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Date:
Sat, Oct 03, 2026 at 8:00 AM
Location:
21096 W. Sharp St.
Kent County, Maryland
21661
United States
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Links:
kineticmultisports.com Register at runsignup.com
Tags:
Run Swim Triathlon

The Waterman’s Triathlons are nestled on the Eastern Shore of Maryland in picturesque Rock Hall, MD. Just 18 miles from Baltimore “as the fish swims” (put your bike rack on a boat!), Rock Hall is one of the friendliest, most laid back towns anywhere…and is full of history. George Washington took the Annapolis Ferry to Rock Hall nearly ten times before heading to Philly on horseback to work out America’s Independence! The time trial swim takes place in Rock Hall Harbor on the Chesapeake Bay, protecting athletes from any serious wind or chop. The bike course is a triathlete’s dream with beautiful ribbons of pavement and wide shoulders throughout most of the rural course. The run course is pancake flat and takes athletes through the quaint nautically themed neighborhoods and side roads of Rock Hall, MD.

This race is worth the trip to Maryland’s Eastern Shore. Check out our race videos HERE and see why athletes consistently come back year after year to race. Don’t miss out, register today.

For further race details go to https://kineticmultisports.com/races/watermans/.

More races nearby

  • Rock Hall Triathlon [kineticmultisports.com] [Register at runsignup.com]

    Sat, May 30, 2026 at 8:00 AM

    Description

    The Rock Hall Triathlons are nestled on the edge of the Eastern Shore of Maryland in picturesque Kent County and only 18 miles from Baltimore “as the fish swims” (put your bike rack on a boat!). Rock...

    The Rock Hall Triathlons are nestled on the edge of the Eastern Shore of Maryland in picturesque Kent County and only 18 miles from Baltimore “as the fish swims” (put your bike rack on a boat!). Rock Hall is one of the friendliest, most laid back towns anywhere…and is full of history. George Washington took the Annapolis Ferry to Rock Hall nearly ten times before heading to Philly on horseback to work out America’s Independence! The swim takes place in Rock Hall Harbor on the Chesapeake Bay, protecting athletes from any serious wind or chop. The bike course is a triathlete’s dream with beautiful ribbons of pavement and wide shoulders throughout most of the rural course. The run course is pancake flat and takes athletes through the quaint nautically themed neighborhoods and side roads of Rock Hall, MD.

    This race is worth the trip to Maryland’s Eastern Shore. Watch last years race video, then register and plan your trip to Rock Hall, MD!

    0 m
    21096 W. Sharp St., Kent County, Maryland, 21661, United States
    OpenStreetMap Google Maps

    Run Swim Triathlon

  • Run into summer 5K Race for Tides of Grace [runsignup.com]

    Sat, May 30, 2026 at 9:00 AM

    Description

    Run into summer ! As we shake off the cold winter and embrace the spring run the 3rd annual 5K race for Tides of Grace

    Tides of Grace is a frontline result driven and goal oriented non-profit...

    Run into summer ! As we shake off the cold winter and embrace the spring run the 3rd annual 5K race for Tides of Grace

    Tides of Grace is a frontline result driven and goal oriented non-profit organization on the Eastern Shore of Maryland that was established with the mission to support the community through kindness and compassion by providing a helping hand to those in need of resources and services. We are committed to accelerating the development of a better and brighter tomorrow by alleviating the negative outcomes that are endured by those in need of assistance through robust partnership and collaboration. Each month we strive to be a helping hand in the community through kindness and compassion by offering monthly services assisting the community's needs. Each month is a different outreach average 300- 500 people in the community we help each month. Another fun and exciting event is the Prom boutique offering dresses and suits to our Seniors in highs School and others with formal events. Soon the yearly annual Christmas magic toy drive will be celebrating its 7th year. Our events are free to the

    community and help offer support and help with whatever chapter they are in during this season of life. We exist to provide an inclusive and enabling environment in different communities and pride our services on meeting the needs of individuals and families we serve.

    We are having this 5K race to help us fund future events and afford our space in Centerville that has a recent addition that houses our weekly Crisis Center helping an average of 40 community members weekly. Our goal for fundraising this year is to raise money to maintain our space in centerville.

    The 5K race last year helped us to continue to expand our space that now houses the Crisis Center.

    The Community Resource center located at 207 N Liberty St your help will continue to allow us to meet the ever growing needs of the community.

    18.5 km
    605 Main St, Stevensville, Maryland, 21666, United States
    OpenStreetMap Google Maps

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  • Stef Ripple 10th Annual Stefanie Ashdown Memorial Do Your Best 5k Run and 1 Mile Walk [stefripple.org] [Register at runsignup.com]

    Sun, Sep 13, 2026 at 8:00 AM

    Description

    On Sunday, September 13, 2026, Stef Ripple will host its 10th Annual Stefanie Ashdown Memorial “Do Your Best” 5k Run and 1 Mile Walk. Our mission is to:

    • Provide hope, encouragement and support for...

    On Sunday, September 13, 2026, Stef Ripple will host its 10th Annual Stefanie Ashdown Memorial “Do Your Best” 5k Run and 1 Mile Walk. Our mission is to:

    • Provide hope, encouragement and support for ovarian cancer patients and their families

    • Spread ovarian cancer awareness

    • Share the principles of Stef’s life; be thankful, be helpful, be kind.

    This race is our major fundraiser. Funds raised through this race will be used to continue our mission of supporting ovarian cancer patients and their families. More information about our initiatives we have in place to meet Stef Ripple’s mission can be found on our website at stefripple.org and on our Facebook page facebook.com/stefripple.

    Thank you for your consideration to support the Stefanie Ashdown Memorial “Do Your Best” 5k and 1 Mile Walk!

