11 triathlon, running, cycling, and other events in Cambridge, Maryland

From big races to Saturday morning group runs—find triathlon, running, cycling, swimming, and walking events and connect with the local endurance sports community.

• Run Fur Their Lives 5K Fun Run/Walk [baywateranimalrescue.org] [Register at runsignup.com]
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  Sat, May 02, 2026 at 7:00 AM

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  Join us for the Run Fur Their Lives 5k Fun Run/Walk to benefit Baywater Animal Rescue!

  Lace up your sneakers and dash alongside fellow animal lovers, all for a paw-some cause. Every step you take...

  Join us for the Run Fur Their Lives 5k Fun Run/Walk to benefit Baywater Animal Rescue!

  Lace up your sneakers and dash alongside fellow animal lovers, all for a paw-some cause. Every step you take supports our local no-kill mission, to ensure a brighter future for companion animals of the Eastern Shore. Don't miss out on this tail-wagging event – register now and let's race towards a world where every pet finds their forever home!

  Check-in and bib pickup begins at 7am on Saturday, May 2nd and we will take off at 8am.

  Participants will receive a giveaway item and finisher medal. Can't join us in person but would still like to support the cause? Register for the virtual option and we will send you your bib and finisher items- just send us an email with your mailing address for your runner's bag! All ages and abilities welcome!

  This is an UNTIMED FUN RUN/WALK. We will have a clock, but there will be no official results posted. Rain or shine!

  If you are interested in being a volunteer, please call 410-228-3090.

  3.1 Miles 5k Fun Run Run Virtual Walk

  104 Tech Park Drive, Cambridge, Maryland, 21613, United States
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• Maryland Freedom Swim [runsignup.com]
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  Sat, May 02, 2026 at 8:00 AM

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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.

  2 Miles Open Water Swim Triathlon Walk

  2 Rosehill Pl, Cambridge, Maryland, 21613, United States
  OpenStreetMap Google Maps
• Six Pillars Century [runsignup.com]
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  Sat, May 09, 2026 at 7:00 AM

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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.

  37 Miles 56 Miles 100 Miles Cycling

  0 Somerset Avenue, Cambridge, Maryland, 21613, United States
  OpenStreetMap Google Maps
• Cambridge Crab Run [runsignup.com]
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  Sun, May 10, 2026 at 7:30 AM

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  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)

  3.1 Miles 13.1 Miles Run

  0 Somerset Avenue, Cambridge, Maryland, 21613, United States
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• Ironman 70.3 Eagleman [finishers.com] - Facebook
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  Sun, Jun 14, 2026

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  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 🌄.

  Triathlon

  Cambridge, Maryland, United States
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• Gerry Boyle Firecracker Kids Triathlon [cambridgemultisport.org] [Register at runsignup.com]
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  Sat, Jul 04, 2026 at 6:30 AM

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  Come take part in a Cambridge tradition, the 2026 Firecracker Kids Triathlon will be held on Saturday, July 4, 2026 at the Robbins Family YMCA (201 Talbot Avenue, Cambridge, MD 21613). This annual...

  Come take part in a Cambridge tradition, the 2026 Firecracker Kids Triathlon will be held on Saturday, July 4, 2026 at the Robbins Family YMCA (201 Talbot Avenue, Cambridge, MD 21613). This annual event starts at 8am and includes athletes in the 6-7 year old, 8-9 year old, 10-11 year old, 12-13 year old and 14-15 age groups. With a 25 yard (6-7 yoa), 50 yard (8-9 yoa), 100 yard (10-11 yoa), 150 yard (12-13 yoa) and 200 yard (14-15 yoa) pool swim where flotation devices are allowed.

  All athletes will complete a 2-mile bike ride that also allows for training wheels for your athlete in training! Cap it off with either a .6 mile (6 - 9 age groups) or 1 mile (10 -15 age groups) run. This event is sure to be a MUST DO for your budding triathlete.

  With the start of the race at 8am and an expected conclusion time of 11 am, this is a great way to kick off the holiday weekend. And as always, the Firecracker Kids Triathlon is USA Triathlon sanctioned event!

  Kids Run Swim Triathlon

  201 Talbot Avenue, Cambridge, Maryland, 21613, United States
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• Ironman of Maryland [finishers.com] - Facebook
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  Sat, Sep 19, 2026

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  Ready for a challenge that will leave you with unforgettable memories? 🏃 Come participate in the Ironman of Maryland in Cambridge, an epic race that promises to push your limits.

  Triathlon

  Cambridge, Maryland, United States
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• GFNY Maryland Cambridge [finishers.com] - Facebook - Instagram
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  Sun, Oct 04, 2026

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  Are you ready to experience the ultimate adventure on two wheels? 🚴‍♂️ The GFNY Maryland Cambridge invites you to explore the enchanting landscapes of Dorchester County in the heart of Maryland! With...

  Are you ready to experience the ultimate adventure on two wheels? 🚴‍♂️ The GFNY Maryland Cambridge invites you to explore the enchanting landscapes of Dorchester County in the heart of Maryland! With its two routes of 48 miles and 92 miles, this competition promises you a challenge that meets your expectations. The winding roads and surrounding natural beauty will provide the perfect setting to push your limits and have an unforgettable experience.

  Cycling

  Cambridge, Maryland, United States
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• Cambridge Half Marathon [finishers.com]
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  Sun, Nov 01, 2026

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  Ready to take on a major challenge while exploring the beautiful city of Cambridge🌟? The Cambridge Half Marathon is the perfect opportunity to push your limits! Imagine running through the historic streets of this charming Maryland town, where every stride brings you closer to not only the finish line but also a charitable cause close to your heart ❤️.

  Half Marathon Run

  Cambridge, Maryland, United States
  OpenStreetMap Google Maps