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Trail Running Calendar near Montebello 2026-2027

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Explore the top trail runs near Montebello for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
24
Sa

Crozet Trails Crew 5k Trail Run

Trail Run 3 mi 10 km
Fundraising trail event in Crozet with 5K, 10K and a 0.75 miles family run, limited fields, race shirts, pancakes and a post-race trails fest.
November 2026
Nov
7
Sa

UltraTrax Wintergreen

Trail Run 7 mi 14 mi 21 mi 28 mi
A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.
Nov
7
Sa

Chessie Trail Marathon

Trail Run 5 km 10 km 13 mi 26 mi
November 7, 2026 races on the Chessie Nature Trail in Virginia including marathon, half, 10K, 5K and a 26.2 relay on a flat gravel and grass rail trail.
Nov
7
Sa

Mountain Masochist Trail Run 50 Miler

Trail Run 50 km 50 mi 100 km
Trail races of 100K, 50 mile and 50K in Montebello VA following mountain single track and forest roads through peak fall foliage.
Nov
8
Su

Harvest Hustle 10k - North Garden

Trail Run 5 km 10 km
Trail 5k and 10k at Walnut Creek Park with chip timing, medals, water stations, awards by age group, and a virtual option.
March 2027
Mar
20
Sa

Bel Monte Endurance Races

Trail Run UTMB 20K/50K/100K 25 km 50 km 50 mi
A spring mountain trail event in the Blue Ridge Mountains on March 20, 2027, offering 50 mile, 50k and 25k races on mostly single track and forest roads, with limited entries and cabins at the start finish.
Mar
20
Sa

Terrapin Mountain

Trail Run Half Marathon 50 km
Terrapin Mountain on March 20, 2027 in Sedalia VA offers trail races including a 50k and a half marathon with camping, aid stations, and finisher awards.
April 2027
Apr
10
Sa

James River Trail Runs

Trail Run 10 mi 50 km 50 mi
Loop-format trail races at James River State Park in April offering 10 miles, 50K, and 50 miles with river sections, two aid stations, relays, and pacer options.
September 2027
Sep
11
Sa

Odyssey Trail Running Rampage

Trail Run 6 mi 13 mi 26 mi 50 km
Trail race weekend at Douthat State Park offering 50K, 26, 13 and 6 mile loop courses with significant elevation and stocked aid stations.
Sep
23-26
Th - Su

Grindstone Running Festival by Utmb

Trail Run UTMB 20K/50K/100K/100M Half Marathon 50 km 100 km 167 km
Trail festival in the Shenandoah Valley region with 100M, 100K, 50K and 21K on technical mountain trails during peak fall foliage; dual qualifier for major events.
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