Skip to main content
triboutique.ca - Triathlon gear with free shipping over $125 triboutique.ca - Free shipping over $125 with coupon code CANADA: Triathlon Equipment, wetsuits, Swimskins and gifts.

St. James 5 Mile Challenge and 5K Fun Run/Walk

Date:
Sat, May 09, 2026 at 8:00 AM – 12:00 PM
Location:
Town of Smithtown, New York
11780
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
5 Miles 5k Fun Run Run Walk

The St James 5 mile challenge is a doozie! The new course starts with an uphill climb leveling off at the half mile mark. From here you have 3 miles of rolling hills through the scenic village of Head of the Harbor before you face the iconic Cordwood Path, which is 1/2 mile incline that would be classified as steep. At the top of the hill you are rewarded with a flat and fast finish.

Whether it is a challenging run or a fun walk (shorter route!), every step brings us closer to families in Suffolk County! Support Ronald McDonald House Charities New York Metro (RMHC NYM)! By registering today, you will be supporting RMHC NYM’s Capital Campaign to build a new $34M Ronald McDonald House at Stony Brook Children’s. This new House will keep families seeking medical treatment for their sick children near the care they need and the families they love.

90% of top children’s hospitals around the world are home to at least one RMHC core program. Each Ronald McDonald House is built and sustained with grassroots community support, which is why we are "the house that love built." This new House will be the only one in all of Suffolk County and it is much needed. Whether you are joining us for the race up the beloved Cordwood Path or walking with your family and friends, we thank you for your support!

More races nearby

  • PINE BARRENS TRAIL DUATHLON [runsignup.com]

    Sun, Apr 19, 2026 at 9:00 AM

    Description

    THE PINE BARRENS TRAIL DUATHLON

    Sunday April 19th 2026 - 9:00am

    Rain or Shine!

    This new event highlights the beauty of Long Island's Pine Barrens and consists of a variety of trail conditions to...

    THE PINE BARRENS TRAIL DUATHLON

    Sunday April 19th 2026 - 9:00am

    Rain or Shine!

    This new event highlights the beauty of Long Island's Pine Barrens and consists of a variety of trail conditions to enjoy and challenge you. From single-track to fire trails, rolling sections to hidden ponds and all through some of the most pristine and protected Pine Barrens in Suffolk County.

    There's some softer sections, hard pack, pine needles, a few roots, lots of leaves...variety is the spice of life...and trails! Mountain Bikes, Fat Bikes...all are welcome!

    BIKE SUPPORT!

    We're proud to have TREK BICYCLE of LAKE GROVE partnering with us to provide BIKE SUPPORT for this event! TREK BICYCLE will have staff on site race morning to assist participants with any last minute mechanical issues! Nothing beats a professional wrench! Participants can even bring their bikes to their location by the Smithhaven Mall to get their bikes checked out prior to race day!

    INDIVIDUAL & RELAY EVENTS

    (Relay Teams may have 2 members of any gender combo, each person has to complete at least one stage.)

    Trail Run - 1.5 Miles

    Trail Bike - 9.3 Miles

    Trail Run - 1.5 Miles

    AWARDS:

    Individual Event:

    Top three male and female finishers overall &

    Top three (3) males and females in the following age groups :

    14 and under, 15-19, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70 & up

    Relay Event:Top three (3) in the following combos (not age-group specific): Two Males, Two Females, Mixed

    AMENITIES:

    High Quality Dry-fit t-shirts for all pre-registered participants only (by April 8th at Midnight)

    *Custom wood finisher medals for all!

    Post-race refreshments

    Post-race awards ceremony

    CHECK-IN:

    Day of race registration, check-in and transition area for all participants will open at 7:30 AM. Day-of Registration and check-in for Pre-registered participants will be located at Brookhaven State Park.

    EVENT START: 9:00 AM

    PROFESSIONAL TIMING BY:

    Strong Island Running Club

    *Results, pictures and video available online after race. *Split times for T#1 and T#2 will be available after the final finisher.
    22 km from Town of Smithtown
    Ridge, New York, 11961, United States
    OpenStreetMap Google Maps

    12.3 Miles Duathlon Run Trail

  • 5K Run for the Bay [runsignup.com]

    Sat, Apr 25, 2026 at 8:00 AM

    Description

    Blue Island Oyster Foundation and Sayville Running Co. presents the 10th annual 5K to protect the Great South Bay. Donations and sponsorships from the run go to the Blue Island Oyster Foundation, a...

    Blue Island Oyster Foundation and Sayville Running Co. presents the 10th annual 5K to protect the Great South Bay. Donations and sponsorships from the run go to the Blue Island Oyster Foundation, a registered 501c3.

    The main event will take place at scenic Foster Avenue Park! A virtual option remains for folks who can't make it to run or walk with us in person. We ask participants to share their runs via social media using #5kRunfortheBay.
    17.9 km from Town of Smithtown
    400 Foster Ave, Sayville, New York, 11782, United States
    OpenStreetMap Google Maps

    1.8 Miles 5k Run Virtual Walk

  • The Sachem SEPTA Any Pace Race! [runsignup.com]

    Sat, Apr 25, 2026 at 8:45 AM

    Description

    🏁 Sachem SEPTA Any Pace Race

    5K Fun Run • Walk • Roll – All Abilities Welcome!

    ⸻

    Move Your Way, Make a Difference

    Whether you run, walk, roll, or stroll, the Any Pace Race is all about coming...

