
Roxbury Fall Classic
Roxbury Fall Classic offers a challenging half-marathon on rural Connecticut roads.
Race Date
Nov 14, 2026
Location
Roxbury, CT
Quick facts
- Date
- Saturday, November 14, 2026
- Location
- Roxbury, Connecticut
- Distance
- Half marathon (13.1 mi) + 26.2 Miles, 50K
- Course
- Loop Course
- Terrain
- Mixed
- USATF certified
- Not listed
Highlights
Atmosphere
The Experience
The Roxbury Fall Classic presents a demanding half-marathon course winding through the picturesque rural landscape of Roxbury, Connecticut. This race is not for the faint of heart, featuring a challenging mix of paved and dirt roads that test runners' mettle.
The course begins with an out-and-back section towards Judds Bridge, covering approximately 9.6 miles before returning to the start. Following this, a roughly 3.5-mile loop, including Hemlock Road and a return via South Street, completes the half-marathon journey. The terrain is a true test, with significant hills and a combination of road surfaces.
Runners can expect a rugged, authentic racing experience, far from the typical manicured courses. The typical race-day weather in late fall, with temperatures ranging from 35-50°F, adds to the challenge. This event is part of a series that has been running for many years, drawing dedicated participants seeking a tough, scenic challenge.
Race-provided description
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.
Logistics
Race Day
Saturday, November 14, 2026
Start Time
8:30 AM
Start Location
18 Apple Ln, Roxbury, CT, 06783
Course Info
Course Type
Loop Course
Terrain
mixed
Scenery
Rural
Surface
Dirt Trail, Paved
Difficulty
Hilly
Net Drop/km
0 m (Flat)
Separation
0.0%
Also Offers
Quality Score
first year
no finisher counts yet
small race — neutral
needs a few years of results
3 timing sources · 3 photos
no finisher data yet
no winner time yet
typical high 50°F
Race Day Weather
5-year historical avgStart (Low)
35°
Afternoon (High)
50°
Cool conditions — dress in layers, perfect for fast times
0.1"
Precipitation
12 mph
Wind
67%
Humidity
Race Photos
Frequently asked
When is the Roxbury Fall Classic?
The Roxbury Fall Classic is held on Saturday, November 14, 2026, starting at 8:30 AM.
Where does the Roxbury Fall Classic take place?
It takes place in Roxbury, Connecticut.
What distances does the Roxbury Fall Classic offer?
The half marathon (13.1 miles), plus 26.2 Miles, 50K.
Is the Roxbury Fall Classic course flat and good for a PR?
The Roxbury Fall Classic is a hilly, loop course course.
HalfRuns editorial — independent, no paid placement.
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