Sat, May 15, 2027

5th Annual Katie's Grace + Grit 5K

Milton, MA

Registration open5th annual
5K
Register · From $40

About the 5th Annual Katie's Grace + Grit 5K

This race honors a Milton woman who spent years running to raise money for cancer research and patient support, and whose motto gave the event its name. The course is a 5K, and the morning carries the weight of her story without being heavy about it. Runners show up knowing why they are there, and that shapes the atmosphere more than any finish-line decoration could.

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Finish-Time Stats

Going by the 2026 results, this is a small, friendly field, with a competitive front end and a big recreational middle.

5K · 2026 results

220finishers
19:29winner
36:55median
1:05:49cutoff

Top 3: Matthew Klingman (19:29) · Armand Matijasevic (19:59) · Kieran Condon (20:56)

The 5th Annual Katie's Grace + Grit 5K is in its 5th year.

Where Would You Finish?

Enter a finish time to see where it lands against the most recent 5K 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

5K5/15/2027 10:00$50
5K5/15/2027 10:00$40

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

Where to Stay

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Common Questions About the 5th Annual Katie's Grace + Grit 5K

Will I finish last at the 5th Annual Katie's Grace + Grit 5K?

Almost certainly not. Half the 5K field finished slower than 36:55, and the last recorded finisher came in around 1:05:49, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the 5th Annual Katie's Grace + Grit 5K a good first 5K?

A field of 220 is big enough that you will have company at your pace without feeling lost in a crowd. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 5K, that spread matters more than the winner's time.

How competitive is the 5th Annual Katie's Grace + Grit 5K?

The 5K winner ran 19:29 while the median finisher took 36:55. That spread points to a mixed field, with a competitive front and a big recreational middle.

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