    🏁 Sachem SEPTA Any Pace Race

    5K Fun Run • Walk • Roll – All Abilities Welcome!

    ⸻

    Move Your Way, Make a Difference

    Whether you run, walk, roll, or stroll, the Any Pace Race is all about coming together as a community and celebrating every ability. This inclusive 5K raises vital funds to support Sachem SEPTA’s programs and events that empower individuals with disabilities and their families.

    ⸻

    Event Details

    • Date & Time: Saturday, April 25th, 2026 @ 9am. Rain date: Sunday, April 26th, 2026

    • Location: Sachem High School North

    • Distance: 5K (3.1 miles) – go as fast or as easy as you like!

    ⸻

    Why Join Us?

    • 💙 Support the Cause – Every registration helps fund year-round programs, events, and services for the Sachem community.

    • 🏃‍♀️ All Abilities, All Ages – Runners, walkers, wheelchair users, families, and friends are all welcome.

    • 🎉 Community Celebration – Enjoy music, refreshments, and plenty of high-fives at the finish line.

    ⸻

    How to Participate

    1. Register Online:

    2. Spread the Word: Share your personal fundraising page with friends and family.

    3. Show Up & Shine: On race day, bring your sneakers, wheels, or walking shoes—and your Sachem spirit!

    ⸻

    Can’t Attend in Person?

    You can still support the cause! Sign up as a Virtual Participant and complete your 5K anywhere, anytime.

    ⸻

    Make an Even Bigger Impact

    Consider making a donation or becoming a sponsor. Your support fuels inclusive programming that benefits the entire Sachem community.

    ⸻

    Every step, roll, and smile counts.

    Join the Sachem SEPTA Any Pace Race and help create a more inclusive tomorrow—one mile at a time.
    6.1 km from Town of Smithtown
    212 Smith Road, Centereach, New York, 11779, United States
    OpenStreetMap Google Maps

    3.1 Miles Fun Run Run Virtual Walk Wheelchair

  • Alec's Run XXII [runsignup.com]

    Sat, Apr 25, 2026 at 9:00 AM

    Description

    Welcome to the 22nd year of Alec's Run-to be held on April 25th, 2026. There will be a children’s fun run starting at 9:00 am at the front of HHH HS West, under the Finish sign, and the 4 mile...

    Welcome to the 22nd year of Alec's Run-to be held on April 25th, 2026. There will be a children’s fun run starting at 9:00 am at the front of HHH HS West, under the Finish sign, and the 4 mile run/walk starts at 9:30 am, on Wolf Hill Rd.

    We are very excited to be able to have Alec's Run again this year! Alec’s Run has become a great day to honor the life of our 16 month old son, Alec.

    Thanks to your support, we are making a difference supporting disadvantaged children in our community, as well as Kids and Cars, and Hospice Care Network.

    We’ve had children in the Fun Run who discover they love running, and join track. All fun runners get a shirt and a medal, and all 4 milers get a custom made shirt, and are automatically entered into the fantastic raffle of gifts generously donated by local businesses. Please join us in celebrating Alec’s life on April 25th.

    Race Fees:

    Pre-registered – Received by April 18th

    Adults 17+.............................................................. $28.00

    16 and under or 75 and over................................ $20.00

    Late registration – Through April 23rd

    All........................................................................… $30.00

    Day of Race........................................................... $35.00

    FUN RUN RACE ENTRY FEE: Begins at 9:00 AM

    Pre-registered (10 and under) ................................. $12.00

    Day of Race............................................................... $15.00

    AMENITIES: Top quality short sleeve tee shirt to all entrants.

    Special medals & raffle prizes to all in Fun Run

    AWARDS: Overall Male & Female winners and

    Top 3 Male and Female in the Following Divisions:

    14 & under, 15 to 19, 20 to 24, 25 to 29, 30 to 34, 35 to 39, 40 to 44, 45 to 49, 50 to 54,

    55 to 59, 60 to 64, 65 to 69, 70 to 74, 75 to 79, 80 to 84, 85 to 89, 90 to 94, 95 & Over

    Race packet pick up - Friday April 24th, 5 - 7 pm - Half Hollow Hills HS West 375 Wolf Hill Road, Dix Hills, NY 11746

    Day of Race 7:30 am - 9:15 am

    This will be a MYLAPS BibTag event timed by Start To Finish Corp
    18.8 km from Town of Smithtown
    375 Wolf Hill Rd, Dix Hills, New York, 11746, United States
    OpenStreetMap Google Maps

    1k 4 Miles Fun Run Run Walk

  • Bretton Woods 5k Run/Walk for ALS Ride for Life [runsignup.com]

    Sat, May 02, 2026 at 8:45 AM

    Description

    Join us on May 2nd, 2026, to run and walk to support ALS Ride for Life.

    A little about ALS Ride for Life:

    ALS Rid for Life was founded in 1997 by Christopher Pendergast (pALS). We are called "ALS...

    Join us on May 2nd, 2026, to run and walk to support ALS Ride for Life.

    A little about ALS Ride for Life:

    ALS Rid for Life was founded in 1997 by Christopher Pendergast (pALS). We are called "ALS Ride for Life" because our annual event held each May during ALS Awareness Month, take pALS in their power wheelchairs across Long Island to visit different schools. We raise funds for a cure, to help pALS, and to create awareness of this fatal disease.
    8.6 km from Town of Smithtown
    1 Club Lane, Town of Islip, New York, 11788, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run Walk Wheelchair

More races nearby →
Like Wikipedia, anyone can contribute. Sign up to add your local events.