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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 5 km 10 km
Fundraiser at Crozet Park with a 5K, 10K and 0.75 mile family run, race shirts, pancake breakfast, awards and a post race trails festival.
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
Trail marathon, half, 10K, 5K and relay on the Chessie Nature Trail in Virginia with USATF certified courses and a virtual option.
Nov
7
Sa

Mountain Masochist Trail Run 50 Miler

Trail Run 50 km 50 mi 100 km
A fall ultramarathon in Montebello VA on Nov 7 2026 offering 100K, 50 Miler and 50K courses through Blue Ridge single track and forest roads.
Nov
8
Su

Harvest Hustle 10k - North Garden

Trail Run 5 km 10 km
Trail 5k and 10k at Walnut Creek Park on November 8 supporting Rikki's Refuge, with chip timing, medals, shirts 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
March 20, 2027 in Sedalia, VA: a trail 50k and half-marathon around Terrapin Mountain and nearby ridges, organized by Winding Way Run Co.
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 Half Marathon 50 km 100 km 167 km
Trail running festival near the Shenandoah Valley offering 100M, 100K, 50K and 21K courses through national forest and technical terrain.
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