10 walking events in Portland, Maine

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

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Maine Track Club Longfellow 3K [runsignup.com]
Sun, Mar 29, 2026 at 8:00 AM

Description

Celebrate Portland, Maine's No. 1 bard, Henry Wadsworth Longfellow, with an in-person 3K run or virtual 3K run/walk/swim on our scenic route on Congress St., Portland, Maine.

The race will begin...

Celebrate Portland, Maine's No. 1 bard, Henry Wadsworth Longfellow, with an in-person 3K run or virtual 3K run/walk/swim on our scenic route on Congress St., Portland, Maine.

The race will begin promptly at 8AM on Sunday, March 29th, 2026. The start and finish line is located on Congress Street, directly in front of Lincoln Park and Top of the Old Port parking.

Awards will directly follow race at or near 9AM. We anticipate holding the awards ceremony in the gym of Portland HS.

Handcrafted awards to 1st and 2nd overall Male, Female and Non-Binary participants as well as the top overall Team. Handcrafted age group awards to top Male, Female in categories <10, 11-14, 14-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80-84, 85+.

RACE UPDATES as of 2/26:

We are lucky to have Portland High School host our event this year. Portland High School School will be available to runners starting at 6:30am-10:00am on race day. We anticipate having the awards ceremony in the gym immediately after the race concludes ~9am. The only restrooms available for the race will be at Portland High School.

Bib pick up for the race will be held at FinishStrongPT (in the back of Marathon Sports Portland) on Saturday, March 28th from 10-12pm. We will also have bib pickup and registration open the morning of the race at Portland HS, starting at 6:30am on race day.

3k Run Swim Virtual Walk
350 Congress Street, Portland, Maine, 04101, United States
OpenStreetMap Google Maps

Dash for the Derby 5K [runsignup.com]
Sat, May 02, 2026 at 9:00 AM

Description

KENTUCKY DERBY DAY

WHAT: DASH FOR THE DERBY 5K WALKERS WELCOME

WHEN: SATURDAY MAY 2ND 9AM AT MARATHON SPORTS PORTLAND 309 MARGINAL WAY PORTLAND, MAINE

FOR WHOM: RACE MAKES DONATIONS TO: “A RUNNING...

KENTUCKY DERBY DAY

WHAT: DASH FOR THE DERBY 5K WALKERS WELCOME

WHEN: SATURDAY MAY 2ND 9AM AT MARATHON SPORTS PORTLAND 309 MARGINAL WAY PORTLAND, MAINE

FOR WHOM: RACE MAKES DONATIONS TO: “A RUNNING PASSION”

COST*:

$28 WICKED EARLY BIRD PRE-REGISTRATION BY SEPTEMBER 30TH

$32 EARLY BIRD REGISTRATION THRU FEBRUARY 28TH

$35 THEREAFTER

$39 RACE DAY

*ALL REGISTRANTS BY APRIL 1ST GUARANTEED A RACE SINGLET, AS AVAILABLE AFTERWARDS.

CASH PRIZES FOR OVERALL WINNERS. AWARDS IN AGE GROUPS AND TEAM CATEGORIES.

COURSE RECORDS: MALE ELIJAH CARET 16:47 2021 FEMALE MARISA SMITH 22:05 2021

RACE PICKUP/RACE DAY SIGN UP 7:30-9AM MARATHON SPORTS MARGINAL WAY PORTLAND, MAINE.

PLEASE USE THE PARK AND RIDE ON MARGINAL WAY TO LEAVE PARKING SPACES FOR MARATHON SPORTS CUSTOMERS

POST RACE REFRESHMENTS & AWARDS CEREMONY IMMEDIATELY FOLLOWING THE RACE AT MARATHON SPORTS

No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

3.1 Miles 5k Run Virtual Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Maine Needs - A Community Walk & Race [maineneeds.org] [Register at runsignup.com]
Sat, May 23, 2026 at 9:00 AM

Description

Join us around Back Cove for our 2nd Annual Maine Needs Community Walk & Race presented by Maine Beer Company!

