Events in Stevensville, Maryland | 2026-2027

Hot Chocolate 5K [runsignup.com]
Sun, Mar 01, 2026 at 9:00 AM

Description

The weather was perfect for the 2025 HC5K! Clear, crisp with little to no wind. The 2026 5K will be run on Sunday, February 15, with the hopes the weather will be chilly and clear. The rain/snow date...

The weather was perfect for the 2025 HC5K! Clear, crisp with little to no wind. The 2026 5K will be run on Sunday, February 15, with the hopes the weather will be chilly and clear. The rain/snow date is Sunday, March 1st just in case Mother Nature does not cooperate this year.

Our event is a family-friendly/dog-friendly race run during the doldrums of winter. We get you off the couch and out of the house for this fun run. Start and finish at the Kent Island Elementary School and the course takes you along the scenic Cross Island Trail.

So get out your running shoes and sweats and train for this fun 5K. And remember, there is Hot Chocolate at the finish of the run!

Packet Pickup will be Sunday morning, race day, opening at 7:30, in the cafeteria of the school! (Yes, we are back inside). There will be race day registration with no guarantee of receiving a premium. Awards ceremony will begin at 10:00 after the run. Awards for 1st place male, 1st place female, as well as age group awards. Dog treats for all dogs at the end. Age group winners must be present to receive their award.

We have added 5K walking only division this year - Top 3 male and female win awards

A link for the course is located toward the bottom of this page.

5k Fun Run Run Trail Walk
110 Elementary Way, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps

Kent Island Fast & Furriest Run for Rescues [runsignup.com]
Sun, Apr 19, 2026 at 9:00 AM

Description

This race is a 100% charity event! This year, our selected beneficiary is the Eastern Shore Rabbit Rescue and Education Center (https://www.facebook.com/esrrec). This event consists of three...

This race is a 100% charity event! This year, our selected beneficiary is the Eastern Shore Rabbit Rescue and Education Center (https://www.facebook.com/esrrec). This event consists of three distances, 5K, 10K, and 15K, all of which have been certified by USA Track & Field. The 15K distance is part of the Maryland RRCA Grand Prix series of races. The three races all start together at the beautiful Terrapin Nature Park in Stevensville, Maryland and proceed out and back along the Cross-Island Trail on Kent Island. What better way to celebrate Earth Day and the pets we love on a Sunday morning.

5k 10k 15k Run Trail
Blue Star Memorial Highway, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps
Malachi Water Wind Woods Foundation 5K Hurricane Run/Walk [malachiwaterwindwoods.org] [Register at runsignup.com]
Sun, Apr 26, 2026 at 10:00 AM

Description

Run for a purpose! Proceeds of MWWWF events go to those affected by environmental disaster. Our mission is to promote awareness of the critical ecological challenges we face along with the positive...

Run for a purpose! Proceeds of MWWWF events go to those affected by environmental disaster. Our mission is to promote awareness of the critical ecological challenges we face along with the positive programs going on to protect our natural environment. Over 250,000 homes were destroyed or impacted by hurricanes Helena & Milton the biggest hurricane disaster since Katrina. Communities are still recovering! The proceeds of this event go to the Samaritan Purse & the Lumbee Tribe in NC.

Post Party: Run, walk, and celebrate! Enjoy stunning Chesapeake Bay views on the Terrapin / Cross Island Trail, then head to the Kent Island Yacht Club for our after-party (1.3 miles) featuring live music by the McFadden Garcia Trio and an inspiring guest speaker, raffles & prizes.

Packet Pickup: 9:00 am pickup packets and registration at Terrapin Nature Park setup near restrooms. T-Shirts for the first 50 registrants.

Hydration: Water is available at the start and finish line. Bring water with you if needed.

Families Welcome: Children must be accompanied by an adult. Discount fee for those under 18 years of age.

1.3 Miles 5k Run Trail Walk
Blue Star Memorial Highway, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps
2026 Manion WOD - Kent Island High School TMF Youth Club [travismanion.org] [Register at runsignup.com]
Mon, Apr 27, 2026 at 3:00 PM

Description

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...

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.

Virtual
900 Love Point Rd, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps
Run into summer 5K Race for Tides of Grace [runsignup.com]
Sat, May 30, 2026 at 9:00 AM

Description

Run into summer ! As we shake off the cold winter and embrace the spring run the 3rd annual 5K race for Tides of Grace

Tides of Grace is a frontline result driven and goal oriented non-profit...

Run into summer ! As we shake off the cold winter and embrace the spring run the 3rd annual 5K race for Tides of Grace

Tides of Grace is a frontline result driven and goal oriented non-profit organization on the Eastern Shore of Maryland that was established with the mission to support the community through kindness and compassion by providing a helping hand to those in need of resources and services. We are committed to accelerating the development of a better and brighter tomorrow by alleviating the negative outcomes that are endured by those in need of assistance through robust partnership and collaboration. Each month we strive to be a helping hand in the community through kindness and compassion by offering monthly services assisting the community's needs. Each month is a different outreach average 300- 500 people in the community we help each month. Another fun and exciting event is the Prom boutique offering dresses and suits to our Seniors in highs School and others with formal events. Soon the yearly annual Christmas magic toy drive will be celebrating its 7th year. Our events are free to the

community and help offer support and help with whatever chapter they are in during this season of life. We exist to provide an inclusive and enabling environment in different communities and pride our services on meeting the needs of individuals and families we serve.

