Events in Cecil County, Maryland | 2026-2027

17th Annual Chesapeake City New Years Day 5k [races2run.com]
Thu, Jan 01, 2026

5k Run
108 Bohemia Avenue, Cecil County, Maryland, 21915, United States
OpenStreetMap Google Maps
Valentine 5K by Blue Cheetah Sports Timing [valentine5k.com] [Register at runsignup.com]
Sat, Feb 14, 2026 at 12:00 AM

Description

Time to Run - with your Hon!

Saturday, February 14, 2026 9:00 am start time

Perryville Community Park

100 Marion Tapp Parkway

Perryville MD

5K is only $25.00 per person through 1-31-2026 and includes...

Time to Run - with your Hon!

Saturday, February 14, 2026 9:00 am start time

Perryville Community Park

100 Marion Tapp Parkway

Perryville MD

5K is only $25.00 per person through 1-31-2026 and includes a race shirt and medal. Our course in Perryville Park is USATF Certified and flat 'n' fast. Price will increase to $30.00 beginning on February 1 - 13. Race day pricing, if available, is $35. 1M (untimed) participants are $5.00 less in each category.

Parking is available in Perryville Park, see Parking Map for details.

Race day packet pickup will begin onsite at 7:30 am. Early packet pickup at Charm City Run in Bel Air on Thursday 2/12 from 5-7 pm.

A portion of the race proceeds plus any donations will benefit the National PTSD Foundation.

Virtual Event: If you cannot make it on race day and want to switch to the Virtual Event, no problem! Please send us an email. Requests must be recieved by 9 am on 2/14, and a shipping fee of $7.00 will apply. Due to race day swaps, we cannot guarantee that you will receive your original shirt size, but we will make every effort to do so.

1 Miles 5k 3.11 Miles Run Virtual
100 Marion Tapp Parkway, Cecil County, Maryland, 21903, United States
OpenStreetMap Google Maps
Mount Aviat Academy 5K & Sister Walk [mountaviat.org] [Register at runsignup.com]
Sun, Apr 19, 2026 at 9:15 AM

Description

Please join the Mount Aviat community on Sunday, April 19th 2026 at 9:15 am for the 13th Annual 5K & Sister Walk.

Register now to receive pre-registration pricing which includes a race t-shirt....

Please join the Mount Aviat community on Sunday, April 19th 2026 at 9:15 am for the 13th Annual 5K & Sister Walk.

Register now to receive pre-registration pricing which includes a race t-shirt. Pre-registration pricing is $30 per person, or $100 for a family 4-pack. T-shirts are not guaranteed after 3/30/26. Day of registration is $35 per person and does not include a t-shirt. Additional shirts can be purchased online for $10 per shirt during the pre-registration period. Overall male and female trophies will be awarded as well as 1st, 2nd, and 3rd place for each age grouping. The awards ceremony and refreshments will be held in the gym immediately following the race. Each race participant will be entered into a raffle to win prizes at the awards ceremony. Mass will take place before the race at 8:00 am at Holy Family Hall, located at the school. Packet pickup is in the school gym starting at 7:45 am.

Race proceeds will support the continued development of the newly created playscape. All students have access to the area and have thoroughly enjoyed using it so far.

This race is professionally timed and managed by Blue Cheetah Sports Timing

5k 3.11 Miles Run Walk
399 Childs Rd, Cecil County, Maryland, 21916, United States
OpenStreetMap Google Maps

Pain in De Ass 5K [fusionracetiming.com] [Register at runsignup.com]
Sun, Jun 07, 2026 at 9:00 AM

Description

Located in the beautiful town of Chesapeake City Maryland you will start and finish this race near the beautiful waters of the Chesapeake Bay.

After you finish your run along the C & D Canal and...

Located in the beautiful town of Chesapeake City Maryland you will start and finish this race near the beautiful waters of the Chesapeake Bay.

After you finish your run along the C & D Canal and through town, join us for a post-race party to remember on the deck of the Chesapeake Inn.

Just to entice you a little bit more, every participant will also get a complimentary Pain in De Ass signature drink.

*All participants will receive a Pain in De Ass 5K shirt and Finisher Medal.

5k Run
605 Second Street, Cecil County, Maryland, 21915, United States
OpenStreetMap Google Maps
17th Chesapeake City Canal Race 5k [races2run.com] [Register at raceroster.com]
Sat, Jun 27, 2026 at 8:00 AM

Description

17th Annual Chesapeake City Canal Race 5k

June 27, 2026 – Saturday

Chesapeake City, MD

We ask all participants and guest to bring a non-perishable food item for The Chesapeake City Ecumenical Associations Food Pantry.

Donations and Proceeds of race go to fund our Recycling Program, Chesapeake City is the Top Recycling Town in Cecil County Fourteen Years running.

5k Run
208 Bank Street, Cecil County, Maryland, 21915, United States
OpenStreetMap Google Maps
Diamond in the Rough Triathlon [kineticmultisports.com] [Register at runsignup.com]
Sat, Jul 11, 2026 at 7:30 AM

Description

Midway between Baltimore and Philadelphia, this race is staged out of beautiful Perryville Community Park in Perryville, Maryland which is truly a hidden gem, a diamond in the rough. Nestled on...

