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
Register NowRegistration Open

The Upton 10.5K and Half Marathon Trail Race starts at 9:00 AM on November 8, 2026, giving travelers a reasonable window to arrive the morning of the event. The race takes place at 205 Westboro Road in Upton, Massachusetts, and offers two trail running distances: a 5K and a half marathon. Entry fees range from $30 to $35, making this an affordable option for fall trail racing in the Boston area. If you're planning a weekend trip around this November race, budget for affordable lodging within a 30-minute drive of the venue to keep travel simple on race morning.

From the Race Organizer
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 corner of Dean Pond Rd and Park Rd 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

Find accommodation close to the start line in Upton, MA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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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

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

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

Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA takes place on November 8, 2026. The race is held in Upton, Massachusetts.

Where is Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA held?

Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA is held at 205 Westboro Rd in Upton, Massachusetts.

Where can I find hotels near Upton 10.5K and Half Marathon Trail Race 2026 — Upton, MA?

RaceHotelFinder shows hotels sorted by distance from the race venue in Upton. Use the map or list view on this page to compare options and book race weekend accommodation.