C3 Tri-County Ice cream classic (Century, Century Metric, and 34.8 Miler Courses)

More cycling events nearby

• Positive Strides Spring Classic [runsignup.com]

  Sat, Apr 11, 2026 at 8:00 AM

  Description

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  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...

  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.

  2.7 km from Easton
  723 Mecklenberg Avenue, Easton, Maryland, 21601, United States
  OpenStreetMap Google Maps

  25 Miles 50 Miles 62 Miles Cycling Walk

• Maryland Freedom Swim [runsignup.com]

  Sat, May 02, 2026 at 8:00 AM

  Description

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  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.

  If you feel that you would like to be a part of this event, then let's get ready to go!!!! This is a great tune up race for the Bay Swim, the Ocean Games and especially the Eagleman 70.3 Ironman Maryland race!!

  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

  This is a point-to-point swim. Participants will park at the Dorchester County Visitor Center at 2 Rosehill Pl, Cambridge, MD 21613, and will be shuttled over to the start area at the Bill Burton Fishing Pier State Park. From there, participants will walk with their starting wave to the start line. Swimmers will be able to pass off pre-race clothing, to be transported to the finish line for you.

  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.

  23.1 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

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  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.

  21.7 km from Easton
  0 Somerset Avenue, Cambridge, Maryland, 21613, United States
  OpenStreetMap Google Maps

  37 Miles 56 Miles 100 Miles Cycling

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

  Fri, May 15, 2026 at 3:00 PM

  Description

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  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

  23.7 km from Easton
  6176 Tilghman Island, Talbot County, Maryland, 21671, United States
  OpenStreetMap Google Maps

  Cycling Group Ride Open Water Run Swim Triathlon

• Ironman 70.3 Eagleman [finishers.com]

  Sun, Jun 14, 2026

  Description

  Ready to take on the challenge of the Ironman 70.3 Eagleman in Cambridge? 🌟 This iconic race offers you a course where endurance and strategy will be your allies. Get ready to dive into the stunning landscapes of the Dorchester County, with its lakes, ponds and breathtaking nature 🌄.

  23.8 km from Easton
  Cambridge, Maryland, United States
  OpenStreetMap Google Maps

  Triathlon