Midway between Baltimore and Philadelphia, this race is staged out of beautiful Perryville Community Park in Perryville, Maryland which is truly a hidden gem, a diamond in the rough. Nestled on forested bluffs overlooking the top of the Chesapeake Bay this park makes for the epicenter of a great race. The swim takes place in the Chesapeake Bay and features an in water start off the dock. The Sprint bike course is a rolling out and back course while the Olympic bike course is technical with a mix of suburbia, rolling farm country and a fast, flat drag strip along River Road. The run course is mostly flat and winds its way along the Chesapeake Bay on sidewalks and back roads. This event is not to be missed and Cecil County is a great area to explore. Sailing, hiking, dining and more can be found minutes from the race site, you can learn more HERE.

Be sure to check out our race video HERE, then sign up below!

****All athletes must stay in the park until the bike route is clear of incoming bikes. If you must leave prior to the bike course being clear you MUST park outside the park at the fire department lot, approximately 1.35 mile from the race site. If you park inside the park, all cars will be “locked in” until the police deem the roads safe to allow cars to exit. Our goal is a safe race for ALL athletes and we appreciate your cooperation in this matter.

Run Swim Triathlon Walk
100 Marion Tapp Parkway, Cecil County, Maryland, 21903, United States
OpenStreetMap Google Maps
Run the Vineyards - Bohemia Manor Farm 5K & 8K [gooddayforarun.com] [Register at runsignup.com]
Sat, Aug 01, 2026 at 9:00 AM
Description
Run for Wine at this amazing 5K and 8K race through the historic property of the Bohemia Manor Farm!

The Race:
- Chip Timed Races start at 9 AM. Live-streamed instant results
- 5K Course will take...
Run for Wine at this amazing 5K and 8K race through the historic property of the Bohemia Manor Farm!

The Race:
- Chip Timed Races start at 9 AM. Live-streamed instant results
- 5K Course will take you through the vineyard, along the Bohemia River, and through a wooded trail.
- The 8K is a bit more technical with wooded trails, but you also enjoy the vineyard and waterfront views.
- Awards for Top 3 Overall and Age Group Male & Female Winners (14 & under, 15-19, 20-29, and every 10 yrs)
- Water stops and friendly course marshals
- Finish line water and bananas and wine and more....
The Swag and Amenities:
- High Quality Tech Shirt ~ Men's/Unisex, Women's, or Youth options or upgrade to Women's Racerback Tank Top for $5 extra. Men's Tanks option for no added cost. *Please register by July 19 to guarantee first choice. Many extras ordered and available while supplies last after July 19.
- Stemless Wine Glass with "Run the Vineyards" logo for all finishers
- Souvenir Finisher Medals available for $8 during registration or $10 on race day (while supplies last)
- Complimentary glass of wine for finishers (ages 21+).
- Free downloadable photos from professional photographer - race and after-party pics!
After Party:
- A one of a kind after party on the Bohemia River Waterfront
- Enjoy the Tiki Bar and a complimentary glass of wine. (Age 21+ ID required to receive wine)
- Spectators welcome. Wine available for purchase.
- Live Musician performing until noon
- Food Truck On-Site with some great food options!
More Race Info:
- 5K Walkers and all ages welcome. Start on time at 9 AM behind the runners. Registration required to participate.
- Race is Rain or Shine. No refunds or deferrals.
- Packet Pick-Up on Race Day @ 7:30 AM - 8:30 AM at the "Good Day for a Run" tent at the winery.
Volunteers receive great perks and free future race entry! Visit "Volunteer" tab for more details and sign up!

Invite Facebook friends on the Event page here: facebook.com/events/1928763724380009
5k 8k Run Trail Walk
Augustine Herman Highway, Cecil County, Maryland, 21915, United States
OpenStreetMap Google Maps
North East Triathlon [kineticmultisports.com] [Register at runsignup.com]
Sun, Aug 23, 2026 at 7:30 AM

Description

The North East Triathlon is an amazing race in a beautiful location. Just minutes from I-95, a Chesapeake Bay time trial swim and well paved country roads along Elk Neck State Forest make this a...

The North East Triathlon is an amazing race in a beautiful location. Just minutes from I-95, a Chesapeake Bay time trial swim and well paved country roads along Elk Neck State Forest make this a great race. The course is low traffic, hilly and technical in places, but has plenty of straightaways and beautiful views. The run course is a lightly rolling, out and back course on the shoulder heading south of town. This Chesapeake Bay waterfront town is worth a weekend away, there are plenty of boats, parks, restaurants and roads to explore.

We know you will love this race, watch our race video to learn more.

For further race details go to https://kineticmultisports.com/races/northeast/.

Run Swim Triathlon
203 W Walnut Street, Cecil County, Maryland, 21901, United States
OpenStreetMap Google Maps
Crush the Chesapeake 5K [fusionracetiming.com] [Register at runsignup.com]
Sun, Aug 30, 2026 at 9:00 AM

Description

Orange Crushes in Chesapeake City......SIGN ME UP!

Join Fusion Racing for a 5K with a post-race party at the Chesapeake Inn.

We are not sure if we are more excited about the orange crush or the EPIC Finisher Medal!

5k Run
605 Second Street, Cecil County, Maryland, 21915, United States
OpenStreetMap Google Maps

9 events in Cecil County, Maryland

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