This event is a family-friendly community effort that brings together students,...

Join us around Back Cove for our 2nd Annual Maine Needs Community Walk & Race presented by Maine Beer Company!

This event is a family-friendly community effort that brings together students, families, local businesses, and community members to do what's right for a morning of fun, fitness, and fundraising. The event features a 5K run combined with a 3.5 mile run and 3.5 mile walk. Attendees will also enjoy visiting with local non-profits and event sponsors, face painting for kids, a DJ, Maine Needs merch for sale, coffee, snacks and more!

All proceeds help support Maine Needs mission of providing basic material goods for individuals and families throughout Maine.

Each week, Maine Needs receives 1,000+ requests from caseworkers, teachers, nurses and street outreach teams for basics, such as; sneakers, boots, clothing, outdoor gear, socks, underwear, diapers, bedding, towels, kitchen basics, baby gear, tents, sleeping bags, soap, deodorant and cleaning products. These items reach individuals and families all over Maine that are going without these essential items.

Over 6,000 volunteers support the work of 523 providers from 265 organizations across Maine. Support our mission and enjoy a morning along Back Cove. You don’t want to miss it!

Do what's right. Essential needs for all.

5k 3.5 Miles Run Walk
Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Maine Running Hall of Fame 5K In Memory of Julius Marzul [runsignup.com]
Sun, Jun 07, 2026 at 5:15 PM

Description

MAINE RUNNING HALL OF FAME 5K IN MEMORY OF JULIUS MARZUL (1926-2004)

WALKERS WELCOME

WHEN: SUNDAY JUNE 7, 2026 5:15PM

RACE MAKES DONATIONS TO: THE MAINE RUNNING HALL OF FAME

RACE IS IN MEMORY OF...

MAINE RUNNING HALL OF FAME 5K IN MEMORY OF JULIUS MARZUL (1926-2004)

WALKERS WELCOME

WHEN: SUNDAY JUNE 7, 2026 5:15PM

RACE MAKES DONATIONS TO: THE MAINE RUNNING HALL OF FAME

RACE IS IN MEMORY OF JULIUS MARZUL, A WORLD WAR II VETERAN, AND 28 YEAR RUNNER WHO DIED 100 YARDS FROM THE FINISH OF THE MAINE HALF MARATHON OCTOBER 3, 2004 AT THE AGE OF 78.

COST:

WICKED EARLY-BIRD $26 BY MAINE MARATHON RACE DAY (OCT 5TH)

EARLY BIRD $29 THRU APRIL 1ST $34 THEREAFTER

PACKET PICKUP AND RACE DAY REGISTRATION $39 3:30-5PM AT MARATHON SPORTS PORTLAND, MAINE

CASH PRIZES FOR OVERALL WINNERS

COURSE RECORDS: MALE MIKE PAYSON 15:37 2001 FEMALE MAGGIE HANSON 18:11 2000

SHIRTS TO ALL BY MAY 10TH, AWARDS FOR OVERALL, AGE GROUP, AND TEAM CATEGORIES.

FREE ALL YOU CAN EAT PIZZA BUFFET AT OTTO'S PIZZA 250 READ ST PORTLAND.

COUNTER-CLOCKWISE BACK COVE LOOP STARTING AT BACK COVE SOCCER FIELDS & ENDING AT 84 BAXTER BLVD.

Race Director and Timing: Pine Tree Race Services Owner Tony Myatt Tonedog86@aol.com.

No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

3.1 Miles 5k Run Virtual Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Luv 2 Run Portland 5K [runsignup.com]
Sun, Jun 14, 2026 at 9:00 AM

Description

Luv 2 Run Portland 5K Walk/Run

WALKERS WELCOME

The Luv2Run Portland 5K Race is running the old fashioned way --- scenic off road courses --- great competition --- no rock bands --- fresh fruit &...

