Pine Point School logo

Pine Point School

Stonington, CT

The Trailblazer

A Family Fun Run

Date and time

Saturday, September 26th, 2026

9:00 am – 11:00 am EDT

59
days
11
hours
53
mins
04
secs
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Organizer
Kelsey Capalbo, Director of Development
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Q:

What are the different race options?

A:

There are different race options to accommodate all ages and abilities:

Walk the Course: Prior to the run, all our welcomed to walk a shortened loop of the course (about 2K) for those that prefer to walk, or any runners that want that may not be familiar with our cross-country trials.

5K Run: For those who feel they can complete the full course. You can run the full distance at your own pace. This option may not be suitable for young children.

Family Fun Relay: A relay-style race (1 Mile) where family members can participate together in a fun and inclusive way. Each loop is 1/4 of a mile - this is a loop that will be familiar to many students from their PE Classes and mileage club runs.

Q:

Who can participate?

A:

Anyone can participate! Invite your family, friends and neighbors, this event is open to all members of our greater community. Whether you’re a seasoned runner, a casual walker, or looking for a fun family activity, there’s an option for you.

Q:

Do I need to register in advance?

A:

Yes, we encourage pre-registration to ensure a smooth event experience and guarantee a t-shirt. Last-minute and same day registration may be available if space allows.

Q:

What should I bring?

A:

Wear comfortable athletic shoes and weather-appropriate clothing. Bring a water bottle, sunscreen, and any personal items you may need during the event.

Q:

Can I bring my stroller or pet?

A:

Strollers are welcome on campus but are not suitable on the trails that will be used during the 5k.

Pets are not allowed.

Q:

Will there be awards or prizes?

A:

We will recognize first, second and third place of the 5k run/walk.

The family relay is all about fun, all participants will receive a finisher’s token to celebrate their achievement.

Q:

What happens in case of bad weather?

A:

The event will proceed rain or shine unless conditions become unsafe. In case of cancellation, updates will be posted through email communications as well as on our social media.

Q:

How can I help?

A:

We are looking for a handful of volunteers to help us make the event run as smooth as possible. If you are interested in volunteering on the day of the event please reach out to Kelsey Capalbo at [email protected]

Registration options

Trailblazer Sponsor

$1,000

Lead the way as one of Pine Point’s premier Trailblazer Sponsors. This top sponsorship level demonstrates your commitment to our students and our community while providing enhanced visibility throughout one of Pine Point’s signature events. Your support helps create an unforgettable experience for hundreds of participants while advancing our mission.

Your $1,000 Trailblazer Sponsorship includes:

  • Premier logo placement on the official Trailblazer participant t-shirt

  • Premier recognition on race-day signage

  • Featured recognition on the Trailblazer event webpage

  • Recognition in Trailblazer marketing and event communications

  • Dedicated sponsor spotlight on Pine Point’s social media channels

  • Recognition during race-day announcements

  • Two complimentary Trailblazer race registrations

Available until September 18th, 2026, 9:30 am EDT

Trail Sponsor

$500

Show your support for Pine Point while gaining meaningful visibility within our school community. As a Trail Sponsor, your business or family will be recognized before, during, and after the event through race-day signage, event communications, social media, and on the official Trailblazer participant t-shirt. Your sponsorship helps make this beloved community event possible while supporting Pine Point’s Annual Fund and ensuring that Wonder Lives Here every day.

Your $500 Trail Sponsorship includes:

  • Logo (or family name) on the official Trailblazer participant t-shirt

  • Recognition on race-day signage

  • Recognition on the Trailblazer event webpage

  • Recognition in Trailblazer marketing and event communications

  • A dedicated thank-you on Pine Point’s social media channels

Available until September 19th, 2026, 12:30 pm EDT

Family Sponsor

$300

Celebrate the first community fundraising event of the school year, as a family! Your sponsorship is a meaningful way to support Pine Point’s Annual Fund while joining one of our favorite community traditions.

Your $300 Family Sponsorship includes:

  • Registration for up to five family members

  • An official Trailblazer participant t-shirt for each registered family member

  • Family name listed on the official Trailblazer participant t-shirt

  • Recognition on race-day signage

  • Recognition in Trailblazer marketing and event communications

  • A dedicated thank-you on Pine Point’s social media channels

Adult (18+)

$40

Participation in any race and receive the 2026 Trailblazer T-Shirt!

Available until September 26th, 2026, 12:30 pm EDT

Child (up to 18yrs)

$30

Participation in any race and the 2025 Trailblazer T-Shirt!

Available until September 26th, 2026, 10:30 pm EDT

Additional Gift to Support

Child Last-Minute Registration

$35

Last-Minute Registrations are still open. This registration does not include our Trailblazer t-shirt, as the order has been placed.

Available until September 25th, 2026, 12:30 pm EDT

Adult Last-Minute Registration

$45

Last-Minute Registrations are still open. This registration does not include our Trailblazer t-shirt, as the order has been placed.

Available until September 26th, 2026, 12:30 pm EDT
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Pine Point School
89 Barnes Rd, Stonington, CT 06378
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