Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME

Date
June 28, 2026
Location
Portland, ME
Venue
38 Diamond Street
Start Time
8:30 AM
Entry Fee
$15.00 – $70.00
Events
Trail to Ale 10K, Bayside Ride, Trail Mix 2-Miler
Includes
Free East Bayside Trail Fest T-Shirt | T-Shirt
Register NowRegistration Open

The Kennebec Savings Bank East Bayside Trail Fest starts at 8:30 AM on June 28, 2026, so plan your travel and hotel stay accordingly if you're coming from out of town. Held at 38 Diamond Street in Portland, Maine, this event offers both running and cycling options. Runners can compete in a 10K or 2-mile distance, while cyclists have their own course to tackle. Entry fees range from $15 to $70 depending on the event and registration timing. Whether you're looking for a full 10K effort or a shorter 2-mile run to shake out your legs before a bigger race weekend, this trail fest gives you flexibility on distance. Book your Portland hotel within easy reach of the Diamond Street venue for a straightforward race morning.

From the Race Organizer
On Sunday, June 28th, join us for the second annual Kennebec Savings Bank East Bayside Trail Fest! Get active on the trails that make Portland so awesome with 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, presented by Martin's Point Health Care Bayside Ride, presented by Mann Law Trail Mix Two-Miler, presented by Martin's Point Health Care 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. 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.

Hotels Near This Race

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Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME

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Race Travel Insurance

Don't forget travel insurance for June 28.

You've trained for months and booked a trip to Portland, ME. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

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Frequently Asked Questions

When is Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME?

Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME takes place on June 28, 2026. The race is held in Portland, Maine.

Where is Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME held?

Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME is held at 38 Diamond Street in Portland, Maine.

Where can I find hotels near Kennebec Savings Bank East Bayside Trail Fest 2026 — Portland, ME?

RaceHotelFinder shows hotels sorted by distance from the race venue in Portland. Use the map or list view on this page to compare options and book race weekend accommodation.