Luv 2 Run Portland 5K Walk/Run

WALKERS WELCOME

The Luv2Run Portland 5K Race is running the old fashioned way --- scenic off road courses --- great competition --- no rock bands --- fresh fruit & pastries --- no squeezable yogurt --- beautiful T-Shirts --- useful awards (pint glasses) --- plain water, not flavored water --- plus bad jokes by the race director before and after the race!!!

CASH PRIZES FOR OVERALL WINNERS

Sunday June 14th, 2026 9AM Back Cove Trail, Portland, ME*

Packet Pickup and Race Day Registration 7:30-8:45AM at Marathon Sports 309 Marginal Way Portland, Maine

Directions to Start: 84 Baxter Blvd Portland

$26 Wicked Early Bird Pre-Registration by January 1st $29 Early Bird Registration by April 1st--- $34 Thereafter--- $39 Race Day

Race Makes Donations to: “Sons of the Amvets Michael Shone Scholarship”

Colorful Luv2Run T-Shirts to entrants by May 10th, as available after this date.

Luv2Run Pint Glasses Top Male/Female Overall & Top 2 Male/Female Age Groups

Team Prizes to 1st Running Club, Corporate or Open Teams of 4 or more people.

50/50 Raffle $2 Per Chance

New for 2024 all participants 21+ may receive one (1) complimentary Mimosa at the post-race party (non-alcoholic Mimosas available as well).

Post-Race Party at Charles J Loring Amvets Post 25 186 Washington Ave Portland 10:30AM. All under 21 must stay with parent.

For more information E-mail: Tonedog86@aol.com

**Due to recent changes in fee structures in the City of Portland and to keep race entry fee reasonable, packet pickup is 0.4 miles away from the finish and 0.9 miles away from the start. Maps will be provided. Driving time is less than 5 minutes from each location. There will be 15 minutes between closing of packet pickup and race start to allow runners to assemble.

No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

5k Run Trail Virtual Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Raccoon Run 5K [runsignup.com]
Sun, Jun 21, 2026 at 9:00 AM

Description

Raccoon Run 5K

WALKERS WELCOME

Packet Pickup and Race Day Registration 7:30 to 8:45am at Fleet Feet Maine Running 309 Marginal Way Portland, Maine

9AM Start is at 84 Baxter Blvd Portland. SEE...

Raccoon Run 5K

WALKERS WELCOME

Packet Pickup and Race Day Registration 7:30 to 8:45am at Fleet Feet Maine Running 309 Marginal Way Portland, Maine

9AM Start is at 84 Baxter Blvd Portland. SEE DESCRIPTION BELOW

Wicked Early Bird Pre Registration $26 by January 8th

Early bird pre-entry fee by April 1st $29 ---

$34 thereafter-----$39 Race Day

Race makes donations to: “Animal Refuge League of Greater Portland”

The Raccoon Run 5K Race is running the old fashioned way -- scenic off road courses -- great competition -- no rock bands -- no squeezable yogurt -- beautiful T-Shirts -- useful awards (pint glasses) -- plain water, not flavored water -- plus bad jokes by the race director before and after the race!!!

Colorful Raccoon Run T-Shirts to all entered by May 26th as available after

Cash Prizes to Overall Winners

Course Records Male Elliot Conrad 17:04 2012 Female Gretchen Speed 18:35 2022

Raccoon Run Pint Glasses Top Male/Female Overall & Age Groups 14 & Under- 80+

Team Awards 1st Running Club, Corporate & Open Teams of 4 or more people.

Dogs welcome so long as they behave and participant gives way in the front of the start.

For more information E-mail: Tonedog86@aol.com Check payable to “Pine Tree Race Services"

*Due to recent changes in fee structures in the City of Portland and to keep race entry fee reasonable, packet pickup is 0.4 miles away from the finish and 0.9 miles away from the start. Maps will be provided. Driving time is less than 5 minutes from each location. There will be 15 minutes between closing of packet pickup and race start to allow runners to assemble.

