4 cycling, fun run, and running events in Easton, Maryland

Join us on Sunday, April 26 for The Country School's fourth annual Black and Gold Run and Fun Fest in historic downtown Easton, MD. This family-friendly day of running and fun includes:

• a 5K race complete with themed cheer stations planned by each class,

• a one mile obstacle course Fun Run around campus,

• our signature K/8 Buddy Run for our TCS student buddies,

• inflatables, games, and activities for the kids,

• Fun Fest t-shirt tie-dying,

• food vendors, and

• MORE!

Whether you just race, just play, or do it all, we hope to see you on April 26th for a fun-filled morning with family and friends!

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.

The Manion WOD (Workout of the Day) is a powerful tribute to 1stLt Travis Manion, USMC, designed to unite veterans, families of the fallen, and inspired civilians in honoring one of our nation’s heroes. Hosted by CrossFit boxes, ruck clubs, and gyms nationwide—or completed virtually anytime, anywhere—this workout challenges its participants to push harder, go further, and grow stronger in memory of those who have sacrificed for our freedoms.

We can’t wait for you to take part in the 2026 Manion WOD! Gear up to challenge yourself, honor our nation’s heroes, and receive your exclusive 2026 Manion WOD shirt—plus the chance to earn even more exclusive rewards.

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.

Course Markings: We will use arrows for road routes and yard signs. We will have signs for rest stops, Ice cream pit stop, etc. Please print your own cue sheet and download the ridewithgps app. (routes updated)

Pink Century-mile course

Green Metric Century-mile course

Blue 34.8-mile course

9/11 trail 25th anniversary cycling challenge

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

C3 Tri-County Ice Cream Classic Jersey order link.

https://custom.athlosports.com/collections/c3-chesapeake-cyling-ice-cream-classic

SAG support: This is not bike maintenance or medical; this is for those who need to be picked up and supported along the route. We will also do a sweep starting at Noon for all routes to make sure everyone is doing okay.

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.

C3 Tri-county classic Century course with ferry crossing

https://ridewithgps.com/routes/45433954

C3 Tri-County Classic Century Metric course with ferry crossing

https://ridewithgps.com/routes/38888006

C3 Tri-County Classic 34-mile course with ferry crossing

https://ridewithgps.com/routes/50316225

What's Included: Free stuff, including a commemorative Camelbak Podium Bike Water Bottle to each participant! Plus free one-way passage on the Oxford-Bellevue Ferry! Finish Line Food: Tacos by Papuseria Kent Island Food Truck, RAR Beer, KG Band, Ice Cream Pit Stop, Rest Stops, Marked Course, Bike aid station, and sag support

Register In Advance: Pre-Registration Only (no day-of registration). $55 per rider, prices go up on January 1st, 2025, to $60 and on March 1st to $65.

Supporting Wounded Warriors

Supporting Harriett Tubman Museum

Rest Stops for Metric Century course: Well-Stocked, and even tire pumps on hand—just in case! Rest Stop #1 7:30 am to 11 am at Mile 20: Tuckahoe State Park Lake Pavillon 137073 Crouse Mill Rd Rest Stop #2 8:30 am to Noon at Mile 40: Talbot Mentors 108 Maryland Ave, Easton MD 21601 Rest Stop #3 8:15 am to 2 PM at mile 79 Oxford-Bellevue Ferry Landing, Ferry Crossing Slip Rd, Oxford, MD 21654, Rest Stop #3 9:30 am 2:30 pm Unionville church 55 miles

Rest Stop for 34.8-mile course #1 8:15 am to 2 pm Oxford-Bellevue Ferry Landing, Ferry Crossing Slip Rd, Oxford, MD 21654, Rest Stop #2 8:15 am to 1 pm St Stephens AME Church, Unionville, MD at mile 26. This is a very historic church that includes the Civil War trail and the grave site.

Century Rest Stops Rest Stop #1 7:30 am to 11 am at Mile 20: Tuckahoe State Park Lake Pavillon 137073 Crouse Mill Rd Rest Stop #2 8:30 am to Noon at Mile 40: Talbot Mentors 108 Maryland Ave, Easton MD 21601 Rest Stop #3 9 am to 1 pm at Church trappe 63 miles Rest Stop #4 8:15 am to 2 PM at mile 79 Oxford-Bellevue Ferry Landing, Ferry Crossing Slip Rd, Oxford, MD 21654, ST Stephens AME Church Rest Stop #5 9 am to 2:30 pm 91 mile

Pit Stop option: Scottish Highland Creamery, 8:30 am to 2 pm, for a scoop of ice cream you decide. 103 South Morris Street, Oxford, MDhttps://scottishhighlandcreamery.com

2023 C3 Tri-county classic Video

https://www.delmarvaphotos.com/c3tc2023/h6dcb69be

Event Ice Cream Jersey Kit link

https://custom.athlosports.com/collections/c3-chesapeake-cyling-ice-cream-classic

We are proud to be an Associated Club of Major Taylor.

Hotel Deals

https://www.marriott.com/en-us/hotels/esnfi-fairfield-inn-and-suites-easton/overview/

https://www.ihg.com/holidayinnexpress/hotels/us/en/find-hotels/select-roomrate?fromRedirect=true&qSrt=sBR&qIta=99801505&icdv=99801505&qSlH=easex&qCiD=01&qCiMy=042026&qCoD=03&qCoMy=042026&qGrpCd=TRI&setPMCookies=true&qSHBrC=EX&qDest=8561%20Ocean%20Gateway,%20Easton,%20MD,%20US&showApp=true&adjustMonth=false&srb_u=1&qRmFltr=

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