    24.7 km
    101 College Parkway, Arnold, Maryland, 21012, United States
    OpenStreetMap Google Maps

    1 Miles 3.1 Miles 5k Run Walk

  • Tom McHugh Arts Scholarship 5K Run/Walk [runsignup.com]

    Sat, Oct 10, 2026 at 8:00 AM

    Description

    Join the Tom McHugh Art Scholarship 5k

    When: Saturday, October 10, 2026, 9:00 a.m. Rain or Shine. FREE Kiddie K Run (10 & under) starts at 8:45 a.m.

    Where: Waterman’s Crab House & Dock Bar, 21055...

    Join the Tom McHugh Art Scholarship 5k

    When: Saturday, October 10, 2026, 9:00 a.m. Rain or Shine. FREE Kiddie K Run (10 & under) starts at 8:45 a.m.

    Where: Waterman’s Crab House & Dock Bar, 21055 East Sharp Street, Rock Hall, MD 21661.

    Registration: $30 until Oct 3rd; $35 after and on event day. Registration starts 8:00 a.m. Questions? Contact [email protected]

    Silent Hero: Can't attend but would like to show your support? Register as a silent hero. We appreciate your support!

    Awards: Awards to overall male/female and master winners, top 3 male/female runners in 10-year age groups awards and top 5 male/female walk finishers. Ribbons to all Kiddie K finishers. The awards ceremony will be held immediately after last participant finishes.

    SWAG: Quality "Tom McHugh Arts Scholarship" tech shirts for all of our registered participants.

    Celebrate: FallFest is an annual celebration of family, community, and oysters. Live music, entertainment, vendors, artisans, and food will be offered. Rock Hall is a charming waterfront town on the Chesapeake Bay. More information can be found at www.rockhallfallfest.org or www.RockHallMD.com

    Our Mission: The Tom McHugh Arts Scholarship has been created to support a student whose character aligns with the spirit of Tom McHugh, a creative artist, an inspirational storyteller, and a community enthusiast. * Proceeds from the 5K will benefit the Tom McHugh Arts Scholarship Award to be presented to a KCHS graduating senior pursuing studies in an Arts curriculum. A portion of the proceeds will also benefit the Rock Hall Elementary School Arts Program.

    The website for the Scholarship Site is https://tommchughscholarship.com/

    We will continue our Virtual Option!! Run anywhere you like on October 10th to celebrate with us! If you would like a shirt, please note that you will need to make arrangements with the Race Director to pick it up. Shirts will NOT be mailed.

    940 m
    Kent County, Maryland, 21661, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run Virtual Walk

  • Chestertown Challenge Half Marathon Run and 5K Run/Walk [runsignup.com]

    Sun, Oct 11, 2026 at 9:00 AM

    Description

    Benefits: Kent Association of Riding Therapy, Inc. (KART)

    Registration opens at 8 a.m. - Half Marathon Run & 5K Run/Walk start at 9 a.m.

    Registration: Race day registration will be available! Packet...

    Benefits: Kent Association of Riding Therapy, Inc. (KART)

    Registration opens at 8 a.m. - Half Marathon Run & 5K Run/Walk start at 9 a.m.

    Registration: Race day registration will be available! Packet pickup starts at 8 a.m. and races start at 9 a.m. at Wilmer Park, Chestertown, Maryland.

    Silent Hero Donation: Can't make this event but would like to show your support? Register as a Silent Hero!

    Benefactor: Kent Association of Riding Therapy (KART) was founded in 1984 to help children and adults with disabilities enhance their social and developmental growth. KART uses a multi-faceted program involving therapeutic horseback riding, barn management, and caring for the horse.

    Packet Pickup: All race packets can be picked up on Sunday morning starting at 8 a.m. Race day registration will also be accepted at this time.

    Directions: Wilmer Park is located across the street from address 400 South Cross Street, Chestertown, MD. For directions, use your GPS or MapQuest.

    Awards: Unique awards for overall male and female winners in the Half Marathon and 5K Run. Awards presented to the top 2 in 10-year age groups in the Half Marathon and 5K Run. Awards to top 2 male and female finishers in the 5K walk. 5K awards will be presented after the last participant finishes. Half Marathon awards will be presented 3 hours after start.

    Course: The event starts and finishes at Wilmer Park. The course has gentle rolling terrain and is run entirely on paved country roads.

    Course Records: Half Marathon: Male - Hasan Butler - 1:21:27 - 2014, Female – Meredith Tulio - 1:28:29 - 2018. 5K Run: Male - Jesse Goodyear - 17:50 - 2015, Female – Lisa Victorius - 20:50 - 2017

    Amenities: Quality “Chestertown Challenge Half Marathon & 5K Run/Walk” Tech Shirts guaranteed to all participants registered by Monday, September 30th. Food and refreshments at the finish line! Police controlled roads, mile markers and directional arrows on road.

    Water stops: Water stops will be located at approximately every two miles on the Half Marathon course, at the turnaround of the 5K, and at the start/finish.

    Restrooms: Restrooms will be available at the start/finish and on the Half Marathon course.

    Spectators: While you're waiting for your friends or family members to complete the race, enjoy the beautiful historic Chestertown sites on the Chester River. Visit www.kentcounty.com/tourism.

    Hotels/Motels/Bed & Breakfast: Visit the following websites for a complete list of hotels/motels and bed & breakfast in the Chestertown and Rock Hall area.,

    www.kentcounty.com/lodging/rockhall_lodging.php

    Inns & Bed and Breakfast in Chestertown, Maryland

    Red Roof Inn & Suites Chestertown - ReservationDesk.com

    Comfort Inn & Suites Chestertown - ReservationDesk.com

    17 km
    Chestertown, Maryland, 21620, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k 13.1 Miles Half Marathon Run Walk

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