No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

5k Run Virtual Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Kennebec Savings Bank East Bayside Trail Fest [runsignup.com]
Sun, Jun 28, 2026 at 8:00 AM
Description
Get active on the trails that make Portland so awesome.

On Saturday, June 28th, join us for the second annual Kennebec Savings Bank East Bayside Trail Fest! Be part of this community-wide event that...
Get active on the trails that make Portland so awesome.

On Saturday, June 28th, join us for the second annual Kennebec Savings Bank East Bayside Trail Fest! Be part of this community-wide event that brings hundreds of runners, bikers, and walkers together on the trails. Then celebrate with one another at a party featuring music, food trucks, local beer, and more!

This one-of-a-kind event in the heart of Portland's East Bayside neighborhood has three activities you can choose from to celebrate and support your local trails:
- Trail to Ale 10K
- Bayside Ride
- Trail Mix Two-Miler
The events will be staggered throughout the morning, and then we'll put the "fest" in Trail Fest!

All registration fees and donations from the Kennebec Savings Bank East Bayside Trail Fest will support the work of two local nonprofits, Portland Trails and the Bicycle Coalition of Maine. Portland Trails creates connections between neighbors, communities, and the natural world through a 100-mile trail network. The Bicycle Coalition of Maine makes Maine a better and safer place to bike, walk, and roll. This is Portland Trails' largest fundraising event of the year!

Thank you to our title sponsor, Kennebec Savings Bank, for making this community event possible!

Interested in volunteering? We need great people to join our crew! Email us at fest@trails.org
2 Miles 10k Cycling Run Trail Walk
38 Diamond Street, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Almost Half Way to St. Patrick's Day 5K [runsignup.com]
Sun, Sep 20, 2026 at 9:15 AM

Description

ALMOST HALFWAY TO ST. PATRICK’S DAY 5K ROAD RACE WALKERS WELCOME

Cost: $26 Wicked Early Bird Pre-Registration through March 24th $29 Through June 1st $34 Thereafter $39 Race Day

Packet Pickup and...

ALMOST HALFWAY TO ST. PATRICK’S DAY 5K ROAD RACE WALKERS WELCOME

Cost: $26 Wicked Early Bird Pre-Registration through March 24th $29 Through June 1st $34 Thereafter $39 Race Day

Packet Pickup and Race Day Registration take place from 7:30-9AM at Marathon Sports 309 Marginal Way Portland, Maine*

Race Starts and Finishes at 84 Baxter Blvd Portland, Maine

Race makes donations to "Amvets Post 25"

Amenities: All pre-registrants by August 20th receive Shirt or Stein and as available after this date.

Course Records: Male Colin Cernik 15:48 2024 Female Alexis Wilbert 17:36 2023

Awards: Top Male & Female Overall Winner Cash Prize, Age Group Awards (14 & Under- 80+)

Team Awards: (4 person minimum) Cash Prizes Top Running Club, Corporate, & Open Teams

Post Race Party at the Munjoy Hill Tavern 189 Congress St Portland, Maine (All under 21 must stay with parent)

New for 2023 In the spirit of St Patrick's Day All participants 21+ may receive one (1) complimentary Guinness!

*Due to recent changes in fee structures in the City of Portland and to keep race entry fee reasonable, packet pickup is 0.9 miles away from the start and 0.4 miles away from the finish. Maps will be provided. Driving time is less than 5 minutes from each location. There will be 15 minutes between closing of packet pickup and race start to allow runners to assemble.

No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

Race Director: Pine Tree Race Services, Owner Tony Myatt Tonedog86@aol.com

5k Run Virtual Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
KAT-Walk & Karo-5K for Brain Aneurysm Awareness [maineba.org] [Register at runsignup.com]
Sun, Sep 20, 2026 at 9:30 AM

Description

Lace up your walking and running shoes and join us at Payson Park for the 18th annual KAT-Walk & 14th Annual Karo-5K for Brain Aneurysm Awareness. The route will be along the beautiful ocean-side...

