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Positive Strides Spring Classic

Date:
Sat, Apr 11, 2026 at 8:00 AM – 2:00 PM
Location:
723 Mecklenberg Avenue
Easton, Maryland
21601
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
25 Miles 50 Miles 62 Miles Cycling Walk

IN PERSON, WALK UP REGISTRATION BEGINS ON SAT, APRIL 11 AT 8AM.

Positive Strides Therapeutic Riding Center invites cyclists to its 13th Annual Spring Classic Bike Tour on April 11, 2026, in support of its mission to build confidence, self-esteem and a sense of accomplishment for children and adults with physical, cognitive and emotional challenges.

Over 300 cyclists are expected to converge on the town of Easton, MD to participate in a 25, 50 or 62-mile ride along some of the most scenic routes in Talbot County. It starts and ends at Easton High School, 723 Mecklenberg Avenue, Easton, MD 21601. Packet pickup is at 8 a.m. It's a fully supported event featuring three rest stops loaded with our famous homemade baked goods as well as typical rest stop fare. Our delicious, award-winning cream of crab soup awaits you at the end of the ride. A food truck will provide additional lunch options for purchase. The event will take place rain or shine.

BECOME A FUNDRAISER We encourage ALL cyclists to donate and/or select “Become a Fundraiser” when they register for the event. It creates a page that can be shared with family, friends and colleagues. Although fundraising is optional, we appreciate every dollar raised to help us help some of the most vulnerable people in Talbot, Caroline, Dorchester and Queen Anne’s counties.

“When you ride for Positive Strides, you ride for the countless men, women and children who benefit from horse therapies on the Eastern Shore,” says Kim Hopkins Thomas, executive director of Positive Strides. From autism and addiction recovery to PTSD and cerebral palsy, horses play a powerful role in giving a person the confidence and skills they need to live a fulfilling life.

The Spring Classic is known for its friendly volunteers, homemade baked goods and the famous cream of crab soup served at lunch. This event welcomes people of all ages and fitness levels to come together to have fun and fundraise.

The Spring Classic is fun, focused and full of energy! It’s so much more than a bike ride. Follow Positive Strides on Facebook where you’ll find info on this year’s ride and photos from past rides. For more information about Positive Strides, visit www.positivestridescenter.org.

More cycling events nearby

  • 4th Annual Merrill Morgan 5k for Parkinson's Disease [seashorestriders.com] [Register at runsignup.com]

    Sat, Apr 18, 2026 at 9:00 AM

    Description

    Join us to honor longtime Coach Merrill Morgan

    Join the Seashore Striders for the 4th 5k Run & a 1 mile walk as we honor longtime Colonel Richardson High School Coach Merrill Morgan. The former boys’...

    Join us to honor longtime Coach Merrill Morgan

    Join the Seashore Striders for the 4th 5k Run & a 1 mile walk as we honor longtime Colonel Richardson High School Coach Merrill Morgan. The former boys’ head basketball coach, Morgan, had 505 career victories, earned 485 of those over his 38 seasons at Colonel. He led Colonel to the state finals in 1976, and reached the state semifinals in 1973, 1976, 1990 and 1995. In the fall of 1967 to joined Caroline County's Colonel Richardson High School where he served as a guidance counselor from 1967-2004; varsity boy's basketball coach from 1967-2005; and assistant girl's track coach in the 1970s. He excelled in all positions, as he encouraged and assisted both athletes and non-athletes, boys and girls, to be the best they could be. He said he wanted to be remembered for "always being fair."

    RACE DATE: Saturday, April 18, 2026

    RACE TIME: 9 am start

    RACE LOCATION: Colonel Richardson High School, 25320 Richardson Rd, Federalsburg, MD 21632

    RACE DAY PICKUP: Pick up your Race Bib & T-Shirt from 8 am - 8:50 am at the start on race morning

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    • $25 "EARLY BIRD" registration (till APRIL 12th at midnight)

    • $30 "RACE WEEK" registration (till APRIL 17th at midnight)

    • $35 "RACE DAY" registration from 8-8:50 at CRHS at the Race Location

    1 MILE FUN WALK ENTRY FEE:

    • $20 "EARLY BIRD" registration (till APRIL 12th at midnight)

    • $25 "RACE WEEK" registration (till APRIL 17th at midnight)

    • $30 "RACE DAY" registration from 8-8:50 at CRHS at the Race Location

    STUDENT FEE 5K or 1 MILE FUN WALK ENTRY FEE: (Must be a current MS or HS Student)

    • $20 Registration (till APRIL 17th at midnight)

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    • No Student Discount on Race-Day

    TO BENEFIT:. Parkinson's Disease in Honor of Merrill Morgan

    SPONSOR/HOST: Colonel Richardson High School in cooperation with the Seashore Striders & Seashore Strider Event Production Inc.

