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Trail Running Calendar near Newfield 2026-2027

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Explore the top trail runs near Newfield for 2026-2027! We've gathered 18 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
8
Sa

Frye Island Trail Run

Trail Run 5 mi
A 4.5 miles trail race on Frye Island on 08/08/2026 that starts and finishes at the Community Center and loops around the island through wooded trails. Registration opens 07/10/2026 and the fee is $10.
Aug
9
Su

Trust Trail Fest

Trail Run Walk 5 km 10 km
Aug
22
Sa

Firebird Trail Races

Trail Run 13 mi 26 mi 50 km
Trail race in Falmouth Maine offering 13 mile, marathon and 50K options on technical single track loops through Lowell Preserve and North Falmouth.
Aug
30
Su

Five Fields Farm Races

Trail Run 10 km 50 km
Trail races at Five Fields Farm in Bridgton ME featuring a three lap 50K figure 8 and a rugged 10K with steep, technical terrain and multiple aid stations.
September 2026
Sep
5
Sa

Cherry Hill Farm Ultra

Trail Run 10 km 25 km 50 km
Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.
Sep
5
Sa

DownForTrailRunning

Trail Run 4 mi 10 km 15 km 20 km
A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering with food..
Sep
13
Su

Kismet Cliff Run

Trail Run 5 mi 13 mi
A September mountain race at Echo Lake State Park offering a five mile course and a half marathon that climbs over 4,300 feet of vertical. Courses run on granite ledges and exposed ridges with remote aid stations.
Sep
20
Su

Timberclaw Partner Relay

Trail Run
Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.
Sep
26
Sa

ACT Trail Fest

Trail Run Walk 5 km 10 km Half Marathon
Trail races of 5k, 10k and half marathon on the Arundel Community Trails with medals, shirts, live music and a kids bike race.
Sep
27
Su

Pleasant Mountain Race

Trail Run Half Marathon
A 21k trail race on Pleasant Mountain in Bridgton, ME, featuring steep ridge climbs, technical single-track, one aid station, and a finish-area afterparty with food and beer.
October 2026
Oct
3-4
Sa - Su

Bubba's Backyard Ultra

Backyard Ultra 4 mi
Last person standing trail ultra in Center Conway, NH on a 3.5 mile forest loop with camping, meals, swag and a beer mile the following day.
Oct
3
Sa

Bobcat Ridge 25k

Trail Run 25 km
A 25K trail race at Edwin L. Smith Preserve in Kennebunkport, ME on October 3, 2026, with proceeds benefiting the Kennebunkport Conservation Trust and registration capped at 100.
Oct
17
Sa

Cranmore Mountain Race

Trail Run 5 km 10 km
Mountain up-and-down race at Cranmore Mountain in North Conway offering 10 km and 5 km options, USATF sanctioned and $7,500 in prize money for 2026.
Oct
18
Su

Little Duck 50k

Trail Run 10 km 50 km
Trail running event in Windham, ME offering a 50k of five 6.5 mile loops and a single-loop 10k with aid stations and volunteer support.
Oct
31
Sa

Holistic Hustle

Trail Run Walk 5 km 10 km
Holistic Hustle in Kennebunkport features a timed 5K, a trail 10K and a kids half mile fun run at Emmons Preserve on October 31, 2026. The community fundraiser includes music, family activities, finishers medals and a raffle.
Oct
31
Sa

Trick or Trail 5K - Wells

Trail Run 5 km
A costumed, timed 5K trail run at Wells Reserve at Laudholm on October 31, 2026 that raises funds for coastal conservation and restoration.
November 2026
Nov
7
Sa

Blackout 5k/10k

Trail Run 5 km 10 km
Night-time trail races of 5k and 10k at Cranmore Resort on November 7, 2026, requiring headlamps and featuring reflective course markers and LED lighting.
July 2027
Jul
10
Sa

Back Cove Backyard Ultra

Backyard Ultra 4 mi
Back Cove Backyard Ultra in Portland ME sends runners on repeated 4.16 mile loops around Back Cove Park each hour until only one runner remains.
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