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Kennebec Savings Bank East Bayside Trail Fest

June 28, 2026
Portland, ME 04101 US

Events

Trail to Ale 10K

Strikethrough Price: $50
Price: $50
Time: 9:00AM EDT 11:30AM EDT
Registration Opens January 14, 2026 at 9:00am EST

Bayside Ride

Strikethrough Price: $50
Price: $50
Time: 7:30AM EDT 11:00AM EDT
Registration Opens January 14, 2026 at 9:00am EST

Trail Mix 2-Miler

Price: $15
Time: 9:30AM EDT 11:00AM EDT
Registration Opens January 14, 2026 at 9:00am EST

Registration goes live in...

Event Description

On Sunday, June 28th, join us for the second annual Kennebec Savings Bank East Bayside Trail Fest! 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 will culminate in a community celebration featuring music, food trucks, local beer, and more!

The Kennebec Savings Bank East Bayside Trail Fest is Portland Trails' largest fundraising event of the year! All registration fees and donations will support the work Portland Trails does to create connections between neighbors, communities, and the natural world through a 100-mile trail network.

Interested in volunteering? We need great people to join our crew! Email us at fest@trails.org

Learn more about our three events:

 
Trail to Ale 10K

The Trail to Ale 10K, presented by Martin's Point Health Care, is the biggest event of the East Bayside Trail Fest! Join hundreds of other runners for this trail race with views of Casco Bay, Back Cove, and Portland's iconic skyline. This race is timed and will feature awards for top finishers and age group winners.

Registration for the Trail to Ale 10K includes:

  • One complimentary event t-shirt
  • Two drink tickets for the afterparty
  • Discounts to participating local businesses
Bayside Ride

Pump up your tires and join us for the Bayside Ride! This a casual, non-competitive group bike ride with scenic views of Casco Bay. With 15-mile and 30-mile route options, the ride will head north through the towns of Portland, Falmouth, Cumberland, and Yarmouth. Rest stops will be positioned along the way with refreshments. Cyclists of all skill levels are welcome to participate! E-bikes are welcome. 

Registration for the Bayside Ride includes:

  • One complimentary event t-shirt
  • Two drink tickets for the afterparty
  • Discounts to participating local businesses

Please note that this event is not timed.

Bike course maps to come
Trail Mix 2-Miler

The Trail Mix 2-Miler, presented by Martin's Point Health Care, is a family-friendly fun run and walk on the trails. All ages and skill levels are welcome! This two-mile event is perfect for...

  • Families – including little ones in strollers!
  • Anyone who is new to trails
  • People getting into (or returning to) running

This event isn't timed. Instead of being a competition, the Trail Mix will focus on fun and camaraderie. Once you cross the finish line, it’s time to party!

When you register four or more people for the Trail Mix 2-Miler, you'll receive a $2.50 discount for each participant. The more the merrier! Please note that registration for the Trail Mix 2-Miler does NOT include a t-shirt or drink tickets.

Contact Form

If you have any questions about this race, click the button below.

Event Location

38 Diamond Street
Portland, ME 04101 US View Location on Map

$0

Raised of $15,000

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$15,000
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