Sun, Sep 20, 2026

2026 Darien Road Race & Family Fun Day

Darien, CT

Registration openAnnual since at least 2022

1.5 Miles5 Miles

Entry is $50 now and rises to $55 after Sep 19, 2026, so registering before then saves $5.

About the 2026 Darien Road Race & Family Fun Day

The course runs along a loop near Pear Tree Point Beach, a waterfront setting that gives the route an open, coastal feel. There are two distance options, one shorter and one longer, both timed. The event is organized around a charity fundraiser, and a family activity tent is set up at the venue for spectators and those who are not racing.

Parking near the beach is tight, so carpooling, biking, or walking to the start is worth planning ahead. Strollers are welcome on the shorter route, and the tent area draws families who come to watch rather than run.

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Finish-Time Stats

Going by the 2025 results, this is a small, friendly field, with a competitive front end and a big recreational middle.

5 Miles · 2025 results

145finishers

25:52winner

45:04median

1:13:01cutoff

Top 3: Patrick Dooley (25:52) · Malcolm Gray (29:28) · Tyler Saroka (30:21)

1.5 Miles · 2025 results

143finishers

10:20winner

17:59median

1:12:04cutoff

Top 3: T. Hines (10:20) · Jena Hines (10:34) · M. del Rio (10:44)

The 2026 Darien Road Race & Family Fun Day has been held every year since at least 2022. That is as far back as RunSignup's records for this race go, so it may well be older.

Where Would You Finish?

Enter a finish time to see where it lands against the most recent 5 Miles results.

Median

See how your time stacks up nationally →

How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Jul 27, 2026.

Distances & Start Times

1.5 Miles9/20/2026 09:00$50

5 Miles9/20/2026 09:30$50

Going for a Time?

Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.

Plan Your Trip

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Common Questions About the 2026 Darien Road Race & Family Fun Day

Will I finish last at the 2026 Darien Road Race & Family Fun Day?

Almost certainly not. Half the 5 Miles field finished slower than 45:04, and the last recorded finisher came in around 1:13:01, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the 2026 Darien Road Race & Family Fun Day a good first 5 Miles?

It is a small race (145 finishers), which is friendlier and less intimidating than a big-city event, though the field thins out. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 5 Miles, that spread matters more than the winner's time.

How competitive is the 2026 Darien Road Race & Family Fun Day?

The 5 Miles winner ran 25:52 while the median finisher took 45:04. That spread points to a mixed field, with a competitive front and a big recreational middle.