Lace up your walking and running shoes and join us at Payson Park for the 18th annual KAT-Walk & 14th Annual Karo-5K for Brain Aneurysm Awareness. The route will be along the beautiful ocean-side Back Cove Boulevard in Portland, Maine. This will be a special day to remember and honor loved ones lost to or having survived a brain aneurysm.

9:30 to 10:30 - Registration and activities including family gatherings, brain aneurysm awareness information, and activities for the kids including face painting. Bring a picnic and enjoy the cove. This is a great opportunity to meet and support other families affected by brain aneurysms.

10:20 - opening and presentation of scholarship and research awards.

11:00 - Karo-5K race kick-off followed by the KAT-Walk.

12:15 - Runners awards and closing ceremonies.

September is Brain Aneurysm Awareness month, so join us for the day as we "share our tears, remember with love, and walk & run to honor" those families affected by this silent killer and help save lives!

Please follow us on Facebook at KatWalkKaro5k For more information about Brain Aneurysms or this event, visit our website at: MaineBA.org

2.5 Miles 5k Run Walk
Back Cove Boulevard, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Kick Out Mesothelioma 5-Miler & 2.5 Mile Walk In Memory of John W. Griffin (1941-2003) [runsignup.com]
Sun, Nov 08, 2026 at 10:00 AM

Description

Sunday November 8th 5-Miler Start 10AM 2.5 Mile Walk Start ON ARRIVAL

Where*: Packet Pickup Marathon Sports 309 Marginal Way Portland, Maine

5-Miler Start at Cutter St & Eastern Promenade/Finish at...

Sunday November 8th 5-Miler Start 10AM 2.5 Mile Walk Start ON ARRIVAL

Where*: Packet Pickup Marathon Sports 309 Marginal Way Portland, Maine

5-Miler Start at Cutter St & Eastern Promenade/Finish at Sewage Treatment Plant Rd & Marginal Way

Walk Start & Finish at Sewage Treatment Plant Rd Bayside Trail Entrance.

Race makes donations to: Mesothelioma Research. Race is in memory of John W. Griffin, a pipefitter, Navy veteran, & City Councilor who passed away in 2003 after a 1 month diagnosis of cancer including mesothelioma.

Cost: $26 Thru June 30th $29 Thru September 1st, $34 Thereafter, $39 Race Day

Shirts guaranteed through October 10th as available after

Cash Prizes Top Overall Male & Female.

Course Records: Male 27:13 Andrew Willingham 2022 Female 29:50 Paige Mills 2022

Awards age groups. Top Club, Corporate, and Open Teams (4 person minimum to score)

$39 Race Day Registration for both events. Race Day Registration/Packet Pickup 8:45-9:45AM @ Marathon Sports

Post-Race Party with Drink Specials at Fore Play Sports Pub 436 Fore St Portland, Maine

*This is a point-to-point 5-mile race for packet pickup and the after party. 5-Miler Start is 1.3 miles from Marathon Sports. Finish for both events is 0.3 miles from Fleet Feet Maine Running. Maps will be provided. Join the Facebook page for a ride/carpool forum between walkers and runners.

2.5 Miles 5 Miles Run Trail Walk
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps

Local Clubs & Organizations

Finish Strong High School Tri Club (Greater Portland, Maine) Club

[finishstrongpt.com] [member.usatriathlon.org]
Triathlon

Contact: slariviere@finishstrongpt.com
309 Marginal Way, Portland, Maine, 04101, United States
OpenStreetMap Google Maps
Phone: (207) 219-0952
Portland Porpoise Swim Club Club

[usaswimming.org]
USA Swimming Club. 64 members.

Swim

Contact: registrar@mainegators.com
277 Cumberland Ave, Portland, Maine, 04112, United States
OpenStreetMap Google Maps
Phone: +1 207-502-2134

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