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

The Roxbury Fall Classic starts at 7:30 AM, giving you a tight window if you're driving in race morning. Based in Roxbury, Connecticut, this event offers three distance options: a full marathon at 26.2 miles, a 50K ultra, and a half marathon. Entry fees range from $50 to $125 depending on your chosen distance and registration timing. The venue is located at 18 Apple Lane. If you're planning to stay nearby, factor in early arrival time to account for parking and pre-race logistics, especially if you're tackling the longer distances that will have you on the course well into the morning and afternoon.

From the Race Organizer
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 miles) Continue past the start line on Apple Lane, going West. Turn right on Rocky Mountain Road. Cross over Wellers Bridge Road straight to Hemlock Road. Turn right on Route 67. Turn right on Wellers Bridge Road, and immediately turn left on South Street. Turn right on Apple Lane, and proceed to the Finish Line, which is the same as the Start Line. Course - Marathon A hilly mix of paved and dirt roads in rural Roxbury, Connecticut. Part One - Judds Bridge out & back (8.6 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", continue another quarter mile, turn around at the cones marking the turn-around point, and retrace your steps back to the start line. Part Two - Five Times around the Hemlock Loop (3.52 miles x 5 = 17.6 miles) For each loop, continue past the start line on Apple Lane, going West. Turn right on Rocky Mountain Road. Cross over Wellers Bridge Road straight to Hemlock Road. Turn right on Route 67. Turn right on Wellers Bridge Road, and immediately turn left on South Street. Turn right on Apple Lane, and proceed to the Finish Line, which is the same as the Start Line. Course - 50K Part One - Judds Bridge out & back (13.5 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 marking the 50K turn-around point, and retrace your steps back to the start line. Part Two - Five Times around the Hemlock Loop (3.52 miles x 5 = 17.6 miles) For each loop, continue past the start line on Apple Lane, going West. Turn right on Rocky Mountain Road. Cross over Wellers Bridge Road straight to Hemlock Road. Turn right on Route 67. Turn right on Wellers Bridge Road, and immediately turn left on South Street. Turn right on Apple Lane, and proceed to the Finish Line, which is the same as the Start Line. Weather The race is scheduled for mid-autumn in southern New England. The weather is unpredictable, and there is a chance that dangerous weather conditions may cause the race to be postponed or cancelled. In the event of postponement or cancellation, there will be no refunds. Time Limits / Early Starts The time limit for both the marathon and half marathon is six (6) hours. The time limit for the 50K is seven (7) hours. After 2:30 PM, course support will be removed, and the official clock will be stopped. If you expect to take more than six hours to complete the marathon course, you may start an hour early at 7:30 AM. Keep in mind that the marathon early start is meant for slower runners. You should not start early if you expect to finish with a competitive time. Early starters are not eligible for awards. Aid Stations Because of the out and back / looped nature of the marathon, half marathon and 50K courses, you will encounter some aid stations multiple times. The distance between aid stations will be 2 to 3 miles. Aid stations will be stocked with water and Gatorade... and possibly other treats... You will also pass by the parking lot near the start / finish line, so you may get your own food and drink from your car.

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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Frequently Asked Questions

When is Roxbury Fall Classic 2026 — Roxbury, CT?

Roxbury Fall Classic 2026 — Roxbury, CT takes place on November 14, 2026. The race is held in Roxbury, Connecticut.

Where is Roxbury Fall Classic 2026 — Roxbury, CT held?

Roxbury Fall Classic 2026 — Roxbury, CT is held at 18 Apple Ln in Roxbury, Connecticut.

Where can I find hotels near Roxbury Fall Classic 2026 — Roxbury, CT?

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