Maine Events in May 2026
Warmer weather opens up the door to more fun and exciting outdoor activities in Maine. This month, we have river paddle races, marathons, and festivals. This month also marks the start of Maine’s mud run season, and don’t forget the annual Maine free fishing weekend, where you can fish without a license at the end of the month!
Check back often- I’ll add events as more dates are set! Visit my online Maine Outdoor Events Google Calendar here for more information about each event and a complete list of all events for the year, or click the event’s title to go directly to their website.
Have a fantastic May in Maine, and I hope to see you at some of these fantastic Maine spring events!
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Maine Events in May 2026
- 2 Polar Bear Triathlon, Brunswick
- 2 Meduxnekeag River Canoe Kayak Race, 164 Station Rd, New Limerick
- 2-3 Riverlands 100 & Relay, 1005 Center Bridge Rd, Turner
- 2-3 Maine Coast Marathon, Half Marathon, & 5k, 506 Atlantic Ave, Wells
- 9 Baskahegan Stream Canoe Race, Danforth
- 9 East Grand Adventure Race, Danforth
- 10 Pine Brook Mudders Mud Runs, Steuben
- 10 Pine Tree Marathon, Portland
- 15 Last Day to Apply for Maine Moose Permit Lottery
- 15-17 Logger Fest, 112 W. Main St, Fort Kent
- 16 The County’s Fiddlehead Festival, 84 Mechanic St, Presque Isle
- 17 Sugarloaf Marathon & 15K, Carrabasset Valley
- 20 Ride of Silence: Bicycle Coalition of Maine, 38 Diamond St, Portland
- 22-24 4×4 Proving Grounds Mud Runs, Lebanon –Spring Mud Fling
- 23 Maine Needs- A Community Walk & Race, Payson Park & Back Cove, 755 Baxter Blvd, Portland
- 23-24 Trail Running Festival at Pineland Farms, 15 Farm View Dr, New Gloucester
- 25 Miles for Mills 5k and 10k, Brunswick
- 28-31 27th Annual Acadia Birding Festival, Mount Desert Island, Southwest Harbor, Acadia National Park
- 30-31 Maine Free Fishing Weekend
- 31 Cobscook Bay Road Races
- 20 Old County Rd, Pembroke
- 10k for Down East Hospice
- TBD Aroostook River Spring Runoff Canoe & Kayak Race, Caribou
- TBD Kenduskeag Slalom paddle race, Kenduskeag Stream, Valley Ave & Exchange St, Bangor
- TBD Maine Forest and Logging Museum Alewife Day, Bradley
- TBD Sebec River paddle race, Sebec Village Reading Room to Veterans Park, Milo
- TBD Fiddlers and Fiddlehead Festival, Patten Lumbermen’s Museum, 61 Shin Pond Rd, Patten
- TBD Meadow Brook Mudders, New Portland Fair Grounds- Benefit Mud Run
- TBD Madawaska River Run, Stockholm
- TBD 2nd Annual Tylor Kelly’s Allagash Dash, Allagash Bridge, Allagash, to Hart’s Landing, St Francis
- TBD Union River paddle race, Union River, Grand Lake Dam to Ellsworth town dock
- TBD Maine Canoe Symposium, Bryant Pond
- TBD Northern Maine Soap Box Derby, Houlton Fairgrounds