    RACE COURSE:. A loop 5k course on the country roads of Federalsburg, MD

    • CLICK HERE to view the course

    RACE TIMING: Seashore Strider Event Production will chip time the event using the Chronotrack chip timing system.

    RACE AMENITIES: Long sleeve race shirts, medals to age group winners and light refreshments which includes "Coaches Favorites"

    AWARDS: Overall male and female, Masters, plus top 3 in 10 year age groups 13 under to 70 over. Top 3 male & female walkers will receive medals

    ENTRY INFO: Make checks payable to “Seashore Striders" if using the Universal Entry Form

    RACE DIRECTOR: Tim Bamforth, Seashore Striders/Seashore Strider Event Production, Inc. tim@seashorestrider.com
    20.6 km from Easton
    25320 Richardson Road, Caroline County, Maryland, 21632, United States
    OpenStreetMap Google Maps

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  • C3 Tri-County Ice cream classic (Century, Century Metric, and 34.8 Miler Courses) [ridec3.org] [Register at runsignup.com]

    Sat, May 02, 2026 at 7:00 AM

    Description

    Welcome to Chesapeake Cycling Club's Tri-County Classic spring cycling event, which will take you on a tour of Talbot, Queen Anne's, and Caroline Counties, in the heart of Maryland's Eastern Shore,...

    Welcome to Chesapeake Cycling Club's Tri-County Classic spring cycling event, which will take you on a tour of Talbot, Queen Anne's, and Caroline Counties, in the heart of Maryland's Eastern Shore, considered one of the top cycling destinations in America, with “a crazy quilt of fields, small towns, coves, and sinuous tributary rivers.

    Check-in Details: So we will have check-in from 6:30 am to 10 am. We have each group with a suggested start time: 7:00 am for the Century route, 7:30 am for the Metric Century route, and 8:00 am for the 34.8-mile route. This is so you can ride with the group on your route, based on rest stop times. It is a check-in with a show-up-and-go, so no big line-up, but no check-ins after 10 am. You need to keep in mind that the Oxford ferry and Scottish Highland Creamery open at 8:30 am, which is 50 miles out for the Century and Century Metric groups, and 14 miles for the 34-mile group. You know your speed, so you decide what time works for you within the range we have provided.

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    https://www.911trail.org/25th-anniversary-cycling-challenge.html

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    Tickets: You will be given three tickets at check-in: one for a free ice scoop from Scottish Highland Creamery, one for the free ferry crossing, and one for your lunch tacos.

    https://www.washingtonpost.com/creativegroup/talbotcountymd/a-cycling-paradise-on-marylands-eastern-shore/

    Three Distances to Choose From: 34 Miles, Metric Century, and Century. We will mark the course with yard sign arrows and ground arrows, download each ride's GPS route, and print a cue sheet for back-ups.

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    Supporting Wounded Warriors

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    Policies: Ride is rain or shine (no rain date). Helmets are required.
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    OpenStreetMap Google Maps

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  • Maryland Freedom Swim [runsignup.com]

    Sat, May 02, 2026 at 8:00 AM

    Description

    ALL 2025 REGISTRANTS WILL RECEIVE AN EMAIL TO SEE IF THEY WANT TO CLAIM THEIR ENTRY FOR THE 2026 EVENT. DECISIONS MUST BE MADE BY JANUARY 1st, WHEN WE WILL OPEN UP REGISTRATION TO ALL OTHERS.

    Let's...

    ALL 2025 REGISTRANTS WILL RECEIVE AN EMAIL TO SEE IF THEY WANT TO CLAIM THEIR ENTRY FOR THE 2026 EVENT. DECISIONS MUST BE MADE BY JANUARY 1st, WHEN WE WILL OPEN UP REGISTRATION TO ALL OTHERS.

