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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 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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
Autumn ultramarathon in Montebello, VA featuring 100K, 50 mile and 50K courses over single track, dirt roads and ridge country with aid stations.
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.
February 2027
Feb
6
Sa

Walnut Creek 10 Miler

Trail Run 5 km 10 mi
Third annual trail event at Walnut Creek Park offering a 5K Nickel route and a 10 Mile Dime route with wooded single track and lake views.
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
Trail race on March 20, 2027 at the Sedalia Center near George Washington National Forest offering a 50K and a half marathon with aid stations and age category 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.
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