We are having this 5K race to help us fund future events and afford our space in Centerville that has a recent addition that houses our weekly Crisis Center helping an average of 40 community members weekly. Our goal for fundraising this year is to raise money to maintain our space in centerville.

The 5K race last year helped us to continue to expand our space that now houses the Crisis Center.

The Community Resource center located at 207 N Liberty St your help will continue to allow us to meet the ever growing needs of the community.

5k Run
605 Main St, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps
Bikes & Beers Kent Island [bikesandbeers.com] [Register at runsignup.com]
Sat, Jul 11, 2026 at 8:00 AM
Description
Register for Maryland's Premier 6th Annual Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is at CULT CLASSIC BREWING for a 6th Annual Bike Ride & Beer Event! Ride a 15, 30, or...
Register for Maryland's Premier 6th Annual Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is at CULT CLASSIC BREWING for a 6th Annual Bike Ride & Beer Event! Ride a 15, 30, or 50-mile route through the beautiful area of Kent Island, Maryland followed by a post-ride Beer Festival! Bikes & Beers KENT ISLAND is the area's premier cycling event departing from CULT CLASSIC BREWING and traveling the beautiful area of Eastern Shore, MD. All rides feature morning fuel stations, marked routes, GPS turn-by-turn instruction, rest stops, refreshments, ride marshals, and SAG support. Finish back at CULT CLASSIC BREWING for a beer festival atmosphere of rewarding craft beers, live music, a charity raffle & much more!

This is a ride for everyone - All riding levels are welcome!

WHAT IS BIKES & BEERS:
- Pick your ride distance and create a team of friends & family (optional)
- Mark your calendar for a fun day of cycling and craft beer!
- Pre Ride:
- Check in a half hour before your start time
- We'll provide parking & further ride info in email instructions
- Enjoy free coffee & fresh pastries
- Local bike shops offering last-minute tune-ups
- The Ride:
- Ride your distance with ride leaders
- Fully marked routes & GPS turn-by-turn instructions
- Mechanical support vehicle
- Rest stops with snacks & refreshments
- Post Ride:
- It's time to enjoy (2) complimentary beers on us!
- Official co-branded Bikes & Beers Pint Glass for every rider
- Bikes & Beers high-quality neoprene koozies
- Enjoy the food trucks, live music, games
- Check out our Bikes & Beers merch tent & snack stand
- Live raffle with $2,000+ in prizes!
- Join & Post your photos on our Facebook Page
- Keep in touch with your newly made cycling friends!
*Further event information will be communicated in emails after registration and in the days and weeks leading up to event day!

WHAT YOU'LL GET:
- Official Bikes & Beers X CULT CLASSIC 2026 Pint Glass
- (2) Cult Classic Craft Beers are ON US!
- High-Quality Neoprene Beer Koozies
- Raffle Ticket with a Chance to WIN PRIZES!
- Collectable Bike Plate - Event Photos!
- Unique Pretzels & Athletic Non-Alcoholic Beer
- Entry into the Post-Ride Party with LIVE MUSIC, RAFFLE, GAMES, FOOD TRUCKS & MORE!
NEW TO OUR 2026 EVENTS:
- PROFESSIONAL PHOTOGRAPHERS - At least (3) photographers will be snapping pics of your Bikes & Beers experience during pre-ride, during the ride, and post-ride! We have amazing photo ops!
- NON-ALCOHOLIC BEER OPTIONS - Still want to ride with us but don't want the alcohol? We now have Athletic Brewing sponsoring all our events! Looks for the blue tent and cooler full of flavorful non-alcoholic brews!
- COLLECTABLE BIKE PLATES - At check-in, you'll receive a collectible event wristband and bike plate designed just for this event! They look awesome!
- SPONSOR SNACKS & GIVEAWAYS - Morning coffee, fresh pastries, post-ride pretzel necklaces, recovery protein & much more!
IT'S A CELEBRATION OF CYCLING AND CRAFT BEER!

Riders will also receive a free raffle ticket for a chance to win a brand-new bike and a ton of other prizes including a private brewery tour and cycling gear!

Benefitting BIKE MARYLAND to help improve the cycling conditions in your area. Have fun, and give back!
15 Miles 30 Miles 50 Miles Cycling
1169 Shopping Center Rd, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps
Terrapin Trot 5k & 10k [bishopsevents.com] [Register at raceroster.com]
Sun, Dec 27, 2026 at 8:45 AM

Description

Come out and enjoy this scenic and varied terrain route! You’ll traverse through a forest and along a stretch of sand, with stunning views of the Chesapeake Bay Bridge during part of the race.

5k 10k Run
Cross Island Trail, Stevensville, Maryland, 21666, United States
OpenStreetMap Google Maps

7 running, walking, cycling, and other events in Stevensville, Maryland

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