When is race season in Roxbury?
October is the busiest month for races in Roxbury, with 5 of the 14, followed by November with 5. If you are flexible on the date, that is the quickest way to narrow things down.
Connecticut · Race calendar
Running Races in Roxbury, Connecticut
Upcoming running races in and near Roxbury, Connecticut - 5Ks, 10Ks, half marathons and more, with dates, pricing, finish-time stats, start-line maps, and local run clubs to train with.
14 upcoming races
Sat, Sep 12, 2026Roxbury Road Race Series #26 Roxbury, CTFrom $10Register Sat, Sep 19, 2026Roxbury Road Race Series #27 Roxbury, CTFrom $10Register Sat, Sep 26, 2026Roxbury Road Race Series #28 Roxbury, CTFrom $10Register Sat, Oct 3, 2026Roxbury Road Race Series #29 Roxbury, CTFrom $10Register Sat, Oct 10, 2026Roxbury Road Race Series #30 Roxbury, CTFrom $10Register Sat, Oct 17, 2026Roxbury Road Race Series #31 Roxbury, CTFrom $10Register Sat, Oct 24, 2026Roxbury Road Race Series #32 Roxbury, CTFrom $10Register Sat, Oct 31, 2026Roxbury Road Race Series #33 Roxbury, CTFrom $10Register Sat, Nov 7, 2026Roxbury Road Race Series #34 Roxbury, CTFrom $10Register Sat, Nov 14, 2026Roxbury Fall Classic Roxbury, CTFrom $60Details Sat, Nov 21, 2026Roxbury Road Race Series #35 Roxbury, CTFrom $10Register Thu, Nov 26, 2026Roxbury Thanksgiving Day Charity Race Roxbury, CTFrom $10Details Sat, Nov 28, 2026Roxbury Road Race Series #36 Roxbury, CTFrom $10Register Thu, Dec 31, 2026Roxbury Road Race Series Season Pass Roxbury, CTFrom $45Register
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Sep 10, 2026.
Common Questions About Racing in Roxbury
How early should I register for a race in Roxbury?
2 of the 14 races in Roxbury already have a price increase scheduled, so entry gets more expensive the longer you leave it. Race pricing almost always steps up as the date approaches, and signing up early is usually the cheapest option.
Where can I train for a race in Roxbury?
Browse Roxbury run clubs on RunSesh to find a training group at your pace.
Are there trail races near Roxbury?
Yes, one race around Roxbury gets you off the pavement: 1 mixes road and trail. Surfaces are not always published, so it is worth checking a specific race before you register.