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  • Kent Island Fast & Furriest Run for Rescues [runsignup.com]

    Sun, Apr 19, 2026 at 9:00 AM

    Description

    This race is a 100% charity event! This year, our selected beneficiary is the Eastern Shore Rabbit Rescue and Education Center (https://www.facebook.com/esrrec). This event consists of three...

    This race is a 100% charity event! This year, our selected beneficiary is the Eastern Shore Rabbit Rescue and Education Center (https://www.facebook.com/esrrec). This event consists of three distances, 5K, 10K, and 15K, all of which have been certified by USA Track & Field. The 15K distance is part of the Maryland RRCA Grand Prix series of races. The three races all start together at the beautiful Terrapin Nature Park in Stevensville, Maryland and proceed out and back along the Cross-Island Trail on Kent Island. What better way to celebrate Earth Day and the pets we love on a Sunday morning.

    23 km from Saint Michaels
    Blue Star Memorial Highway, Stevensville, Maryland, 21666, United States
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    5k 10k 15k Run Trail

  • Malachi Water Wind Woods Foundation 5K Hurricane Run/Walk [malachiwaterwindwoods.org] [Register at runsignup.com]

    Sun, Apr 26, 2026 at 10:00 AM

    Description

    Run for a purpose! Proceeds of MWWWF events go to those affected by environmental disaster. Our mission is to promote awareness of the critical ecological challenges we face along with the positive...

    Run for a purpose! Proceeds of MWWWF events go to those affected by environmental disaster. Our mission is to promote awareness of the critical ecological challenges we face along with the positive programs going on to protect our natural environment. Over 250,000 homes were destroyed or impacted by hurricanes Helena & Milton the biggest hurricane disaster since Katrina. Communities are still recovering! The proceeds of this event go to the Samaritan Purse & the Lumbee Tribe in NC.

    Post Party: Run, walk, and celebrate! Enjoy stunning Chesapeake Bay views on the Terrapin / Cross Island Trail, then head to the Kent Island Yacht Club for our after-party (1.3 miles) featuring live music by the McFadden Garcia Trio and an inspiring guest speaker, raffles & prizes.

    Packet Pickup: 9:00 am pickup packets and registration at Terrapin Nature Park setup near restrooms. T-Shirts for the first 50 registrants.

    Hydration: Water is available at the start and finish line. Bring water with you if needed.

    Families Welcome: Children must be accompanied by an adult. Discount fee for those under 18 years of age.

    23 km from Saint Michaels
    Blue Star Memorial Highway, Stevensville, Maryland, 21666, United States
    OpenStreetMap Google Maps

    1.3 Miles 5k Run Trail Walk

  • Shore Elite PT x Morgan's Message 5k [runsignup.com]

    Sun, May 03, 2026 at 9:00 AM

    Description

    This race is a 100% charity event that will benefit Morgan’s Message, an organization that strives to eliminate the stigma surrounding mental health within the student-athlete community and equalize...

    This race is a 100% charity event that will benefit Morgan’s Message, an organization that strives to eliminate the stigma surrounding mental health within the student-athlete community and equalize the treatment of physical and mental health in athletics. This event consists of a 5K that can be walked or ran. The 5K route goes through the beautiful Terrapin Nature Park in Stevensville, Maryland.

    19.5 km from Saint Michaels
    191 Log Canoe Circle Terrapin Nature Park, Queen Anne's County, Maryland, 21666, United States
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    5k Run Walk

  • E2P Multisport Training Camp & Retreat [runsignup.com]

    Fri, May 15, 2026 at 3:00 PM

    Description

    Escape for a weekend training camp and retreat in the charming and historic Maryland towns of St. Michaels and Tilghman Island. Check in is from 3-5pm on May 15th at the beautiful Knapp Narrows Inn...

    Escape for a weekend training camp and retreat in the charming and historic Maryland towns of St. Michaels and Tilghman Island. Check in is from 3-5pm on May 15th at the beautiful Knapp Narrows Inn that overlooks the marina and Chesapeake Bay. The experience ends on the afternoon of the 17th. This adventure is suitable for adult multisport athletes of ALL levels, beginner to elite!

