Sat, Sep 5, 2026

5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut

Williamsburg, VA

Registration open5th annual
1 Mile5K

Entry is $20 now and rises to $25 after Aug 15, 2026, so registering before then saves $5.

Register

About the 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut

The course runs on road alongside Jamestown Road, turning onto Landfall for an out-and-back before returning to the clearing near the Virginia Capital Trail. Dogs are welcome on both distance options, on leash and in a harness, though the organizers flag heat as a real concern on the asphalt and ask you to plan accordingly.

Packet pickup is race morning only, starting when registration opens, in the field entrance across from the parking area. Parking is in the Jamestown Settlement lot nearby. A vendor fair runs through late morning, and there is a post-race pup photo contest open to anyone on site with a pet. Pizza and beer are included with registration, with non-alcoholic options available.

Free race emails

Get the Weekly RunSesh

In for this one or still deciding, keep race season near Williamsburg on your radar: a Monday look ahead and a Thursday rundown of the weekend's races.

Two helpful emails per week. No spam. Unsubscribe anytime.

Finish-Time Stats

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

3.1 Miles · 2025 results

112finishers
20:02winner
31:45median
58:23cutoff

Top 3: Anonymous Anonymous (20:02) · David Anderson (20:32) · David Draime (21:33)

The 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut is in its 5th year.

Where Would You Finish?

Enter a finish time to see where it lands against the most recent 3.1 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 Mile9/5/2026 08:00$20
3.1 Miles9/5/2026 08:30$35
3.1 Miles9/5/2026 08:30$35
3.1 Miles9/5/2026 08:00$50
Vendor Fair Booth (Info only…No sales)9/5/2026 07:00$25
Vendor Fair Booth (With sale of items)9/5/2026 07:00$50
Sponsor Booth—FOR EVENT SPONSORS ONLY9/5/2026 07:00Free

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

Traveling for this race? The map shows hotels and rentals in and around Williamsburg — pan or zoom to compare what's nearby.

The map is provided by Stay22. If you book through it, RunSesh may earn a commission at no extra cost to you — it never affects the races we list.

Common Questions About the 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut

Will I finish last at the 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut?

Almost certainly not. Half the 3.1 Miles field finished slower than 31:45, and the last recorded finisher came in around 58:23, 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 Pints And Paws 5K and 1 Mile Run Walk and Pup Strut a good first 3.1 Miles?

It is a small race (112 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 3.1 Miles, that spread matters more than the winner's time.

How competitive is the 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut?

The 3.1 Miles winner ran 20:02 while the median finisher took 31:45. That spread points to a mixed field, with a competitive front and a big recreational middle.

Share Your Card

We made you a ready-to-post image. Story fits Instagram and TikTok Stories; Post fits the feed. Download it, post it, and tag @runsesh so we can cheer you on.

Preview of your share card