Photo credit: Maine Lighthouse Ride Facebook Page

Here is a list of 2026 Maine Cycling Events! Races that are for fat bikes or mountain bikes are noted in the first line. Not all entries below are races- some are fun rides like the Maine Lighthouse Ride. If you’d like an event added to the list, please let me know in the comments below!

Maine Cycling Events 2026

March

• 22 Maine Maple Sunday Ride, Wiscasset
  • 60-ish (& a 30-is option) miles of beautiful Maine roads

April

• Coming Soon!

May

• 2 Polar Bear Triathlon, Brunswick
• 9 East Grand Adventure Race, Danforth
• 20 Ride of Silence: Bicycle Coalition of Maine, 38 Diamond St, Portland

June

• 19-21 Trek Across Maine– Cycle for Air, Thomas Point Beach & Campground, Brunswick
  • Contact Chrystal Toner at Chrystal.Toner@Lung.org or 207-624-0312
• 28 Segabo Triathlon Festival, Ward Field, 278 Whites Bridge Rd, Standish
  • Swim, bike, & run all ages event

July

• 11-12 Maine Summer Adventure Race mountain bike, running, & sea kayak, 39 Church St, Bethel
• 12 Tri for a Cure, 2 Fort Rd, South Portland
  • Women’s swim, bike & run race

August

• TBD Bike MS: Great Maine Getaway 2026, Biddeford
  • 25, 50, 62, & 100 miles
• TBD 2026 Farm to Fork Weekend Getaway, Freeport

September

• 12 Maine Lighthouse Ride, 2 Fort Rd, South Portland
  • 25, 40, 62, & 100 mile rides
• 12 The NewEngland Parkinson’s Ride, 7 Ball Park Way, Old Orchard Beach
• 19 Dempsey Challenge presented by Hearts of Pine cycling event
  • 46 Beech St, Lewiston

October

• 4 Cadillac Challenge cycling race, 21 Park St, Bar Harbor
• TBD Fon Solo Gravel/Last Standing/Cider Cross (Maine Gravel Series), Alna