10 events in Cumberland County, Maine

The 47th annual Sebago Days celebration will again include a road race open to both runners and walkers. It'll be a 5-kilometer out-and-back course on Route 11, starting near the intersection of Route 114, and the course will be closed to traffic.

T-shirts to the first 150 entrants in the 5K.

Registration through March 31 is $25. The entry fee for adults increases to $35 on April 1 but remains $24 for ages 17 and under, and race-day registration for everyone is $40.

No preregistration is required for the free 50-yard toddler dash at 7:50 a.m.

Awards for top three overall males and females, and first place in the following male and female categories: Overall, 10 & under, 11-13, 14-17, 18-29, 30-39, 40-49, 50-59, 60-69, 70 & over.

Packet pickup and registration will be available Saturday, July 18, at the Sebago Days information tent next to the raffle camper.

In 2026, the Ruck for the Fallen will unite members of our community to honor our fallen Service Members in a 10k obstacle course race hosted at Pineland Farms in New Gloucester, ME. We do this in tribute of those men and women from our local community whose lives were lost while serving in our nation's Armed Forces and who fought to defend the freedoms of America that we enjoy each and every day.

During this race, participants will strap packs to their backs and ruck through the beautiful (yet challenging) trails of Pineland Farms before undertaking "The Crucible," a series of 20+ obstacles that will test your strength, will, and endurance before crossing the finish line and earning your place amongst the elite.

Challenge. Serve. Inspire. These are the three pillars of R4TF that we encourage each member of our community to emulate. Together, we will carry forth the selfless service and extraordinary character that was exemplified by each of our fallen heroes. By doing so, we will remember them and continue to live a life worthy of their sacrifice.

UCan 5K & Kids Fun Run – A Community Tradition Continues

Join us on Saturday, August 29th as we proudly host the second year of the revived UCan 5K, a cherished community tradition held in loving memory of Candace Woolston. This meaningful event celebrates community spirit, wellness, and the enduring legacy of a beloved community member.

Participants will enjoy a scenic 5K course showcasing the natural beauty of Raymond, including picturesque views of Sebago Lake. The race will begin and end at Sheri Gagnon Memorial Park, traveling along familiar local roads that make this event both memorable and enjoyable for runners and walkers of all abilities.

In addition to the 5K, we are excited to offer a Kids Fun Run prior to the main event—providing our youngest community members an opportunity to participate and promote healthy, active lifestyles.

Proceeds from this year’s UCan 5K will directly benefit four outstanding organizations dedicated to strengthening our community.

We invite you to run, walk, and rally around this special cause as we continue building momentum in the second year of bringing this important tradition back to Raymond.

Registration is now open. Shirts are not guaranteed for participants who register after August 1st.

Last Man Standing Ultramarathon is a backyard ultra race held on the pristine, wooded trails of Pineland Farms in New Gloucester, Maine. The course is a 4.2 mile loop with double track and some moderate elevation gain.

The LMS course is as inviting as it is challenging. Those who are new to trail running and the backyard ultra format may find themselves completing new personal best distances. Trail veterans will push against their toughest limits and break through them!