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Trail Running Calendar near Thompson 2026-2027

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Explore the top trail runs near Thompson for 2026-2027! We've gathered 21 exciting races in the area. Check out our detailed list below to find your next local race.

October 2026
Oct
24
Sa

Pumpkin Pacer 5k

Trail Run 5 km
Oct
24-25
Sa - Su

Dead Last Ultra

Trail Run Backyard Ultra 4 mi
Oct
25
Su

Sturbridge Halloween 5K

Road Race Trail Run 5 km
Oct
31
Sa

The Next Loop Endurance Series - New England

Trail Run Backyard Ultra 40 mi 50 mi
November 2026
Nov
1
Su

Harvest Home Festival & 5K Farm Run

Trail Run 5 km
Monthly updates for Thompson

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Nov
1
Su

F.I.T. Frills Trail Race

Trail Run Backyard Ultra 5 km 5 mi
Nov
8
Su

Upton Half Marathon Trail Race

Trail Run 11 km Half Marathon
Nov
8
Su

Thompson Turkey Trot

Trail Run 5 km
Nov
15
Su

Ox Trot 5K

Road Race Trail Run 5 km
Nov
15
Su

Moosup Valley 10K All Trail Race

Trail Run 5 km 8 km 10 km
Nov
26
Th

Hopedale Fire & Police 5K Gobble Wobble

Road Race Trail Run 5 km
Nov
26
Th

Turkeywacker 5K - Wrentham

Trail Run 5 km
Nov
28
Sa

F.I.T. Turkey Trot Trail Race

Trail Run 5 km 5 mi
December 2026
Dec
12
Sa

F.I.T.mas Trail Race

Trail Run Backyard Ultra 5 km 5 mi
March 2027
Mar
14
Su

F.I.T. 'Rock Trail Race

Trail Run 5 km 5 mi 8 mi
Mar
28
Su

Northern Nipmuck Trail Race

Trail Run 16 mi
May 2027
May
1
Sa

Run Across CT

Trail Run 100 km 200 km
May
2
Su

Porter 5K

Road Race Trail Run 3 mi
May
22
Sa

F.I.T King of the Hill

Trail Run
June 2027
Jun
5
Sa

F.I.T. 50k

Trail Run 50 km
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