Sat, Nov 14, 2026

Roxbury Fall Classic

Roxbury, CT

Registration open
Half MarathonMarathon50K
Register · From $75

About the Roxbury Fall Classic

The course runs out of Hurlburt Park on a mix of paved and dirt roads through rural Roxbury. It is hilly throughout, with no flat stretches to recover on. The out-and-back section crosses Judds Bridge before turning back, and then the loop portion repeats the same circuit multiple times, passing the start and finish each time around.

Each distance option shares the same basic structure: a long out-and-back followed by a repeating loop. Passing the finish area on every loop is either encouraging or quietly maddening depending on where you are in the race. The start line and finish line are the same spot at Hurlburt Park.

Free race emails

Get the Weekly RunSesh

Get races near Roxbury in your inbox. Every Monday we send the races coming up, and every Thursday we send the ones happening that weekend.

Two helpful emails per week. No spam. Unsubscribe anytime.

Distances & Start Times

13.1 Miles11/14/2026 08:30$75
26.2 Miles11/14/2026 08:30$100
50K11/14/2026 07:30$125

Going for a Time?

Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.

Not sure what to aim for? The half marathon pace chart lists the pace for every finish time.

Plan Your Trip

Where to Stay

Traveling for this race? The map shows hotels and rentals in and around Roxbury — pan or zoom to compare what's nearby.

The map is provided by Stay22. If you book through it, RunSesh may earn a commission at no extra cost to you — it never affects the races we list.

Share Your Card

We made you a ready-to-post image. Story fits Instagram and TikTok Stories; Post fits the feed. Download it, post it, and tag @runsesh so we can cheer you on.

Preview of your share card

Want more races like this delivered straight to your inbox?

Free race emails

Get the Weekly RunSesh

Get races near Roxbury in your inbox. Every Monday we send the races coming up, and every Thursday we send the ones happening that weekend.

Two helpful emails per week. No spam. Unsubscribe anytime.