Roxbury Fall Classic 2026 — Roxbury, CT

Date
November 14, 2026
Location
Roxbury, CT
Venue
18 Apple Ln
Start Time
7:30 AM
Entry Fee
$50.00 – $125.00
Events
Half Marathon, Marathon, 50k
Register NowRegistration Open
SAVE THE DATE! Registration opens March 21, 2026 at 6:00pm! Race swag will be announced at a later date. Roxbury Marathon, Half Marathon and 50k Overview The Roxbury Marathon, Half Marathon and 50K races are hilly races that are run over some of the roads used by the Roxbury Races annual series (weekly races from March into early December each year). There are no refunds for cancellations. Course maps will be posted at a later date. Course - Half Marathon The Roxbury Half-Marathon course is a hilly mixture of paved and dirt roads in rural Roxbury, Connecticut. Part One - Judds Bridge out & back (~9.6 miles) From Hurlburt Park, head East on Apple Lane. Turn left on South Street. Turn right on Wellers Bridge Road and immediately turn left on Route 67. Turn right on Route 199. Turn left on Judds Bridge Road. After crossing over the actual "Judds Bridge", turn right on Walker Bridge Road. Turn around at the cones, and retrace your steps back to the start line. Part Two - Hemlock Loop (~3.5

Hotels Near This Race

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Roxbury Fall Classic 2026 — Roxbury, CT

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Race Travel Insurance

Don't forget travel insurance for November 14.

You've trained for months and booked a trip to Roxbury, CT. 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

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