Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA

Date
November 8, 2026
Location
Upton, MA
Venue
205 Westboro Rd
Start Time
9:00 AM
Entry Fee
$30.00 – $35.00
Events
10.5K, Half Marathon
View Registration
The Upton 10.5K and Half Marathon Trail Race, set in Upton State Forest in Upton, MA, has two races: a 21K (a half marathon with two laps) and a 10.5 K. Runners will navigate single tracks and forest roads. There is about 720 ft of elevation gain per lap. Those who register early will receive TVFR Upton Trail Buff. There are aid stations at the Dean Pond turn and the Park Rd/Loop Rd intersection, spaced roughly every 3 miles. Post-race festivities will feature fire pits, hot soup, and hot chocolate. Awards include "Custom Made" trophies for the top male and female overall, and age group awards recognize the top three in various categories.

Hotels Near This Race

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Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA

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Race Travel Insurance

Don't forget travel insurance for November 8.

You've trained for months and booked a trip to Upton, MA. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

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