    This retreat is not just about training; it's a transformational experience that rejuvenates both the body and spirit, creating connections among those who share the same endorphin fueled dreams! Learn from some of the most knowledgeable experts in their field and leave feeling equipped for success in your upcoming season.

    Although subject to change, included in the itinerary for the weekend is:

    2 night's stay (83% rate it 5 stars on Trip Advisor)

    Breakfast Saturday and Sunday

    Lunch and learn sessions on Saturday and Sunday

    Orientation session

    Peak Sensation - mental fortitude session

    Evening yoga & stretch

    Open water swim training

    new video swim analysis

    new bike maintenance session

    new hitting your power

    Transition practice

    Cycling skills & group rides on roads that simulate Eagleman and IMMD course

    Run skills and drills plus group runs

    Brick workouts

    Nutrition seminars

    Strength training workshop

    Recovery sessions

    Closing circle and goal sharing exercises

    Important!

    This retreat is limited in space. Adults only. Early registration is required.

    50% of your registration is non-refundable up until March 31st.

    75% is non-refundable starting April 1st.

    100% is non-refundable starting May 1st.

    Dinner is on your own in any lovely St. Michaels restaurant on Saturday the 16th. Reservations recommended.

    Lodging Details:

    Rooms have either 1 queen bed or 2 doubles and are limited. Additional participating athlete in your room (i.e. spouse or significant other in one queen bed, or two friends each in a double bed) is discounted. Each person must register. Know who you will plan to share the room with prior to registering with the discount. Each person can use the codes below to get the discount:

    QUEEN

    DOUBLE

    For insurance purposes, you must be a member of Endurance 2 Perform to participate.

    You can join on the website at www.endurance2perform.com

    14 km from Saint Michaels
    6176 Tilghman Island, Talbot County, Maryland, 21671, United States
    OpenStreetMap Google Maps

    Cycling Group Ride Open Water Run Swim Triathlon

  • Healthy Tilghman 5k or 1 Mile Run/Walk [runsignup.com]

    Sat, May 30, 2026 at 9:00 AM

    Description

    One of the flattest courses you’ll ever run and a great race to strive for a personal record (PR)! The Healthy Tilghman 5K or 1 Mile Run/Walk is a chip timed event held on scenic Tilghman Island...

    One of the flattest courses you’ll ever run and a great race to strive for a personal record (PR)! The Healthy Tilghman 5K or 1 Mile Run/Walk is a chip timed event held on scenic Tilghman Island surrounded by beautiful water views. The race is an out and back course that starts and finishes at the Black Walnut Point Park at 4787 Black Walnut Point Rd, here the 5K course heads out along the breakwater into the surrounding farmland, past a historic church and then back to the park. While the 1mile course route follows along a quiet scenic shoreline.

    Proceeds from the event support Healthy Tilghman, a non-profit that provides health-oriented programs, including counseling and substance abuse services, for the Bay Hundred region.

    RACE INFO

    • Check in and day of registration starts at 8:00 am and the 5K begins at 9:00 a.m., followed immediately by the 1 mile walk.

    • The 5K will be chipped timed by TCR Event Management and results will be posted immediately after the race.

    • Please register early! To guarantee your race tee shirt, participants must register on or before May 18th. After May 18th race shirts will only be available while supplies last.

    • Awards will be given in the 5K to Overall Male and Female finishers and to the Overall Masters Male and Female.

    • Age group awards will be given in the 5k to the 1st through 3rd place winners as follows:

    Ages: 10 and under; 11-20; 21-30; 31-40; 41-50; 51-60; 61-70; 71-80; 81 and over.

    GEAR CHECK

    This is a rain or shine event. Dress accordingly

    REFUND POLICY

    Kindly note that all registration fees are non-refundable

    Race Contact Info

    If you have questions about this race, click the button below

    Questions

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    16.2 km from Saint Michaels
    4787 Black Walnut Point Rd, Talbot County, Maryland, 21671, United States
    OpenStreetMap Google Maps

    1 Miles 3.1 Miles 5k Run Walk

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