Sun, Nov 1, 2026

Happy HalloWINE Run & Walk

Stratford, CT

Registration openAnnual since at least 2022

5K200 Yards

Entry is $25 now and rises to $30 after Oct 25, 2026, so registering before then saves $5.

About the Happy HalloWINE Run & Walk

The course runs along the shore in the Lordship section of Stratford, with water visible for most of the route. It starts and finishes near a seawall overlooking Point No Point, so the whole out-and-back has an open, breezy feel. Dogs on leash are welcome, costumes are quietly encouraged, and the pace ranges from full effort to a genuine stroll.

Packet pickup happens the morning of the race at the Little Pub, which also serves as the post-race hub. The pub opens early, so you can settle in before the start. Afterward, there are pretzel bites, bananas, and beer for those of legal age, and the pub stays open if you want a proper meal. The event goes rain or shine.

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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.

5K · 2025 results

81finishers

18:25winner

30:26median

55:05cutoff

Top 3: Kevin Whitton (18:25) · Anthony Chowanec (20:14) · Katey Baruth (21:42)

The Happy HalloWINE Run & Walk 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 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 Sep 22, 2026.

Distances & Start Times

5K11/1/2026 10:00$35

5K11/1/2026 10:00$25

200 Yards11/1/2026 09:45Free

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 Happy HalloWINE Run & Walk

Will I finish last at the Happy HalloWINE Run & Walk?

Almost certainly not. Half the 5K field finished slower than 30:26, and the last recorded finisher came in around 55:05, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the Happy HalloWINE Run & Walk a good first 5K?

It is a small race (81 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 5K, that spread matters more than the winner's time.

How competitive is the Happy HalloWINE Run & Walk?

The 5K winner ran 18:25 while the median finisher took 30:26. That spread points to a mixed field, with a competitive front and a big recreational middle.