sponsors the event. The post-race gathering features beverages, snacks, music, a relaxation area for participants and families, and pumpkin donuts prior to the awards ceremony around 9:00am.

The Bristol Mum-A-Thon Road Race is a Halloween-themed race day in Bristol, Connecticut. All events start and finish at St. Paul Catholic High School on Stafford Avenue. Runners may select from four distances: the untimed Monster Mile, a 5K road race, an 8K road race, and an 8-mile road race. The series has been held for 57 years, with Bristol Hospital as the title sponsor. The event accommodates various participants: families and casual walkers can use the Monster Mile, while runners seeking a more challenging road race can choose the 5K, 8K, or 8-mile option. The Halloween theme is incorporated through customized race bibs, adding a local, seasonal touch without altering the fundamental road-race structure. All races conclude at the same school location, simplifying logistics for spectators and participants.