    Let's go for a swim!!!!! Who hasn't driven over the Frederick C Malkus Jr bridge (Choptank River Bridge) on Route 50 and wondered what it would be like to swim from one side to the other? Well if you are one of THOSE folks, this is a race for you.

    On Saturday, May 2nd, 2026, join us as we navigate the Choptank River, between the bridges from the Talbot County side to the Sailwinds Park beach access point on the Dorchester County side. This 2.0 mile trip across the Choptank River and will be supported by paddle craft, motor craft and the US Coast Guard.

    A portion of the proceeds from this race will go to the Shore Rivers organization (www.shorerivers.org)

    EXPERIENCE REQUIRED

    We invite our experienced open water swimmers to come and join us for this journey. Make no mistakes about it, this is not for the inexperienced swimmer. This straight course may sound simple but the Choptank River is a flowing body of water and we will be navigating around/through two bridges. We ask that you show proof of open water swimming experience (triathlon, open water swim events, etc) or that you have successfully completed a ONE MILE POOL SWIM in ONE HOUR (the attached form is to be signed by a certified lifeguard at a pool once the requirement completed. The completed form can be emailed to info@tcreventmanagement.com ). Please keep in mind that if you do a pool swim, you should aim to be able to swim this 2.0 mile course continuously, as there will not be any places to stop and rest on the course.

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    WETSUITS

    Water temperature is expected to be in the upper-sixties to mid-seventies, Fahrenheit. If the water temperatures are below 58 degrees, we will require wetsuits (it has not been in the last 5 years). If water temperatures exceed 84 degrees, wetsuits will not be allowed (hasn't been near there either).

    SCHEDULE (All times subject to change, based on tides for that day)

    6:00 AM – 7:00 AM Pre-race check-in

    7:00 AM Swimmer pre-race safety meeting (mandatory)

    7:15 AM – 7:45 AM Shuttles to starting line

    8:00 AM Start of self seeded swim waves

    Swimmers will enter in groups of 6, every 10 seconds

    10:15 AM Post-event activities begin/AWARDS

    SWIM START

    This race will begin with on the beach and swimmers will be sent off in groups of 6, every 10 seconds. Athletes will be invited to self-seed themselves in an appropriate time frame. Seeding signs will be held up by volunteers, to give a visual of when to enter the water.

    Porto-johns will be available (only 2 to lessen the impact on our partners) but please use the restroom prior to coming on the bus.

    Water will be available at the start line.

    THE COURSE

    Refer to the course map at the bottom of this page. The racecourse is a point-to-point swim. The starting line is at the beach on the Ferry Point Marina in Talbot County and is marked by two round buoys. The race is an on beach start and swimmers will enter in groups of 6.

    TIDES

    Slack tide will be at 840am on race day, giving very little tidal flow at the center span.

    SAFETY

    The Maryland Freedom Swim makes swimmer safety the most important component of the event. We will have a number of safety kayakers and safety boats out on the course with us to ensure swimmer safety at all times. All boats are able to communicate via both hand held and ship to shore radios. All swimmers are required to follow specific procedures to participate in the event. These procedures are designed to protect swimmers from injury and will be enforced by the Safety Director.

    RACE PREMIUMS

    At registration all racers will receive several items including a swim cap , a Maryland Beach Towel, a gear bag that your pre-race equipment can be stored in and delivered to the finish line for you, and other giveaways from our sponsors.

    ATHLETE GUIDE

    After registration each participant will be sent an athlete guide. This guide will explain all of the event details including parking, registration, shuttles, swim start, swimmer rules, and everything else you’ll need for race day. This guide will be sent out in mid April, 2026.

    VOLUNTEERS

    The safety of our swimmers is largely dependent on the number of volunteers helping with the race, both on the land and in the water via kayak or boat. If you don't think you are up for the swim this year but would like to volunteer, check out the "VOLUNTEER" tab on the registration website and sign up. If you have family or friends who are competing and you want your share of race-day action, volunteering is a great way to get involved and feel good about it. Or if you're planning to swim in the event and you know that your family or friends would be a good volunteer - send them over the registration page to sign up as a volunteer.

