Roxbury Fall Classic, photo 1 of 8
Roxbury Fall Classic, photo 2 of 8
Roxbury Fall Classic, photo 3 of 8
Roxbury Fall Classic, photo 4 of 8
Roxbury Fall Classic, photo 5 of 8
Roxbury Fall Classic, photo 6 of 8
Roxbury Fall Classic, photo 7 of 8
Roxbury Fall Classic, photo 8 of 8
50KMarathonHalf MarathonRegistration open

Roxbury Fall Classic

Roxbury, ConnecticutRoxbury Road Runners Club
Half Marathon entry
$75
Days to register
22

At a glance

Date
Nov 14, 2026
Location
Roxbury, Connecticut
Distances
50K, Marathon, Half Marathon
Registration
Open until Nov 13, 2026, via runsignup.com

Listed from RunSignUp. Checked Oct 19, 2026.

Plan this race for free

Aid stations, cutoffs and pacing in one plan, with the timeline your crew follows. Crew invites and race-day updates come with a Race Pass.

Build my plan

About this race

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.

Key dates

Registration opens

Mar 21, 2026

Tier 1 ends

May 16, 2026

Tier 2 ends

Oct 18, 2026

Registration closes

Nov 13, 2026

22d

Tier 3 ends

Nov 13, 2026

22d

Race day

Nov 14, 2026

23d

Pricing

50k

Tier 3, until Nov 13, 2026

$125

Marathon

Tier 3, until Nov 13, 2026

$100

Half Marathon

Tier 3, until Nov 13, 2026

$75

Email me updates about Roxbury Fall Classic

Registration openings and major changes, like a new date or a cancellation.

Entry transfers

Can't race, or need an entry? Post it here so nobody has to ask if it's still available.

Similar races

  • WXT Ultra

    Oct 24Titusville, NJ50K, 25K

    Also 50K, 119 mi from Roxbury Fall Classic, registration open

  • Squatchy Leftovers

    Nov 28West Orange, NJ50K, 25K +2

    Also 50K, 74 mi from Roxbury Fall Classic, registration open

  • PPTC Endurance Fest

    Dec 6Brooklyn, NY50 mi, 50K

    Also 50K, 71 mi from Roxbury Fall Classic, registration open

Straight-line distance

All races in Connecticut
All races near New York City
All November races
Race planning

Plan Roxbury Fall Classic with Crewable

Build your aid station plan, organize your crew, and dial in your nutrition strategy. Everything you need to finish strong.

Build my plan

Are you the race director for Roxbury Fall Classic?

Claim this race to manage registration, volunteers, and race day.

Claim your race