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Trail Running Calendar near Roseland 2026-2027

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Explore the top trail runs near Roseland for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
19
Sa

Nasty 9 Trail Run

Trail Run 4 mi 9 mi
Trail races at Brushy Hills near Lexington VA with 9 mile and 4 mile single track courses, notable elevation gain, and proceeds supporting local schools and conservation.
October 2026
Oct
10
Sa

Deep Hollow Half Marathon Trail Race

Trail Run 3 mi 13 mi
Trail event at Hydaway Outdoor Center in Lynchburg offering a half marathon on single-track trails and a 5K out-and-back on forest road on October 10, 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
6-7
Fr - Sa

Lynchburg UltraFest

Trail Run 100 mi
A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.
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 races on the Chessie Nature Trail near Lexington VA, featuring marathon, half, 10K, 5K and a relay on a smooth gravel and grass course with aid stations and medals.
Nov
7
Sa

Mountain Masochist Trail Run 50 Miler

Trail Run 50 km 50 mi 100 km
Trail races in Montebello on November 7 with 100K, 50 Miler and 50K routes that focus on single track and forest roads.
Nov
7
Sa

Valley View Mike Donahue Memorial 5 Miler

Trail Run 5 mi
A 5 mile trail race at Hydaway Outdoor Center in Lynchburg, VA, the second event in the Fall Liberty Mountain Trail Series held in memory of Major Mike Donahue.
Nov
8
Su

Harvest Hustle 10k - North Garden

Trail Run 5 km 10 km
Trail 5k and 10k at Walnut Creek Park near Charlottesville with a virtual option, chip timing, finisher medal, and proceeds benefiting Rikki's Refuge.
December 2026
Dec
5
Sa

Reindeer Run 2 Miler

Trail Run 2 mi
A holiday-themed 2 Mile trail race at Hydaway Outdoor Center in Lynchburg with post-race cookies and cocoa, awards, packet pickup, and community donation options.
February 2027
Feb
6
Sa

Arctic 5k - Lynchburg

Trail Run 5 km
A 3.1 mile trail race at Hydaway Outdoor Center in Lynchburg on February 6 2027 with a $30 entry fee, awards, guaranteed T shirt for early registration, and packet pickup options.
Feb
13
Sa

Holiday Lake 50K

Trail Run 10 km 25 km 50 km
Trail race around Holiday Lake in Appomattox offering 10K, 25K and 50K on February 13, 2027, on a loop of roads and trails.
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
Experience the 20th anniversary of the Terrapin Mountain 50k and Half Marathon featuring the beautiful trails of the Blue Ridge Mountains in Sedalia Virginia
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.
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