    EVENT: 2 MILE MARYLAND FREEDOM SWIM

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    Swimmers must prove Open Water Experience OR have certification that they have completed a POOL SWIM of at least ONE MILE in under ONE HOUR.
    21 km from Easton
    2 Rosehill Pl, Cambridge, Maryland, 21613, United States
    OpenStreetMap Google Maps

    2 Miles Open Water Swim Triathlon Walk

  • Six Pillars Century [runsignup.com]

    Sat, May 09, 2026 at 7:00 AM

    Description

    We are BACK for our 18th year as the Six Pillars Century, with a new date. We have been ROCKED by weather the past few years with the first weekend in May, so we are pushing back a week. SATURDAY,...

    We are BACK for our 18th year as the Six Pillars Century, with a new date. We have been ROCKED by weather the past few years with the first weekend in May, so we are pushing back a week. SATURDAY, MAY 10, 2025!!! Save the Date!!!!

    We will be on the same great routes as last year, and can't wait to show you all that Dorchester County has to offer. We can't wait to celebrate with you at Gerry Boyle Park at Great Marsh when you are all done for the day! We'll have refreshments and more while you recover your legs!

    Cycle the scenic back roads of picturesque Blackwater Wildlife Refuge in Dorchester County, MD. Choice of three FLAT routes: 37 miles, the famous 56 – mile Eagleman course, or our beautiful 100 – mile century course that takes you through quaint townships along the Chesapeake Bay and back through serene woodlands. Begin your day at Gerry Boyle Park at Great Marsh complementary pastries and more along the shore of the scenic Choptank River, before heading out on 2 wheels.

    Join us and help support our youth programs creating tomorrow's leaders, today!

    PACKET PICKUP TIMES AND LOCATION

    Friday night - 5pm to 7pm - Gerry Boyle Park at Great Marsh Park

    Saturday morning - 6am to 9am - Gerry Boyle Park at Great Marsh Park, Somerset Avenue, Cambridge, MD

    Suggested start times are:

    Century (100 Mile) - 7am

    56 Mile (Eagleman course) - 8am

    37 Mile - 9am

    We would like all riders to leave by 9am. There is an 8 hr cutoff, based on the 7am start time, for the course. All support will discontinue at 3pm

    Please join us for our 18th annual Six Pillars Century Blackwater Tour.
    19.7 km from Easton
    0 Somerset Avenue, Cambridge, Maryland, 21613, United States
    OpenStreetMap Google Maps

    37 Miles 56 Miles 100 Miles Cycling

  • Cambridge Crab Run [runsignup.com]

    Sun, May 10, 2026 at 7:30 AM

    Description

    We are excited to say that we are returning for our traditional Sunday (Mother's Day) event!!!

    The Crab Run consists of a half marathon (13.1 miles) immediately followed by a 5k (3.1 miles) run, all...

    We are excited to say that we are returning for our traditional Sunday (Mother's Day) event!!!

    The Crab Run consists of a half marathon (13.1 miles) immediately followed by a 5k (3.1 miles) run, all from the grounds of Gerry Boyle Park at Great Marsh, located at 0 Somerset Avenue, Cambridge. Our half marathon follows the same course as the Eagleman event in June, a perfect opportunity for a preview of the course in cooler temperatures.

    This race takes you past the Choptank river at the start before rolling out to the country roads of Dorchester County.

    If you are looking for a challenge, why not sign up for the KING CRAB challenge? You must complete the half marathon in under 2 hours to make it in time for the start of the 5k. Do you have what it takes to make the time cut?

    Packet Pickup

    Right now the plan is to have Packet pickup on site ONLY, on Sunday morning. We will be in under the 1st Pavilion at Gerry Boyle Park at Great Marsh (0 Somerset Avenue, Cambridge, MD) and packet pickup will run from 6:30 am to 7:15 am. This packet pickup will be for the Half marathon and King Crab (both the half with a time under 2 hours and the 5k) participants.

    Traditional 5k participants may check in at this time but your start time is not until 930.

    Schedule

    • 06:30 - 0715 Half Marathon/King Crab Packet Pickup/Registration

    • 07:30 Half Marathon START

    • 07:45 - 0915 5k Packet Pickup/Registration

    • 09:30 5k START

    • 10:30 AWARDS CEREMONY (Time subject to change)
    19.7 km from Easton
    0 Somerset Avenue, Cambridge, Maryland, 21613, United States
    OpenStreetMap Google Maps

    3.1 Miles 13.1 Miles Run

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